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Published: 6 September 2023

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1

Collins, David J., Timothy C. Hughes, and Wynona M. Johnson. "Dihydro-1,2,4-triazin-6(1H)-ones. III. Oxidation Products of 1-Methyl-3-phenyl- 4,5-dihydro-1,2,4-triazin-6(1H)-one." Australian Journal of Chemistry 52, no. 10 (1999): 971. http://dx.doi.org/10.1071/ch99047.

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1-Methyl-3-phenyl-4,5-dihydro-1,2,4-triazin-6(1H)-one (1) undergoes aerial oxidation to give a mixture of 1- methyl-3-phenyl-1,2,4-triazin-6(1H)-one (2) and 1-methyl-3-phenyl-1,4-dihydro-1,2,4-triazine-5,6-dione (3). The dehydro derivative (2) was cleanly prepared by the oxidation of (1) with 2,3-dichloro-5,6-dicyano-1,4- benzoquinone (ddq). The dehydro derivative (2) underwent a surprising rearrangement to the triazole (12) upon oxidation with OxoneR. Several attempts at unambiguous synthesis of the α-dicarbonyl derivative (3) were unsuccessful; it was obtained, together with the 1,4-dimethyl derivative (13) by methylation of 3-phenyl-1,4- dihydro-1,2,4-triazine-5,6-dione (4) with sodium hydride and methyl iodide.
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2

Nardis, Sara, Daniel O. Cicero, Silvia Licoccia, Giuseppe Pomarico, Beatrice Berionni Berna, Marco Sette, Giampaolo Ricciardi, et al. "Phenyl Derivative of Iron 5,10,15-Tritolylcorrole." Inorganic Chemistry 53, no. 8 (April 3, 2014): 4215–27. http://dx.doi.org/10.1021/ic5003572.

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3

Saxena, N., S. Kumar, M. K. Sharma, and S. P. Mathur. "Corrosion Inhibition of Mild Steel in Nitric Acid Media by some Schiff Bases Derived from Anisalidine." Polish Journal of Chemical Technology 15, no. 1 (March 1, 2013): 61–67. http://dx.doi.org/10.2478/pjct-2013-0011.

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Corrosion inhibition performance of mild steel in nitric acid solution containing different concentration of anisalidine derivative Schiff bases viz. N- (4-nitro phenyl) p-anisalidine (SB1), N- (4-chloro phenyl) p-anisalidine (SB2), N- (4-phenyl) p-anisalidine (SB3), N- (4-methoxy phenyl) p-anisalidine (SB4), N- (4-hydroxy phenyl) p-anisalidine (SB5) has been investigated using mass loss, thermometric and potentiostate polarization technique. Inhibition efficiencies of Schiff bases have been evaluated at different acid strength. The inhibition efficiency was found larger than their parent amines. Inhibition efficiencies of synthesized Schiff bases increase with inhibitor concentration. Inhibition efficiency increases up to 98.32% with ansalidine derivative Schiff base.
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4

Krečmerová, Marcela, Hubert Hřebabecký, Milena Masojídková, and Antonín Holý. "Synthesis of 5-Phenyl-2(1H)-pyrimidinone Nucleosides." Collection of Czechoslovak Chemical Communications 61, no. 3 (1996): 458–77. http://dx.doi.org/10.1135/cccc19960458.

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Reaction of 2-phenyltrimethinium salt 1 with thiourea and subsequent reaction with chloroacetic acid afforded 5-phenyl-2(1H)-pyrimidinone (3). Its silyl derivative 4 was condensed with 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose under catalysis with tin tetrachloride or trimethylsilyl trifluoromethanesulfonate to give protected nucleoside 5 together with 5',O6-cyclo-5-phenyl-1,3-bis- (β-D-ribofuranosyl)-6-hydroxy-5,6-dihydro-2(1H,3H)-pyrimidinone (7). The greatest amounts of 7 were formed with the latter catalyst. Nucleosidation of the silyl derivative 4 with protected methyl 2-deoxy-D-ribofuranoside 8 or 2-deoxy-D-ribofuranosyl chloride 9 afforded 1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-5-phenyl-2(1H)-pyrimidinone (10) and its α-anomer 11. Reaction of 10 and 11 with methanolic ammonia gave free 2'-deoxynucleosides 12 and 13. Compound 13 was converted into 5'-O-tert-butyldiphenylsilyl-3'-O-mesyl derivative 14 which on heating with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and subsequent cleavage with tetrabutylammonium fluoride afforded 2',3'-dideoxy-2',3'-didehydronucleoside 15. Reaction of the silyl derivative 4 with 1,2-di-O-acetyl-3,5-di-O-benzoylxylofuranose (18), catalyzed with tin tetrachloride, furnished 1-(2-O-acetyl-3,5-di-O-benzoyl-β-D-xylofuranosyl)-2(1H)-pyrimidinone (19) which was deprotected to give the β-D-xylofuranosyl derivative 22. As a side product, the nucleosidation afforded the β-D-xylopyranosyl derivative 23. Deacetylation of compound 19 gave 1-(3,5-di-O-benzoyl-β-D-xylofuranosyl)-5-phenyl-2(1H)-pyrimidinone (24) which on reaction with thionyl chloride afforded 2'-chloro-2'-deoxynucleoside 25 and 2',O6-cyclonucleoside 26. Heating of compound 25 with DBU in dimethylformamide furnished the lyxo-epoxide 27 which on reaction with methanolic ammonia was converted into free 1-(2,3-anhydro-β-D-lyxofuranosyl)-5-phenyl-2(1H)-pyrimidinone (28). Reaction of 1,2-di-O-acetyl-5-O-benzoyl-3-O-methanesulfonyl-D-xylofuranose (30) with silyl derivative 4 gave the nucleoside 31 which by treatment with DBU was converted into an equilibrium mixture of 5'-benzoylated arabinofuranoside 33a and its 2',6-anhydro derivative 33b.
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5

Zhang, Yu-yang, Jian-Ting Pan, and Jian-Yan Huang. "4-{Phenyl[4-(6-phenyl-2,2′-bipyridin-4-yl)phenyl]amino}benzaldehyde." Acta Crystallographica Section E Structure Reports Online 70, no. 8 (July 2, 2014): o840. http://dx.doi.org/10.1107/s1600536814013361.

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The title molecule, C35H25N3O, is a triphenylamine derivative with the 4-position substituted by an aldehyde group, and the 4′-position substituted by a 6-phenyl-2,2′-bipyridine group. The whole molecule is non-planar and the dihedral angle between the core benzene and pyridine rings is 36.96 (5)°. The dihedral angle between the phenyl and benzaldehyde groups bonded to the amine N atom is 70.86 (5)°.
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6

Böhm, Stanislav, Richard Kubík, Martin Hradilek, Jan Němeček, Michal Hušák, Bohumil Kratochvíl, and Josef Kuthan. "Sterically Crowded Heterocycles. II. Conformational Structure of 2-Phenyl-3-[(Z)-1,3-diphenyl-3-oxopropenyl]imidazo[1,2-a]pyridine and Related Compounds." Collection of Czechoslovak Chemical Communications 60, no. 1 (1995): 115–26. http://dx.doi.org/10.1135/cccc19950115.

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Conformational behaviour of 2-phenyl-3-[(Z)-1,3-diphenyl-3-oxopropenyl]imidazo[1,2- a]pyridine I is studied using a molecular isoenergy map calculated by the PM3 method. A predicted potency of this approach is discussed with respect to the experimental solid state structures of related compounds I - IV. Complete X-ray structures of 7-methyl derivative IV and 11-phenyl derivative V are reported.
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7

Konečný, Václav, Jozefína Žúžiová, Štefan Kováč, and Tibor Liptaj. "Synthesis of Novel 4-Amino-5-(disubstituted amino)-2-phenyl-2H-pyridazin-3-ones." Collection of Czechoslovak Chemical Communications 62, no. 5 (1997): 800–808. http://dx.doi.org/10.1135/cccc19970800.

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Substituted 4-amino-2-phenyl-2H-pyridazin-3-ones 5a-5j have been prepared from 4-amino-5-chloro-2-phenyl-2H-pyridazin-3-one 1 which on reactions with acetyl chloride or acetic anhydride gives 4-acetylamino derivative 2 or 4-diacetylamino derivative 3, respectively. Derivatives 2 and 3 with dialkylamines and cyclic amines yielded appropriate 4-acetylamino-5-(disubstituted amino)-2-phenyl-2H-pyridazin-3-ones 4a-4j. Subsequent alkaline hydrolysis of the acetylamino derivatives 4a-4j let to the title compounds 5a-5j, which were screened for pesticidal activity, but none of them reached activity of the used standards.
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8

Mistry, Rakesh N., and K. R. Desai. "Studies on Synthesis of Some Novel Heterocyclic Chalcone, Pyrazoline, Pyrimidine - 2 - One, Pyrimidine - 2 - Thione,para-Acetanilide Sulphonyl and Benzoyl Derivatives and their Antimicrobial Activity." E-Journal of Chemistry 2, no. 1 (2005): 30–41. http://dx.doi.org/10.1155/2005/953107.

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1, 2 - Dichloro benzene on chlorosulphonation by chlorosulphonic acid gives 1, 2 - [dichloro] - benzene sulphonyl chloride which on condensation withp–amino acetophenone gives 1-[acetyl] - 1’ , 2’ - [dichloro] - dibenz sulphonamide derivative. This derivative undergo condensation with 2,4- dichloro benzaldehyde gives 1- [3” - (sub. phenyl) - 2” - propene - 1” - one] - 1’ , 2’ - [dichloro] - dibenz sulphonamide derivative which on reaction with 99% hydrazine hydrate and glacial acetic acid gives 1-[acetyl]-3- [1’ , 2’ - (dichloro) - dibenz sulphonamide] -5 - [2” , 4” - dichloro phenyl] - 2 - pyrazoline derivative. This derivative reacts with various substituted aldehydes to give corresponding substituted chalcone derivatives [1(a-j)]. Now, these chalcone derivatives [1(a-j)] on condensation with urea gives corresponding substituted pyrimidine - 2 - one derivatives [2(a-j)] and on condensation with thio-urea gives corresponding substituted pyrimidine- 2 -thione derivatives [3(a-j)]. Further, these chalcone derivatives [1(a-j)] on reaction with 99% hydrazine hydrate gives 1 - [1’ - (H) - 5’ - (sub. phenyl) - 2’ - pyrazoline]- 3 - [1” , 2” - (dichloro) - dibenz sulphonamide] - 5 - [2’’’ , 4’’’ - dichloro phenyl]-2- pyrazoline derivatives [4(a-j)] as an intermediate compounds, which on condensation with p-acetanilide sulphonyl chloride gives corresponding substituted p - acetanilide sulphonyl derivatives [5(a-j)] and on condensation with benzoyl chloride gives corresponding substituted benzoyl derivatives [6(a-j)]. Structure elucidation of synthesised compounds has been made on the basis of elemental analysis, I.R. spectral studies and 1H N.M.R. spectral studies. The antimicrobial activity of the synthesised compounds has been studied against the cultures “Staphylococcus aureus”, “Escherichia coli” and “Candela albicans”.
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9

Khalifa, Nagy M., Ahmed M. Naglah, Mohamed A. Al-Omara, and Abd El-Galil E. Amr. "Synthesis and Reactions of New Chiral Linear Dipeptide Candidates Using Nalidixic Acid as Starting Material." Zeitschrift für Naturforschung B 69, no. 6 (June 1, 2014): 728–36. http://dx.doi.org/10.5560/znb.2014-4031.

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A series of dipeptide heterocyclic derivatives 4-15 were synthesized using methyl 2-{[(1-ethyl- 7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridin-3-yl)carbonyl]amino}-3-ethylbutanoate (3) as starting material. Treatment of 3 with L-phenylalanine methyl ester hydrochloride afforded the corresponding dipeptide methyl ester derivative 4, which was treated with hydrazine hydrate to afford the dipeptide acid hydrazide 5. Compound 5 was coupled with aldehyde and acetophenone derivatives to afford the corresponding Schiff bases 6a-f. The hydrazide derivative 5 was reacted with ethyl acetoacetate or acetone to give compounds 7 and 8, respectively. Reaction of 5 with carbon disulfide at different conditions afforded compounds 9 and 10, which were treated with hydrazine hydrate to give the 1-amino-2-dipeptido-1,3,4-triazole derivative 11. In addition, 5 was reacted with phenyl isothiocyanate to give the thiosemicarbazide derivative 12, which was cyclized with sodium hydroxide to the dipeptido 1-phenyl-1,3,4-triazole derivative 13. Finally, treatment of 13 with methyl iodide afforded the S-methyl derivative 14, which was reacted with hydrazine hydrate to give the hydrazine derivative 15.
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10

Erdem, Ahmet, Hasan Genc, Nejdet Sen, Rafet Kilincarslan, and Emin Erdem. "The Synthesis and Reactions of Novel Pyrazole Derivatives by 4-phenylcarbonyl-5-phenyl-2,3-dihydro-2,3-furandione Reacted with Some Hydrazones." Revista de Chimie 68, no. 1 (February 15, 2017): 143–46. http://dx.doi.org/10.37358/rc.17.1.5407.

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We report some novel pyrazole derivatives taking 4-phenylcarbonyl-5-phenyl-2,3-dihydro-2,3-furandione, 1. For this, 4-phenylcarbonyl-5-phenyl-2,3-dihydro-2,3-furandione, 1 was reacted with benzaldehyde(2- or 4-fluorophenyl)hydrazone to give 4-benzoyl-1-(2- or 4-fluorophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid 2a,b. Pyrazol derivative containing 2-fluorophenyl group 2a was converted into carboxylic chloride derivative 3a by thionyl chloride and then the compound 4a was obtained from reaction ammonia with compound 3a. In the next step, 4-benzoyl-1-(2-fluorophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid 2a was reacted with MeOH/H2SO4, EtOH/H2SO4, 2-nitrophenylhydrazine and 3-nitrophenylydrazine to give 5a,b and 6a,b pyrazol derivatives, respectively. The structures regarding all compounds synthesized were determined by the IR, NMR and elemental analysis method.
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11

IONITA, Petre. "Synthesis and characterization of a new hydrazyl free radical, a formyl-derivative of DPPH." Revue Roumaine de Chimie 66, no. 2 (2021): 205–9. http://dx.doi.org/10.33224/rrch.2021.66.2.12.

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Starting from 2,2-diphenyl-1-(2,4,6-trinitropheyl)hydrazine and urotropine in the presence of trifluoracetic acid it was obtained a formyl derivative as a yellow solid, that can form under oxidative condition the persistent hydrazyl free radical 2-(p-formyl-phenyl)-2-phenyl-1-(2,4,6-trinitrophenyl)hydrazyl having a violet colour. The same formyl hydrazine derivative in the presence of a base forms the corresponding anion with a red-brown colour. The new compounds were characterized by appropriate means, like NMR, IR, UV-VIS, ESR.
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12

Niemevz, Fernando, and Graciela Y. Buldain. "Phenyl biliverdin isomers obtained by chemical oxidation of iron(III) complex of 5-phenyl protoporphyrin IX." Journal of Porphyrins and Phthalocyanines 08, no. 07 (July 2004): 989–95. http://dx.doi.org/10.1142/s1088424604000350.

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Oxidative cleavage of synthetic 5-phenyl protohemin IX in pyridine solution in the presence of ascorbic acid (coupled oxidation), followed by esterification of the products with boron trifluoride-methanol rendered mainly three isomeric biliverdins. These were identified by MS and 1D and 2D 1 H NMR as 15-phenyl biliverdin IXβ (1), 10-phenyl biliverdin IXγ (2) and 5-phenyl biliverdin IXδ (3) dimethyl esters. The fact that biliverdin IXα dimethyl ester derivative is not obtained indicates that oxidation fails to occur in the α-meso-carbon bearing the phenyl group.
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13

Rosilawati, Ila, Jumina Jumina, and M. Muchalal. "A STUDY OF THE SYNTHESIS OF VERATRYL CYANIDE REQUIRED AS AN INTERMEDIATE FOR THE PREPARATION OF C-9154 ANTIBIOTIC DERIVATIVE FROM VANILIN." Indonesian Journal of Chemistry 2, no. 2 (June 8, 2010): 125–29. http://dx.doi.org/10.22146/ijc.21925.

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The synthesis of veratryl cyanide [1-(3,4-dimethoxy phenyl acetonitril] required as an intermediate for the preparation of C-9154 antibiotic derivative was carried out. The starting material used was vanilin, while the reaction steps consisted of (1) methylation of vanilin, (2) reduction of veratraldehyde, (3) synthesis of veratryl bromide, and (4) treatment of this bromide with KCN. The analysis of the products was carried out using IR, 1H NMR and GC-MS spectrophotometers. The methylation of vanilin was conducted using dimethylsulfate and NaOH at 100 oC for 2 hours to give 79.3% yield of veratraldehyde. The reduction of veratraldehyde with LiBH4 in ethanol - THF mixture (1:1 v/v) at reflux for 4 hours afforded veratryl alcohol in 85.3% yield. This veratryl alcohol was treated with red phosphorous and Br2 in CCl4 at 60 oC for 2 hours to give 1-(2-bromo-4,5-dimethoxy)-phenyl bromomethane in 67.4% yield, instead of the desired veratryl bromide [1-3,4-dimethoxy)-phenyl bromomethane]. This benzyl bromide derivative was then treated with KCN in the presence of tween 80 as a phase catalyst transsfer in benzene-water solvent system at reflux for 2 hours to yield 1-(2-bromo-4,5-dimethoxy)phenyl acetonitril in 58.5%. Keywords: Vanilin, veratryl cyanide, C-9154 antibiotic derivative
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14

Nahlé, A., R. Salim, F. El Hajjaji, M. R. Aouad, M. Messali, E. Ech-chihbi, B. Hammouti, and M. Taleb. "Novel triazole derivatives as ecological corrosion inhibitors for mild steel in 1.0 M HCl: experimental & theoretical approach." RSC Advances 11, no. 7 (2021): 4147–62. http://dx.doi.org/10.1039/d0ra09679b.

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The present paper illustrates the investigation of two novel ecological triazole derivative corrosion inhibitors, namely ethyl 2-(4-phenyl-1H-1,2,3-triazol-1-yl) acetate [Tria-CO2Et], and 2-(4-phenyl-1H-1,2,3-triazol-1-yl) acetohydrazide [Tria-CONHNH2].
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15

Hishmat, O. H., S. S. Mabrouk, A. M. M. Nasef, N. M. A. Shayeb, and S. A. Ismail. "Derivatives of Khellinonequinone and their Aflatoxigenic Activity." Zeitschrift für Naturforschung B 43, no. 3 (March 1, 1988): 343–46. http://dx.doi.org/10.1515/znb-1988-0318.

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Nitration of khellinone leads to the formation of a small amount of 3-nitrokhellinone and 5-acetyl-6-hydroxybenzofuran-4.7-dione (khellinonequinone) as a main product. The latter compound reacts with primary amines to give the corresponding imino compounds. Reaction of khellinone with o-phenylenediamine involves condensation followed by cyclisation. While on the other hand treating with phenyl hydrazines gives the phenyl hydrazone. The pyrazolobenzofuran derivative was obtained by the action of hydrazine hydrate on khellinonequinone. Finally the reaction with malononitrile leads to the formation of the ylidene derivative. Two quinone derivatives showed a weak effect on mycelial growth and aflatoxin formation.
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16

Huppatz, JL. "Systemic Fungicides. The Synthesis of Pyrazolo[1,5-a]pyrimidine Analogues of Carboxin." Australian Journal of Chemistry 38, no. 1 (1985): 221. http://dx.doi.org/10.1071/ch9850221.

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The synthesis of a series of pyrazolo [1,5-a] pyrimidine derivatives, structural analogues of the systemic fungicide carboxin, is described. A common intermediate incorporating structural features desirable for fungicidal activity, N-phenyl-3(5)-amino-5(3)-methylpyrazole-4- carboxamide (6), was used to prepare pyrazolo [1,5-a] pyrimidines variously substituted in positions 5 and 7 of the ring system. Bromination of N-phenyl-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxamide (8) occurred preferentially in the phenyl ring and the 6-bromo derivative was prepared by bromination of the corresponding 3-ethoxycarbonyl derivative (24). Attempted nitration of the ester (24) resulted in displacement of the ethoxycarbonyl substituent by a nitro group. The simplest pyrazolo [1,5-a] pyrimidine (8) showed a high level of fungicidal acitvity in fungal growth assays of Basidiomycete species, but compounds substituted in the pyrimidine ring were inactive.
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17

Hartwig de Oliveira, Daniela, Fernanda Severo Sabedra Sousa, Paloma Taborda Birmann, Ana Paula Pesarico, Diego Alves, Raquel Guimarães Jacob, and Lucielli Savegnago. "Evaluation of antioxidant activity and toxicity of sulfur- or selenium-containing 4-(arylchalcogenyl)-1H-pyrazoles." Canadian Journal of Physiology and Pharmacology 98, no. 7 (July 2020): 441–48. http://dx.doi.org/10.1139/cjpp-2019-0356.

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Pyrazoles represent a significant class of heterocyclic compounds that exhibit pharmacological properties. The present study aimed to investigate the antioxidant potential of pyrazol derivative compounds in brain of mice in vitro and the effect of pyrazol derivative compounds in the oxidative damage and toxicity parameters in mouse brain and plasma of mice. The compounds tested were 3,5-dimethyl-1-phenyl-4-(phenylselanyl)-1H-pyrazol (1a), 3,5-dimethyl-4-(phenylselanyl)-1H-pyrazole (2a), 4-((4-methoxyphenyl)selanyl)-3,5-dimethyl-1-phenyl-1H-pyrazole (3a), 4-((4-chlorophenyl)selanyl)-3,5-dimethyl-1-phenyl-1H-pyrazole (4a), 3,5-dimethyl-1-phenyl-4-(phenylthio)-1H-pyrazole (1b), 3,5-dimethyl-4-(phenylthio)-1H-pyrazole (2b), 4-((4-methoxyphenyl)thio)-3,5-dimethyl-1-phenyl-1H-pyrazole (3b), 4-((4-chlorophenyl)thio)-3,5-dimethyl-1-phenyl-1H-pyrazole (4b), and 3,5-dimethyl-1-phenyl-1H-pyrazole (1c). In vitro, 4-(arylcalcogenyl)-1H-pyrazoles, at low molecular range, reduced lipid peroxidation and reactive species in mouse brain homogenates. The compounds also presented ferric-reducing ability as well nitric oxide-scavenging activity. Especially compounds 1a, 1b, and 1c presented efficiency to 1,1-diphenyl-2-picryl-hydrazyl-scavenging activity. Compounds 1b and 1c presented 2,20 -azino-bis(3-ethylbenzthiazoline-6-sulfonic acid)-scavenging activity. In vivo assays demonstrated that compounds 1a, 1b, and 1c (300 mg/kg, intragastric, a single administration) did not cause alteration in the of δ-aminolevulinic acid dehydratase activity, an enzyme that exhibits high sensibility to prooxidants situations, in the brain, liver, and kidney of mice. Compound 1c reduced per se the lipid peroxidation in liver and brain of mice. Toxicological assays demonstrate that compounds 1a, 1b, and 1c did not present toxicity in the aspartate aminotransferase, alanine aminotransferase, urea, and creatinine levels in the plasma. In conclusion, the results demonstrated the antioxidant action of pyrazol derivative compounds in in vitro assays. Furthermore, the results showed low toxicity of compounds in in vivo assays.
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18

Collins, David J., Timothy C. Hughes, and Wynona M. Johnson. "Dihydro-1,2,4-triazin-6(1H)-ones. II Synthesis of Several Methylated 3-Phenyl- 4,5-dihydro-1,2,4-triazin-6(1H)-ones." Australian Journal of Chemistry 52, no. 5 (1999): 379. http://dx.doi.org/10.1071/ch99012.

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Novel syntheses of 4,5-dihydro-1,2,4-triazin-6(1H)-ones were developed by use of imidoyl chlorides. The overall yield of 4,5-dihydro-1,2,4-triazin-6(1H)-ones prepared from amino acid imidates and hydrazines was improved by the development of a much more efficient synthesis of the imidates. The new 1,2-, 1,4- and 5,5-dimethyl dihydro-1,2,4-triazin-6(1H)-ones have been synthesized by cyclocondensation/cycloaddition pathways. Base-catalysed methylation of 3-phenyl-4,5-dihydro-1,2,4-triazin-6(1H)-one (15) gave the 1- methylated derivative (8); under similar conditions 2-methyl-3-phenyl-2,5-dihydro-1,2,4-triazin-6(1H)-one (9) afforded the 1,2-dimethyl derivative (7).
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19

Clapham, Margaret L., and Christopher J. Douglas. "Two new cases of polymorphism in diagonally substituted rubrene derivatives." Acta Crystallographica Section E Crystallographic Communications 79, no. 4 (March 31, 2023): 406–9. http://dx.doi.org/10.1107/s2056989023002736.

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The crystal structures of two rubrene derivatives, 5,11-diphenyl-6,12-bis[4-(trifluoromethyl)phenyl]tetracene, C44H26F6, and 5,11-bis(4-tert-butylphenyl)-6,12-diphenyltetracene, C50H44, are presented. Each are substituted on diagonal (5/11) phenyl rings. Each derivative has one polymorph reported previously. A discussion of the differences between each derivative and its previously reported polymorph is provided. The triclinic packing of the CF3-substituted structure is similar to the packing of the parent rubrene's triclinic polymorph. In the tert-butyl-substituted structure, a planar tetracene core formed, which has been hypothesized but never published. Crystallization conditions are provided as they differ from previous reports.
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20

Červinka, Otakar, Václav Dudek, Anna Fábryová, Jiří Kolář, Juraj Lukáč, Jan Šimon, and Martin Viktorin. "Stereoselective synthesis of (±)-threo-2-amino-1-(4-nitrophenyl)-1,3-propanediol." Collection of Czechoslovak Chemical Communications 54, no. 10 (1989): 2748–52. http://dx.doi.org/10.1135/cccc19892748.

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Addition of hypobromic acid to styrene afforded styrene bromohydrin (I) which was dehydrated to ω-bromostyrene (II). Prince reaction of II with aqueous formaldehyde gave 5-bromo-4-phenyl-1,3-dioxane (III). The bromine atom in III was replaced with amino group by treatment with methanolic ammonia at 150°C and 6–8 MPa and the obtained threo-5-amino-4-phenyl-1,3-dioxane (IVa) was hydrolyzed to give (±)-threo-2-amino-1-phenyl-1,3-propanediol (V). Suitably chosen method of nitration converted the free base IVa or its N-acetyl derivative IVb into 5-amino-4-(4-nitrophenyl)-1,3-dioxane (VIa) or its N-acetyl derivative VIb which without isolation were hydrolyzed to threo-2-amino-1-(4-nitrophenyl)-1,3-propanediol (VII), isolated as hydrochloride. The liberated base was resolved into enantiomers and dichloracetylated in the known manner to give D-(-)-threo-2-dichloracetylamino-1-(4-nitrophenyl)-1,3-propanediol (chloramphenicol).
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21

Tong, Fei, Daichi Kitagawa, Xinning Dong, Seiya Kobatake, and Christopher J. Bardeen. "Photomechanical motion of diarylethene molecular crystal nanowires." Nanoscale 10, no. 7 (2018): 3393–98. http://dx.doi.org/10.1039/c7nr09571f.

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22

Buchta, Vladimír, Milan Pour, Petra Kubanová, Luis Silva, Ivan Votruba, Marie Vopršálová, Radan Schiller, Helena Fáková, and Marcel Špulák. "In Vitro Activities of 3-(Halogenated Phenyl)-5-Acyloxymethyl- 2,5-Dihydrofuran-2-ones against Common and Emerging Yeasts and Molds." Antimicrobial Agents and Chemotherapy 48, no. 3 (March 2004): 873–78. http://dx.doi.org/10.1128/aac.48.3.873-878.2004.

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ABSTRACT Three 3-(halogenated phenyl)-5-acyloxymethyl-2,5-dihydrofuran-2-ones were evaluated for activity against 191 strains of common and emerging yeasts and Aspergillus species by the broth microdilution test performed according to NCCLS guidelines. The furanone derivatives displayed broad-spectrum in vitro activity against potentially pathogenic yeasts and molds, especially Aspergillus spp. (MIC ≤ 2.0 μg/ml) and fluconazole-resistant yeast isolates, including Candida glabrata and Saccharomyces cerevisiae. The 4-bromophenyl derivative was the most effective derivative against the majority of species tested, except for the Candida tropicalis and C. glabrata strains, which were more susceptible to the 3-chlorophenyl derivative. The 3,4-dichlorophenyl derivative possessed a lesser in vitro antifungal effect. The potential of further experiments on animal infection and clinical studies is supported by the relatively low cytotoxicity and acute toxicity of the 4-bromophenyl compound. Thus, the halogenated 3-phenyl-5-acyloxymethyl derivatives of 2,5-dihydrofuran-2-one represent a novel, promising group of compounds with significant activity against relevant opportunistic fungi that are pathogenic to humans.
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23

Abdel-Aziz, Hatem A., Hazem A. Ghabbour, Suchada Chantrapromma, and Hoong-Kun Fun. "3-Acetyl-5-phenyl-1-p-tolyl-1H-pyrazole-4-carbonitrile." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (March 24, 2012): o1167. http://dx.doi.org/10.1107/s1600536812011762.

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In the title pyrazole derivative, C19H15N3O, the central pyrazole ring makes dihedral angles of 42.71 (9) and 61.34 (9)°, respectively, with the phenyl andp-tolyl rings. The dihedral angle between the phenyl andp-tolyl rings is 58.22 (9)°. The 3-acetyl-1H-pyrazole-4-carbonitrile unit is essentially planar, with an r.m.s. deviation of 0.0295 (1) Å for the ten non-H atoms.
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24

Hřebabecký, Hubert, and Jiří Beránek. "Preparation of ribosyl derivatives of 1,2,4-triazol-3(2H)-one and 5-methyl-1,2,4-triazol-3(2H)-one." Collection of Czechoslovak Chemical Communications 50, no. 3 (1985): 779–88. http://dx.doi.org/10.1135/cccc19850779.

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Reaction of the silylated triazolone I with 2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide afforded a mixture of the 4-ribosyltriazolone IXa and 2,3-diribosyltriazolone Xa. Under the same conditions the silylated 5-methyltriazolone II gives the 4-ribosyl derivative XIa and 2-ribosyl derivative XIIa. The 4-phenyl and 4-ribosyltriazoles VII, VIII, IXa and XIa were prepared by an alternative synthesis: cyclisation of l-ethoxymethylene-, l-(l-ethoxyethylidene)-4-phenyl- and 4-ribosylsemicarbazides XIII, XIV, XVa,b and XVIa,b in boiling hexamethyldisilazane in the presence of ammonium sulfate. The semicarbazides XIII, XIV, XVa,b and XVIa,b were obtained by reaction of 4-phenyl- or 4-ribosylsemicarbazide with triethyl orthoformate or diethyl orthoacetate. Compounds XIII and XIV were obtained as the (E)-isomers whereas compounds XV and XVI as mixtures of (Z)- and (E)-isomers XVa,b and XVIa,b, respectively. The benzylation of the triazolones I and II was also studied.
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25

Rahman Badal, Md Mizanur, Md Tarikul Islam, Reshma Parvin, Md Abul Khaer Morol, Md Maniruzzaman, Mohammad Abu Yousuf, and Md Ershad Halim. "Antimicrobial, Structure-Activity Relationship and Computational Studies of Some Synthesized Chalcone Derivatives." Asian Journal of Chemistry 33, no. 3 (2021): 644–50. http://dx.doi.org/10.14233/ajchem.2021.23028.

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Several chalcones viz. 1,3-diaryl-2-propane-1-one (1a), 3-(4-hydroxy phenyl)-1-phenyl-2-propane-1- one (1b), 3-(4-amino-phenyl)-1-phenyl-2-propane-1-one (1c) and their derivatives 2-ethoxy-4,6- diphenyl-4H-pyran-3-carboxylic acid ethyl ester (2a), 4-(4-hydroxy-phenyl)-7,7-dimethyl-2-phenyl- 4,6,7,8-tetrahydro-chromen-5-one (2b) and 7-(4-amino-phenyl)-5-phenyl-1,5-dihydropyrano[2,3- d]pyrimidine-2,4-dione (2c ) have been synthesized following both conventional and microwave irradiation methods. The structures of the isolated compounds were elucidated on the basis of UV-visible, FTIR, 1H NMR spectral data. The antimicrobial results showed some remarkable facts about the structure–activity relationship, which states that the electronic atmosphere around the chalcone derivative moieties and substituents considerably affect the antimicrobial potential of the synthesized compounds. Theoretical calculation as well as antimicrobial activity of the compounds were also studied.
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26

Hadanu, Ruslin, Mustofa Mustofa, and Nazudin Nazudin. "Synthesis and Antimalarial Activity of 2-Phenyl-1,10-Phenanthroline Derivative Compounds." Jurnal Natur Indonesia 15, no. 1 (July 14, 2014): 57. http://dx.doi.org/10.31258/jnat.15.1.57-62.

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To develop new potential antimalarial drugs of 2-phenyl-1,10-phenanthroline 5 derivatives from 8-aminoquinoline as startingmaterial were synthesized in good yields. The synthesis of 2-phenyl-1,10-phenanthroline 5 derivatives compoundswith 8-aminoquinoline 4 as starting material through three steps has been carried out. The first step of reactions is aldolcondensation of benzaldehyde 1 with acetaldehyde 2. The result of reactions is cinnamaldehyde 3 (92.14%) in the form ofyellow solid. The second step of reactions was synthesized of 2-phenyl-1,10-phenanthroline 5 (brown solid, 54.63%)through cyclization of 8-aminoquinoline 4 with cinnamaldehyde 3 compound. The third step of reactions is methylation andethylation of 2-phenyl-1,10-phenanthroline using dimethyl sulphate (DMS) and diethyl sulphate (DES) reagents that it wasrefluxed for 17 and 19 h, respectively. The results of reactions are (1)-N-methyl-9-phenyl-1,10-phenanthrolinium sulphate 6and (1)-N-ethyl-9-phenyl-1,10-phenanthrolinium sulphate 7 in yield from 90.62% and 89.70%, respectively. The results oftesting in vitro antiplasmodial activity at chloroquine-resistant Plasmodium falciparum FCR3 strain to 2-phenyl-1,10-phenanthroline 5 derivatives obtained that (1)-N-ethyl-9-phenyl-1,10-phenanthrolinium sulphate 7 compound has higherantimalarial activity (IC 50 :0.13 ± 0.02 μM) than antimalarial activity of (1)-N-methyl-9-phenyl-1,10-phenanthrolinium sulphate6 compound (IC 50 :0.25 ± 0.01 μM) and 2-phenyl-1,10-phenanthroline 5 compound (IC 50 :2.45 ± 0.09 μM). While, the resultsof testing in vitro antiplasmodial activity at chloroquine-resistant Plasmodium falciparum D10 strain to 2-phenyl-1,10-phenanthroline 5 derivatives obtained that (1)-N-methyl-9-phenyl-1,10-phenanthrolinium sulphate 6 compound has higherantimalarial activity (IC 50 :0.10± 0.04 μM) than antimalarial activity of (1)-N-ethyl-9-phenyl-1,10-phenanthrolinium sulphate7 (IC 50 :0.18 ± 0.01 μM) and 2-phenyl-1,10-phenanthroline 5 compound (IC 50 :0.55 ± 0.07 μM).
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27

Fu, Zheng, Long Hua Chen, Sheng Jun Li, and Chao Yuan. "Polymerization and Characterization of N-[o-(4-phenyl-4,5-dihydro-1,3-oxazol-2-yl)phenyl] Methacrylamide." Applied Mechanics and Materials 536-537 (April 2014): 1443–46. http://dx.doi.org/10.4028/www.scientific.net/amm.536-537.1443.

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A novel type of chiral methacrylamide derivative, N-[o-(4-phenyl-4,5-dihydro-1,3-oxazol-2-yl) phenyl]methacrylamide ((R)-PhOPMAM), was synthesized and radically polymerized to the corresponding polymers in moderate yields. The polymerization characteristics and the chiroptical behavior of the resultant polymers have been examined in detail by using IR and 1H NMR spectroscopies in comparison with our previous observation. The polymers showed relatively high molecular weights(Mn=5000-10000) and large specific rotations([α] 25D = -326.0°～-357.4°).
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28

Nishimura, Takahiro, Ryota Yabe, and Yusuke Ebe. "Iridium-Catalyzed Direct C–H Allylation of Ketimines." Synthesis 53, no. 17 (April 8, 2021): 3051–56. http://dx.doi.org/10.1055/a-1477-7059.

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AbstractAromatic C–H allylation of N-sulfonyl ketimines with allyl alcohol or allyl phenyl ether as an allyl source is catalyzed by a cationic iridium complex. The presence of a catalytic amount of a pyridine derivative was found to be essential for the reaction. In contrast, direct C–H allylation of ketimines derived from benzophenone derivatives and p-methoxyaniline with allyl phenyl ether proceeded in the absence of pyridine derivatives.
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29

Moreno-Fuquen, Rodolfo, Juan C. Castillo, Rodrigo Abonia, Javier Ellena, and Juan C. Tenorio. "3-(Diphenylamino)isobenzofuran-1(3H)-one." Acta Crystallographica Section E Structure Reports Online 70, no. 4 (March 29, 2014): o490. http://dx.doi.org/10.1107/s1600536814006266.

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In the title isobenzofuranone derivative, C20H15NO2, the planar fused-ring system (r.m.s. deviation for the 10 fitted atoms = 0.031 Å) forms dihedral angles of 63.58 (6) and 63.17 (8)° with the N-bound phenyl rings; the dihedral angle between the planes of these phenyl rings is 85.92 (7)°. In the crystal, molecules are linked by weak C—H...O interactions, involving both O atoms, forming helical supramolecular chains along [001].
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30

Zabiulla, S. Naveen, A. Bushra Begum, Shaukath Ara Khanum, and N. K. Lokanath. "Structural studies of a novel bioactive benzophenone derivative: (4-Chloro-2-hydroxy-phenyl)-phenyl-methanone." Molecular Crystals and Liquid Crystals 625, no. 1 (January 22, 2016): 233–37. http://dx.doi.org/10.1080/15421406.2015.1069470.

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31

Chung, Yao-Hsien, Lei Sheng, Xing Xing, Lingling Zheng, Mengying Bian, Zhijian Chen, Lixin Xiao, and Qihuang Gong. "A pure blue emitter (CIEy ≈ 0.08) of chrysene derivative with high thermal stability for OLED." Journal of Materials Chemistry C 3, no. 8 (2015): 1794–98. http://dx.doi.org/10.1039/c4tc02669a.

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32

Sundaresan, K., V. Priyadarshini, and K. Tharini. "Synthesis, characterization and thrombolytic activity of n-benzyl piperidin 4-one phenyl hydrazone." Journal of Drug Delivery and Therapeutics 9, no. 2 (March 15, 2019): 180–82. http://dx.doi.org/10.22270/jddt.v9i2.2393.

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The aim of this study was to synthesize, characterization and thrombolytic activity of N-Benzyl piperidin 4-one phenyl hydrazone derivative. Check the purity of all the synthesized compounds using thin layer chromatography. The synthesized compound was characterized by IR, 13C and 1H NMR spectral studies. The synthesized compound was subjected to thrombolytic activity. The thrombolytic activity was observed in 2 different concentrations of N-Benzyl piperidin 4-one phenyl hydrazone. Our findings support the reported therapeutic use of this compound as a thrombolytic agent in the Indian system of medicine. Keywords: N-Benzyl piperidin 4-one phenyl hydrazone, thrombolytic activity, streptokinase.
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33

Raghuvarman, B., R. Sivakumar, K. Gokula Krishnan, V. Thanikachalam, and S. Aravindhan. "(E)-1,3-Dimethyl-2,6-diphenylpiperidin-4-oneO-(phenoxycarbonyl)oxime." Acta Crystallographica Section E Structure Reports Online 70, no. 6 (May 24, 2014): o713. http://dx.doi.org/10.1107/s1600536814010526.

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The title piperidine derivative, C26H26N2O3, has anEconformation about the N=C bond. The piperidine ring has a chair conformation and its mean plane is almost perpendicular to the attached phenyl rings, making dihedral angles of 87.47 (9) and 87.34 (8)°. The planes of these two phenyl rings are inclined to one another by 60.38 (9)°. The plane of the terminal phenyl ring is tilted at an angle of 32.79 (9)° to the mean plane of the piperidine ring. The molecular conformation is stabilized by two intramolecular C—H...O contacts. There are no significant intermolecular interactions in the crystal.
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34

Jiang, Rong, Shuang Wang, and Jinping Li. "Cucurbit[7]uril–tetraphenylethene host–guest system induced emission activity." RSC Advances 6, no. 6 (2016): 4478–82. http://dx.doi.org/10.1039/c5ra24264a.

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A host–guest complex was successfully constructed from cucurbit[7]uril (Q[7]) and quaternary ammonium-modified tetraphenylethene derivative, 1,1,2,2-tetrakis{2-[2-(N,N,N-trimethylammonium)ethyoxyl]phenyl}-tetraphenylethene bromide (TAPET).
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35

Guillon, Jean, Solène Savrimoutou, Sandra Rubio, Stéphane Moreau, Noël Pinaud, Mathieu Marchivie, and Vanessa Desplat. "1-Phenyl-8-[[4-(pyrrolo[1,2-a]quinoxalin-4-yl)phenyl]methyl]-1,3,8-triazaspiro[4.5]decan-4-one: Synthesis, Crystal Structure and Anti-Leukemic Activity." Molbank 2020, no. 1 (January 29, 2020): M1113. http://dx.doi.org/10.3390/m1113.

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1-Phenyl-8-[[4-(pyrrolo[1,2-a]quinoxalin-4-yl)phenyl]methyl]-1,3,8-triazaspiro[4.5]decan-4-one has been successfully synthesized via a multi-step pathway starting from 2-nitroaniline. Structure characterization of this original pyrrolo[1,2-a]quinoxaline derivative was achieved by FT-IR, 1H-NMR, 13C-NMR, X-Ray and HRMS spectral analysis. This title compound shows interesting cytotoxic potential against several human leukemia cell lines (K562, HL60, and U937 cells).
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36

Liu, Xin-Hua, Bao-An Song, Pinaki S. Bhadury, Hai-Liang Zhu, Ping Cui, Ke-Ke Hou, and Hong-Li Xu. "Novel 5-(3-(Substituted)-4,5-dihydroisoxazol-5-yl)-2-methoxyphenyl Derivatives: Synthesis and Anticancer Activity." Australian Journal of Chemistry 61, no. 11 (2008): 864. http://dx.doi.org/10.1071/ch07395.

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Thirty novel 5-(3-(substituted phenyl)-4,5-dihydroisoxazol-5-yl)-2-methoxyphenyl derivatives were synthesized and evaluated for their antitumour activity. The bioassays showed that the 2-fluorobenzoyl derivative 6ai, the 4-trifluoromethylbenzoyl derivative 6ah, and the 3-trifluoromethyl isoxazole derivatives (6ch and 6ci) were highly effective against PC-3 cells. The IC50 values of 6ah and 6ai against PC-3 cells were 1.5 and 1.8 μg mL–1, respectively.
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37

Richter, C., C. Schneider, M. T. Quick, P. Volz, R. Mahrwald, J. Hughes, B. Dick, U. Alexiev, and N. P. Ernsting. "Dual-fluorescence pH probe for bio-labelling." Physical Chemistry Chemical Physics 17, no. 45 (2015): 30590–97. http://dx.doi.org/10.1039/c5cp05454k.

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Seminaphtorhodafluor (SNARF) dyes usually contain a bulky phenyl group with an unspecific position of a second carboxy group. Here a smaller SNARF derivative is characterized spectroscopically, and efficient linkage to cysteine protein sites is demonstrated.
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38

Gopa, N., E. Porchezhian, and G. V. S. Rama Sarma. "ANALGESIC AND ANTI-INFLAMMATORY ACTIVITIES OF 2-PHENYL (6, 8-DISUBSTITUTED 3,4-DIHYDRO-4-OXOQUINAZLIN-3-YCL) ACETO ACETAMIDES AND THEIR ß (4-SUBSTITUTED PHENYL) AZO ANALOGS." Scientia Pharmaceutica 69, no. 1 (March 30, 2001): 27–32. http://dx.doi.org/10.3797/scipharm.aut-01-04.

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2-phenyl-(3,4-dihydro-4-oxoquinazolin-3-yalc)e to acetamides (1&2) and their B-(4-substituted phenyl) azo derivatives (3-10) were evaluated for their analgesic and antiinflammatory activities. The bromophenyl azo derivative (4) showed significant activity as comparable to standard drugs viz pentazocine, aspirin and other compounds exhibited moderate activities. All the synthesized compounds were tested for their toxicity have not shown any abnormality up to 1500 mg/kg Body weight in experimental animals.
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39

Šimo, Ondrej, Alfonz Rybár, and Juraj Alföldi. "Synthesis of 4-Alkyl- or 4-Phenyl-7-methyl-1,2-dihydro-7H-imidazo[1,2,3-cd]purine-6,8-diones." Collection of Czechoslovak Chemical Communications 63, no. 3 (1998): 407–15. http://dx.doi.org/10.1135/cccc19980407.

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New 4-alkyl- or 4-phenyl-7-methyl-1,2-dihydro-7H-imidazo[1,2,3-cd]purine-6,8-diones 1 were obtained by intramolecular alkylation of 8-alkyl- or 8-phenyl-9-(2-mesyloxyethyl)-1-methyl-9H-purine-2,6(1H,3H)-diones 5. The necessary compounds 5 were prepared from 6-[(2-hydroxyethyl)- amino]-3-methyl-5-nitrosopyrimidine-2,4(1H,3H)-dione (2), which was hydrogenated to 5-amino-6-[(2-hydroxyethyl)amino]-3-methyl derivative 3; consecutive reactions of the latter with an orthocarboxylate and mesyl chloride afforded 8-alkyl- or 8-phenyl-9-(2-hydroxyethyl)-1-methyl-9H-purine- 2,6(1H,3H)-diones 4 and compounds 5, respectively.
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40

Zhao, Yanfei, Matthias Georg Schwab, Adam Kiersnowski, Wojciech Pisula, Martin Baumgarten, Long Chen, Klaus Müllen, and Chen Li. "Trifluoromethyl-functionalized bathocuproine for polymer solar cells." Journal of Materials Chemistry C 4, no. 21 (2016): 4640–46. http://dx.doi.org/10.1039/c6tc00780e.

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A novel bathocuproine (BCP) derivative 4,7-bis(3,5-bis(trifluoromethyl)phenyl)-2,9-dimethyl-1,10-phenanthroline (BCP-2CF3) was synthesized and investigated as a candidate for exciton blocking layers (EBLs) in organic solar cells.
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41

Varghese, Beena, Saleh N. Al-Busafi, Fakhr Eldin O. Suliman, and Salma Al-Kindy. "Study on the Reactivity of Amino Acid Chemosensor, NPFNP, with Ethanol: Structural Elucidation through Single Crystal XRD and DFT Calculations." Sultan Qaboos University Journal for Science [SQUJS] 22, no. 1 (January 1, 2017): 16. http://dx.doi.org/10.24200/squjs.vol22iss1pp16-28.

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A novel ethoxy derivative of an amino acid chemosensor, 3-naphthyl-1-phenyl-5-(2ʹ-fluoro-5ʹ-nitrophenyl)-2-pyrazoline (NPFNP), has been synthesized and characterized by different spectroscopic methods. A single crystal of the ethoxy derivative, 3-naphthyl-1-phenyl-5-(2ʹ-ethoxy-5ʹ-nitrophenyl)-2-pyrazoline NPENP, has been obtained and characterized. The structure holds interest as it carries biologically active pyrazoline as a central ring attaching to electron donating and withdrawing substituents. The major motivation for this work was to gain detailed insight into the structural parameters of this compound for investigating the influence of crystal packing and geometrical dimensions on optical properties. Time-dependent DFT calculations have been employed for comparing the XRD data with theoretical parameters. The results show that the DFT method at B3LYP/6-31G level can well reproduce the structure of the title compound.
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42

Arslan, Tayfun, Zekeriya Biyiklioglu, and Murat Şentürk. "The synthesis of axially disubstituted silicon phthalocyanines, their quaternized derivatives and first inhibitory effect on human cytosolic carbonic anhydrase isozymes hCA I and II." RSC Advances 8, no. 19 (2018): 10172–78. http://dx.doi.org/10.1039/c7ra13674a.

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In this study a novel silicon(iv) phthalocyanine bearing [(2E)-3-[4-(dimethylamino)phenyl]-1-(4-phenoxy)prop-2-en-1-one] group and its quaternized derivative at their axial positions were synthesized for the first time.
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43

Jacobsen, NW, and SE Rose. "1,2,4-Triazines. II. New Zwitterionic Methylation Products of Some 1,2,4-Triazin-5(2H)-Ones and Their Identification by Carbon-13 Nuclear Magnetic Resonance Spectroscopy." Australian Journal of Chemistry 40, no. 5 (1987): 967. http://dx.doi.org/10.1071/ch9870967.

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The methylation of various 3-and 6-substituted 1,2,4-triazin-5(2H)-one derivatives yield new zwitterionic N1 methylation products in addition to the previously reported 2-, 4- and Omethyl isomers. Specifically, 3-phenyl-1,2,4-triazin-5(2H)-one and its 6-methyl and 6-phenyl derivatives gave 1-methyl-3-phenyl-1,2,4-triazinium-5-olate, 1,6-dimethyl-3-phenyl-1,2,4-triazinium-5-olate and l1methyl-3,6-diphenyl-1,2,4-triazinium-5-olate, respectively, upon methylation. A new hindered derivative, 3,6-di-t-butyl-l,2,4-triazin-5(2H)-one, did not yield a zwitterion upon methylation but instead gave the 2- and Omethyl isomers. In all cases, carbon-13 nuclear magnetic resonance spectroscopy employing both proton-coupled and -decoupled spectra was used to identify the sites of methylation.
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44

Salem, Marwa S., Rasha A. Hussein, and Wael M. El-Sayed. "Substitution at Phenyl Rings of Chalcone and Schiff Base Moieties Accounts for their Antiproliferative Activity." Anti-Cancer Agents in Medicinal Chemistry 19, no. 5 (June 27, 2019): 620–26. http://dx.doi.org/10.2174/1871520619666190225122338.

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Background: In a continuous combat against cancer, which is one of the leading causes of mortality now, chalcone and Schiff bases moieties have been incorporated and their antiproliferative activities and associated mechanisms against liver (HepG2) and breast (MCF-7) cell lines in addition to normal fibroblasts (WI-38) have been examined. Methods: Derivatives 4 and 5 of Schiff bases only and chalcone derivatives of Schiff bases 1 and 2 were devoid of any antiproliferative activity. All three compounds (3, 6, and 7) with significant antiproliferative activity were selective and caused no growth inhibition in normal fibroblasts. Derivative 3 was a chalcone only with IC50 of ~20 µM and has a very interesting signature where it enhanced apoptosis in HepG2 by stimulating the expression of downstream execution caspase 3 without affecting neither p53 nor initiator caspase 9. In spite of the structural similarity between compounds 6 and 7, compound 6 discerned itself with a unique IC50 of ~ 10 µM. Results: The antiproliferative activity of derivative 6 could be attributed to its unique capability of formation of free radicals such as phenoxide radicals which arrested the cell cycle through enhancing the expression of p53 and induced apoptosis by induction of both caspases 9 and 3. It was the only investigated derivative that inhibited the tyrosine kinase activity by 89%. Conclusion: The antiproliferative activity of the compounds under investigation considerably depended on the nature of the substituent at position 4 in phenyl rings of both chalcone and Schiff base fragments. Derivative 6 with electron withdrawing chlorine substitution on the phenyl ring of Schiff base fragment and an electron donating methoxy group on the phenyl ring of chalcone fragment was the most active member.
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45

Mann, Garima, K. Ganesh Kadiyala, M. Thirumal, Anjani Kumar Tiwari, and Anupama Datta. "Receptor mapping using methoxy phenyl piperazine derivative: Preclinical PET imaging." Bioorganic Chemistry 117 (December 2021): 105429. http://dx.doi.org/10.1016/j.bioorg.2021.105429.

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46

Mann, Garima, K. Ganesh Kadiyala, M. Thirumal, Anjani Kumar Tiwari, and Anupama Datta. "Receptor mapping using methoxy phenyl piperazine derivative: Preclinical PET imaging." Bioorganic Chemistry 117 (December 2021): 105429. http://dx.doi.org/10.1016/j.bioorg.2021.105429.

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47

Iino, Hiroaki, and Jun-Ichi Hanna. "Liquid crystal and crystal structures of a phenyl-benzothienobenzothiophene derivative." Molecular Crystals and Liquid Crystals 647, no. 1 (April 13, 2017): 37–43. http://dx.doi.org/10.1080/15421406.2017.1289427.

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48

Stakhira, P., S. Khomyak, V. Cherpak, D. Volyniuk, J. Simokaitiene, A. Tomkeviciene, N. A. Kukhta, et al. "Blue organic light-emitting diodes based on pyrazoline phenyl derivative." Synthetic Metals 162, no. 3-4 (March 2012): 352–55. http://dx.doi.org/10.1016/j.synthmet.2011.12.017.

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49

Mazumder, Kishor, Md Emran Hossain, Asma Aktar, Mohammad Mohiuddin, Kishore Kumar Sarkar, Biswajit Biswas, Md Abdullah Aziz, Md Ahsan Abid, and Koichi Fukase. "In Silico Analysis and Experimental Evaluation of Ester Prodrugs of Ketoprofen for Oral Delivery: With a View to Reduce Toxicity." Processes 9, no. 12 (December 9, 2021): 2221. http://dx.doi.org/10.3390/pr9122221.

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The present research aimed to synthesize ketoprofen prodrugs and to demonstrate their potentiality for oral treatment to treat chronic inflammation by reducing its hepatotoxicity and gastrointestinal irritation. Methyl 2-(3-benzoyl phenyl) propanoate, ethyl 2-(3-benzoyl phenyl) propanoate and propyl 2-(3-benzoyl phenyl) propanoate was synthesized by esterification and identified by nuclear magnetic resonance (1HNMR) and infrared (IR) spectrometric analysis. In silico SwissADME and ProTox-II analysis stated methyl derivative as ideal candidate for oral absorption, having a >30-fold LD50 value compared to ketoprofen with no hepatotoxicity. Moreover, in vivo hepatotoxicity study demonstrates that these ester prodrugs have significantly lower effects on liver toxicity compared to pure ketoprofen. Furthermore, ex vivo intestinal permeation enhancement ratio was statistically significant (* p < 0.05) compared to ketoprofen. Likewise, the prodrugs were found to exhibit not only remarkable in vitro anti-proteolytic and lysosomal membrane stabilization potentials, but also significant efficiency to alleviate pain induced by inflammation, as well as central and peripheral stimulus in mice model in vivo. These outcomes recommend that ketoprofen ester prodrugs, especially methyl derivative, can be a cost-effective candidate for prolonged treatment of chronic inflammatory diseases.
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Fun, Hoong-Kun, Suchada Chantrapromma, Weerawat Sripet, Pumsak Ruanwas, and Nawong Boonnak. "4-Bromo-N-phenylbenzamide." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (March 31, 2012): o1269—o1270. http://dx.doi.org/10.1107/s1600536812013487.

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Abstract:
The molecule of the title benzamide derivative, C13H10BrNO, is twisted with the dihedral angle between the phenyl and 4-bromophenyl rings being 58.63 (9)°. The central N—C=O plane makes dihedral angles of 30.2 (2) and 29.2 (2)° with the phenyl and 4-bromophenyl rings, respectively. In the crystal, molecules are linked by N—H...O hydrogen bonds into chains along [100]. C—H...π contacts combine with the N—H...O hydrogen bonds, to form a three-dimensional network.
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