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Artykuły w czasopismach na temat „Benzothiazepines”

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Data publikacji: 25 lipca 2024

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1

Kandalkar, Madhuri, Priyanka Sharma i Sonika Sethi. "SYNTHESES AND ANTIMICROBIAL SCREENING OF 8- SUBSTITUTED-2,5-DIHYDRO-2-(2-NITROPHENYL/4- NITROPHENYL)-4-(2-CHLOROPHENYL)-1,5- BENZOTHIAZEPINES". RASAYAN Journal of Chemistry 16, nr 04 (2023): 2072–77. http://dx.doi.org/10.31788/rjc.2023.1648498.

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1,5-Benzothiazepine, a novel heterocyclic moiety, is under research to assess its intriguing biological properties. Many versatile synthetic approaches allow the incorporation of structural variation within this scaffold. The target benzothiazepines,8-substituted-2,5-dihydro-2-(2-nitrophenyl/4-nitrophenyl)-4-(2-chlorophenyl)-1,5 benzothiazepines, was prepared by reacting, α,β-unsaturated heterocyclyl ketone, 3-(2-nitrophenyl/4-nitrophenyl)-1- (2-chlorophenyl)-2-propenone with 5-substituted-2-aminobenzenethiols, in different reaction conditions via Michael addition mechanism. The current research focuses on the comparative efficacy of synthetic techniques, spectral characteristics, and pharmacological profile of, 8-substituted-2,5-dihydro-2-(2-nitrophenyl/4-nitrophenyl)-4-(2- chlorophenyl)-1,5-benzothiazepines.

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2

Martínez, Carlos A., Dionisia Sanz, Rosa M. Claramunt i José Elguero Bertolini. "Reactivity of curcumin and curcuminoid β-diketones with o-aminothiophenol: synthesis of 1,5-benzothiazepines". Anales de la Real Academia Nacional de Farmacia 88, nr 88(05) (31.12.2022): 351–67. http://dx.doi.org/10.53519/analesranf.2022.88.05.02.

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Four new 1,5-benzothiazepines were synthesized by reaction of o-aminothiophenol with curcumin and curcuminoid β-diketones, in methanol and in acetic acid. The mechanism involves a Michael addition on the CC double bond affording a benzothiazepine with two pendant groups, an aryl group adjacent to the sulfur atom and a 1-phenylethanone adjacent to the NH of the seven membered ring. 1D and 2D multinuclear NMR (1H, 13C, 15N, 119F) in solution and 13C and 15N NMR in solid state proved to be essential to elucidate the structures of these benzothiazepines, in particular their tautomerism. A secondary product has been identified that has the structure of a benzothiazole. Keywords: curcumin; β-diketones; aminothiophenol; 1,5-benzothiazepines

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3

Holland, Herbert L., Sudalaiyandi Kumaresan i Gingipalli Lakshmaiah. "Synthesis of steroidal [4,6-b,c]-benzothiazepines, a new class of aromatase inhibitor". Canadian Journal of Chemistry 73, nr 12 (1.12.1995): 2185–89. http://dx.doi.org/10.1139/v95-271.

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Several steroidal [4,6-b,c]benzothiazepines have been prepared via base-catalyzed Michael addition of 2-aminothiophenol to 3β,17β-diacetoxyandrost-4-en-6-one. The product of this reaction has the 4β,5α stereochemistry, but cyclizes to a benzothiazepine with the steroidal 4β,5β configuration, confirmed by X-ray crystallographic analysis. 2-Aminothiophenol reacts with 3β,17β-diacetoxyandrost-4-en-6-one under acidic conditions to give a steroidal 6-spiro-benzothiazole. An androst-4-ene-3,17-dione-based [4,6]benzothiazepine has been shown to be a moderate competitive inhibitor of the human placental aromatase enzyme with IC50 = 42.3 µM. Keywords: steroid, aromatase, benzothiazepine.

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4

Archana. "SYNTHESIS AND BIOLOGICAL EVALUATION OF SOME NOVEL BENZODIAZEPINE CONTAINING BENZOTHIAZEPINE/BENZOXAZEPINE DERIVATIVES AS POTENT ANTICONVULSANT AGENTS". INDIAN DRUGS 55, nr 06 (28.06.2018): 7–13. http://dx.doi.org/10.53879/id.55.06.11194.

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A new series of 4-benzodiazepinyl-2-( substituted phenyl)-1,5-benzothiazepines (3a-3f) and 4-benzodiazepinyl-2-(substituted phenyl)-1,5-benzoxazepines (4a-4f) were synthesised and evaluated for their anticonvulsant activity. All these compounds were screened in vivo, for their anticonvulsant activity and acute toxicity. Compound 4-benzodiazepinyl-2-(p-methoxy phenyl)-1,5-benzothiazepine 4b, was found to be most potent compoundof this series, more potent than standard drug phenytoin sodium. The homogeneity of all the compounds was checked by TLC. The structures of these compounds have been established by elemental analysis, IR and 1H NMR spectroscopy.

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5

Frimayanti, Neni, Fina Aryani, Nina Rishanti i Marzieh Yaeghoobi. "In Silico Analysis Towards Exploring Potential β Secretase 1 (BACE1) Inhibitors; The Cause of Alzhemier Disease". Journal of Physics: Conference Series 2049, nr 1 (1.10.2021): 012011. http://dx.doi.org/10.1088/1742-6596/2049/1/012011.

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Abstract 1,5 benzothiazepine chalcone derivative compounds were used as ligands and docked with protein target 2XFJ code from Hydrolase enzyme crystallographic structure. Molecular Operating Environment 2020.0901 (MOE) computer program was used as software to perform docking. The aim of this research is to determine the potentiality of 1,5 benzothiazepines as β secretase 1 (BACE1) inhibitors using molecular docking studies and also to predict their toxicity using SwissADME. Based on the docking results, some promising interactions were observed between 1,5 benzothiazepines and β secretase 1 (BACE1) receptors using Verubecestat as a positive control. Compounds MA2, MA4 and MA10 shown to have the potentiality as active inhibitors for the β secretase 1 (BACE1). These three compounds have binding free energy values of -4,6302 kcal/mol, -4,4268 kcal/mol, and -5,3427 kcal/mol, respectively. In addition, they also exhibited factor of binding (i. e. a measure of the probability of tested compounds to bind with the same amino acid that the positive control, Verubecestat). The predicted toxicity for these three compounds were measured using SwissADME and the results showed that MA2, MA4 and MA10 are not toxic and they can be used as reference for designing new inhibitors for β secretase 1 (BACE1).

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6

Shaik, Afzal B., Yejella R. Prasad, Srinath Nissankararao i Shaik Shahanaaz. "Synthesis, Biological and Computational Evaluation of Novel 2,3-dihydro-2-aryl-4-(4- isobutylphenyl)-1,5-benzothiazepine Derivatives as Anticancer and Anti-EGFR Tyrosine Kinase Agents". Anti-Cancer Agents in Medicinal Chemistry 20, nr 9 (20.08.2020): 1115–28. http://dx.doi.org/10.2174/1871520620666200130091142.

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Background: Despite the availability of a variety of chemotherapeutic agents, cancer is still one of the leading causes of death worldwide because of the problems with existing chemotherapeutic agents like objectionable side effects, lack of selectivity, and resistance. Hence, there is an urgent need for the development of novel anticancer agents with high usefulness, fewer side effects, devoid of resistance and superior selectivity. Objective: The objective of this study is to synthesize a series of novel 1,5-benzothiazepine derivatives and evaluate their anticancer activity employing biological and computational methods. Methods: Twenty new benzothiazepines (BT1-BT20) were prepared by condensing different 1-(4- isobutylphenyl)ethanone chalcones with 2-amiothiophenol and evaluated for their anticancer activity by MTT assay against three cell lines including HT-29 (colon cancer), MCF-7 (breast cancer) and DU-145 (prostate cancer). These compounds were also tested for their inhibitory action against EGFR (Epidermal Growth Factor Receptor) tyrosine kinase enzyme by taking into account of their excellent action against colon and breast cancer cell lines. Further, the structural features responsible for the activity were identified by Pharmacophorebased modelling using Schrodinger’s PHASETM software. Results: Among the 20 benzothiazepine derivatives, three compounds viz., BT18, BT19 and BT20 exhibited promising activity against the cell lines tested and the activity of BT20 was more than the standard methotrexate. Again the above three compounds showed excellent inhibitory activity with the percentage inhibition of 64.5, 57.3 and 55.8 respectively against EGFR (Epidermal Growth Factor Receptor) tyrosine kinase. PHASE identified a five-point AHHRR model for the proposed activity and the computational studies provided insights into the structural requirements for the anticancer activity and the results were consistent with the observed in vitro activity data. Conclusion: These novel benzothiazepines will be useful as lead molecules for the further development of new cancer therapies against colon and breast cancers.

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7

Haroun, Michelyne, Santosh S. Chobe, Rajasekhar Reddy Alavala, Savita M. Mathure, Risy Namratha Jamullamudi, Charushila K. Nerkar, Vijay Kumar Gugulothu i in. "1,5-Benzothiazepine Derivatives: Green Synthesis, In Silico and In Vitro Evaluation as Anticancer Agents". Molecules 27, nr 12 (10.06.2022): 3757. http://dx.doi.org/10.3390/molecules27123757.

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Considering the importance of benzothiazepine pharmacophore, an attempt was carried out to synthesize novel 1,5-benzothiazepine derivatives using polyethylene glycol-400 (PEG-400)-mediated pathways. Initially, different chalcones were synthesized and then subjected to a cyclization step with benzothiazepine in the presence of bleaching clay and PEG-400. PEG-400-mediated synthesis resulted in a yield of more than 95% in less than an hour of reaction time. Synthesized compounds 2a–2j were investigated for their in vitro cytotoxic activity. Moreover, the same compounds were subjected to systematic in silico screening for the identification of target proteins such as human adenosine kinase, glycogen synthase kinase-3β, and human mitogen-activated protein kinase 1. The compounds showed promising results in cytotoxicity assays; among the tested compounds, 2c showed the most potent cytotoxic activity in the liver cancer cell line Hep G-2, with an IC50 of 3.29 ± 0.15 µM, whereas the standard drug IC50 was 4.68 ± 0.17 µM. In the prostate cancer cell line DU-145, the compounds displayed IC50 ranges of 15.42 ± 0.16 to 41.34 ± 0.12 µM, while the standard drug had an IC50 of 21.96 ± 0.15 µM. In terms of structural insights, the halogenated phenyl substitution on the second position of benzothiazepine was found to significantly improve the biological activity. This characteristic feature is supported by the binding patterns on the selected target proteins in docking simulations. In this study, 1,5-benzothiazepines have been identified as potential anticancer agents which can be further exploited for the development of more potent derivatives.

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8

Frimayanti, Neni, Musyirna Rahmah Nasution i Elsa Etavianti. "Molecular docking and molecular dynamic simulation of 1,5-benzothiazepine chalcone derivative compounds as potential inhibitors for Zika virus helicase". Jurnal Riset Kimia 12, nr 1 (3.04.2021): 44–52. http://dx.doi.org/10.25077/jrk.v12i1.365.

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Zika virus caused of the emerging infections characterized by fever, Guillain-Barré syndrome (GBS) for adults. In the current work, we aimed to study the binding orientation of 1,5-benzothiazepine compounds as new potential agent against Zika virus inhibitor through molecular docking and molecular dynamic simulation. Since, 1-5-Benzothiazepines are particular interest for drug discovery and they also has some biological activities. However, their antiviral activities and in silico studies of the binding to their biological targets have not been extensively investigated. Molecular docking study of 1,5-benzothiazepine chalcone derivatives compounds with protein target 5GJB (PDB ID) and this protein was taken from the crystallographic structure. In this study, twelve 1,5-benzothiazepine chalcone derivative compounds were docked to the protein with the grid box along x, y and z radius of 26.85, 28.17 and 24.43 Å, respectively. Suramin was used as positive control. Thus, it can be used as a reference for design new inhibitors for Zika virus helicase. Based on the docking results, it is observed that compounds MA3 and MA8 are estimated to have activity as inhibitors for Zika virus helicase with binding free energy values of -4.6490 and -4.9291 kcal/mol, respectively. MA3 and MA8 were also stable during the MD simulations with the hydrogen bonding are still maintained before and after MD simulation. Furthermore, both of these compounds can be used an early stage for drug design and drug delivery process.

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9

L�vai, A. "Synthesis of benzothiazepines (review)". Chemistry of Heterocyclic Compounds 22, nr 11 (listopad 1986): 1161–70. http://dx.doi.org/10.1007/bf00471794.

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10

Yadav, Neetu, Vijay B. Yadav, Mohd Danish Ansari, Hozeyfa Sagir, Ankit Verma i I. R. Siddiqui. "Catalyst-free synthesis of 2,3-dihydro-1,5-benzothiazepines in a renewable and biodegradable reaction medium". New Journal of Chemistry 43, nr 18 (2019): 7011–14. http://dx.doi.org/10.1039/c8nj05611k.

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11

Albanese, Domenico C. M., Nicoletta Gaggero i Meng Fei. "A practical synthesis of 2,3-dihydro-1,5-benzothiazepines". Green Chemistry 19, nr 23 (2017): 5703–7. http://dx.doi.org/10.1039/c7gc02097j.

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12

Saha, Debasmita, Garima Jain i Anuj Sharma. "Benzothiazepines: chemistry of a privileged scaffold". RSC Advances 5, nr 86 (2015): 70619–39. http://dx.doi.org/10.1039/c5ra12422k.

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Benzothiazepines being an integral part of the major cardiovascular drugs in market ascertain their biological importance. This review presents a comprehensive vision of the various synthetic tactics adopted till now to afford these frameworks.

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13

Lévai, Albert, Dinkarao I. Brahmbhatt, Gábor Tóth, Tímea Gondos i József Jekö. "Reductive Formation of 1,5-Benzothiazepines". HETEROCYCLES 68, nr 7 (2006): 1319. http://dx.doi.org/10.3987/com-06-10702.

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14

CHIMIRRI, A., R. GITTO, S. GRASSO, A. M. MONFORTE i M. ZAPPALA. "ChemInform Abstract: Anellated 1,5-Benzothiazepines". ChemInform 27, nr 5 (12.08.2010): no. http://dx.doi.org/10.1002/chin.199605292.

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15

LEVAI, A. "ChemInform Abstract: Synthesis of Benzothiazepines". ChemInform 28, nr 14 (4.08.2010): no. http://dx.doi.org/10.1002/chin.199714269.

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16

Zouaoui, Emna, i Mohamed Moncef El Gaïed. "Synthesis of Trifluoromethyl Heterocyclic Compounds". Journal of Chemical Research 2003, nr 4 (kwiecień 2003): 242–46. http://dx.doi.org/10.1177/1747519803200300404.

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17

Archana, Archana, Abha Awasthi i Sakshi Chaudhary. "Synthesis of Novel Indolylbenzothiazepines/Indolylbenzoxaziepines Substituted 2-Oxo/Thiobarbituric Acids as Potential Anticonvulsant Agents." Oriental Journal Of Chemistry 40, nr 1 (25.02.2024): 239–46. http://dx.doi.org/10.13005/ojc/400129.

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4-(2’-Oxo/thiobarbiturinyl acid) – 2 - (2”-halo-1”H-indolyl) - 2,3 - dihydro - -1,5-benzothiazepines (7-10) and 4-(2’-oxo/thiobarbiturinyl acid) – 2 - (2”-halo-1”H-indolyl) - 2,3 - dihydro - -1,5-benzoxazepines (11-14) undergoes Mannich reaction to afford compounds 4-(2’-oxo/thiobarbiturinyl acid) – 2 - (2”-halo-1”H-indolyl) – 3 - (substitutedphenyl aminomethylene) - 2,3 - dihydro - 1,5-benzothiazepines (15-22) and 4-(2’-oxo/thiobarbiturinyl acid) – 2 - (2”-halo-1”H-indolyl) – 3-( substitutedphenyl aminomethylene) - 2,3 - dihydro - 1,5-benzoxazepines (23-30) correspondingly. All the chemical framework of these newer drugs were elucidated by using elemental and IR and NMR spectroscopy. All these newly synthesized compounds were tested for antiepileptic effect against SMES experimental models and the results were collated with phenytoin sodium - standard drug. Results of antiepileptic profile showed promising effect in most of the derivatives synthesized. Activity equal to standard drug was shown by compounds 9 and 28. The most promising and active compound of this project was found to be 4-(2’- thiobarbiturinyl acid) – 2 - (2”-chloro-1”H-indolyl) – 3 - (chlorophenyl aminomethylene) - 2,3 - dihydro - 1,5-benzothiazepines, which elicited activity greater than the standard drug. All the antiepileptic drugs of the produced in this projects were also tested for ALD50.

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18

Meninno, Sara, Ilaria Quaratesi, Chiara Volpe, Andrea Mazzanti i Alessandra Lattanzi. "Catalytic enantioselective one-pot approach tocis- andtrans-2,3-diaryl substituted 1,5-benzothiazepines". Organic & Biomolecular Chemistry 16, nr 38 (2018): 6923–34. http://dx.doi.org/10.1039/c8ob01988f.

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A first enantioselective one-pot organocatalytic sulfa-Michael/lactamization sequence providedcis- andtrans-2,3-diaryl substituted 1,5-benzothiazepines in satisfactory yields and good to high enantioselectivity.

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19

Nikalje, Anna P. G., Mangesh S. Ghodke, Firoz A. K. Khan i Jaiprakash N. Sangshetti. "Microwave Assisted Facile Synthesis and Biological Evaluation of Novel 2-Indolyl -1, 5-Benzothiazepines". Open Pharmaceutical Sciences Journal 3, nr 1 (22.06.2016): 117–30. http://dx.doi.org/10.2174/1874844901603010117.

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Background: The research work reports facile, eco-friendly microwave- assisted solvent free synthesis of coupled heterocyclic system 2-(1H-indol-3-yl)-4-substitued-2, 3-dihydrobenzo [1, 5] thiazepine derivatives obtained by cyclo condensation of 1-substituted-3(1H-indolyl)-2-propen-1-ones with 2-amino thiophenol in presence of eco-friendly catalyst zirconium(IV) oxy chloride, in solvent-free conditions. The reaction was completed in 3-6 minutes and gives better yields than the conventional synthesis which requires 6-8 hrs. Result and Conclusion: The newly synthesized compounds were evaluated for antihypertensive activity in Sprague- Dawley rats by tail- cuff method and compared with diltiazem, the standard antihypertensive drug. The data suggested that some of the compounds of the current series exhibited enhanced antihypertensive activity than the standard. As benzothiazepines are bioisosters of benzodiazepines, the synthesized novel indolyl-benzothiazepine derivatives were also screened for CNS activities such as CNS depressant activity by actophotometer and anticonvulsant activity by MES and PTZ model on mice. The title compounds have exhibited good CNS depression and anticonvulsant activity. The compounds thus have shown dual antihypertensive and CNS depressant, anticonvulsant activity and are biologically potential molecules. The molecular docking was performed for the synthesized compounds to assess their binding affinities to GABA-A receptor in order to rationalize their anticonvulsant activities in a qualitative way.

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20

Pant, Seema, Pushpa Godwal i Kumari Sanju. "Syntheses and Studies of 8-Substituted-2-(2-Chlorophenyl/3-chlorophenyl)- 4-(4-hydroxyphenyl/phenyl)-2,3/2,5-dihydro-1,5-benzothiazepines". Asian Journal of Chemistry 33, nr 11 (2021): 2653–56. http://dx.doi.org/10.14233/ajchem.2021.23369.

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Syntheses of novel twelve 8-substituted-2-(2-chlorophenyl/3-chlorophenyl)-4-(4-hydroxyphenyl/ phenyl)-2,3/2,5-dihydro-1,5-benzothiazepines have been carried out by the reactions of 5-substituted 2-aminobenzenethiols, the substituents being fluoro, chloro, bromo, methyl, methoxy or ethoxy with α,β-unsaturated ketones, 3-(2-chlorophenyl)-1-(4-hydroxyphenyl)-2-propenone or 3-(3-chloro-phenyl)-1-phenyl-2-propenone in dry ethanol in acidic medium in quest for the synthesis of 1,5-benzothiazepine compounds, which may have interesting biological activities. The precursors, substituted α,β-unsaturated ketones were obtained by employing the Claisen-Schmidt reaction; and the final products, obtained by Michael condensation, were characterized by analytical and spectral data comprising IR, 1H NMR and mass spectral studies. Two different series, 2,3-dihydro and 2,5-dihydro series of the final compounds were obtained depending on the substituents present, as indicated by the 1H NMR spectra. The newly synthesized compounds were studied for their antimicrobial activities against Staphylococcus aureus, Escherichia coli and Candida albicans taking imipenem, vancomycin and fluconazole as reference standards using Paper Disc method. Five of the compounds tested showed good antifungal activity against Candida albicans at the concentration of 200 μg/disc.

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21

Szabó, János, Gábor Bernáth, Ágnes Katócs, Lajos Fodor i Pál Sohár. "Synthesis and spectroscopic investigations of 1,4-benzothiazepine derivatives". Canadian Journal of Chemistry 65, nr 1 (1.01.1987): 175–81. http://dx.doi.org/10.1139/v87-027.

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The reaction of sodium 3,4-dimethoxythiophenolate (1) with 2-bromoethylamine (2) gave 2′-aminoethyl-3,4-dimethoxy-phenyl sulfide hydrochloride (3). Ring closure of the acyl derivatives 4a–c with phosphoryl chloride furnished the 2,3-dihydro-1,4-benzothiazepines 5a–c. In a reaction competing with the cyclization, the acid amides 4 decomposed to 2′-chloroethyl-3,4-dimethoxyphenyl sulfide (7) and the corresponding nitrile. A few derivatives (8–10) of 5c were prepared. Sodium borohydride reduction of 5b, c yielded the 2,3,4,5-tetrahydro-1,3-benzothiazepines 11a, b. With substituted acetyl chlorides, compounds 5c and 10 were converted to the β-lactam derivatives 12a–f and 13, the configurations and conformations of which were determined by nmr spectroscopy; under similar reaction conditions the analogous compounds 5a, b gave the enamides 14, 15, and 16.

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22

He, Fu-Sheng, Youqian Wu, Jun Zhang, Hongguang Xia i Jie Wu. "Thiosulfonylation of alkenes with the insertion of sulfur dioxide under non-metallic conditions". Organic Chemistry Frontiers 5, nr 20 (2018): 2940–44. http://dx.doi.org/10.1039/c8qo00824h.

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A three-component reaction of 1-(2-allylaryl)thioureas, sulfur dioxide, and aryldiazonium tetrafluoroborates under mild conditions is realized, leading to sulfonated [3,1]-benzothiazepines in good yields. High efficiency is observed for this non-metallic transformation.

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23

Fodor, Lajos, i David B. MacLean. "Sulfur extrusion from 1,4-benzothiazepines: formation of 3-aryl-4-carbomethoxyisoquinolines". Canadian Journal of Chemistry 65, nr 1 (1.01.1987): 18–20. http://dx.doi.org/10.1139/v87-004.

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Treatment of 3-aryl-2-carbomethoxy-4,5-dihydro-1,4-benzothiazepines with N-chlorosuccinimide in ether gave 3-aryl-4-carbomethoxyisoquinolines in a reaction in which the sulfur atom was extruded from the seven-membered thiazepin ring.

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24

Lévai, Albert, i Attila Kiss-Szikszai. "Synthesis of optically active 1,5-benzothiazepines". Arkivoc 2008, nr 1 (23.05.2008): 65–86. http://dx.doi.org/10.3998/ark.5550190.0009.103.

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25

Giordano, Claudio, i Angelo Restelli. "New chiral solvating agents: 1,5-Benzothiazepines". Tetrahedron: Asymmetry 2, nr 8 (styczeń 1991): 785–88. http://dx.doi.org/10.1016/s0957-4166(00)80460-7.

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26

Fodor, Lajos, János Szabó, Gábor Bernáth i Pál Sohár. "New convenient synthesis of 1,4-benzothiazepines". Tetrahedron Letters 36, nr 5 (styczeń 1995): 753–56. http://dx.doi.org/10.1016/0040-4039(94)02359-j.

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27

Levai, A. "ChemInform Abstract: Optically Active 1,5-Benzothiazepines". ChemInform 30, nr 52 (12.06.2010): no. http://dx.doi.org/10.1002/chin.199952259.

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PANT, S., A. BHATIA, A. SHARMA i U. C. PANT. "ChemInform Abstract: Syntheses of 1,5-Benzothiazepines. Part 13. Syntheses of 2,3-Dihydro and 2,5-Dihydro-1,5-benzothiazepines." ChemInform 26, nr 10 (18.08.2010): no. http://dx.doi.org/10.1002/chin.199510206.

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29

Asano, Keisuke, i Seijiro Matsubara. "Catalytic Approaches to Optically Active 1,5-Benzothiazepines". ACS Catalysis 8, nr 7 (23.05.2018): 6273–82. http://dx.doi.org/10.1021/acscatal.8b00908.

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30

Nallini, A., K. Saraboji, M. N. Ponnuswamy, M. Muthukumar i R. Jeyaraman. "Crystal Structures of a Pair of Benzothiazepines‡". Molecular Crystals and Liquid Crystals 393, nr 1 (1.01.2003): 83–93. http://dx.doi.org/10.1080/10587250307070.

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31

Prasad, Ch, A. Vasudeva Rao i Mopidevi Venkateswara Rao. "ChemInform Abstract: 1, 5-Benzothiazepines: An Update". ChemInform 45, nr 52 (11.12.2014): no. http://dx.doi.org/10.1002/chin.201452257.

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Lévai, Albert. "Synthesis and chemical transformations of 1,5-benzothiazepines". Journal of Heterocyclic Chemistry 37, nr 2 (marzec 2000): 199–214. http://dx.doi.org/10.1002/jhet.5570370201.

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Kotalwar, Sanjay S., Amol D. Kale, Ram B. Kohire i Vasant B. Jagrut. "Microwave Assisted Synthesis of 1,5-Benzothiazepines Using Greener Reaction Medium". Asian Journal of Chemistry 31, nr 5 (28.03.2019): 993–96. http://dx.doi.org/10.14233/ajchem.2019.21716.

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Streszczenie:

An efficient and eco-friendly synthesis of 1,5-benzothiazepines has been developed by the reaction of various 2-propen-1-ones with 2-aminothiophenol using microwave irradiation in greener reaction medium, glycerol. The clean reaction conditions, shorter reaction time, high yields and non-toxic, biodegradable reaction medium manufactured from renewable sources are unique features of this method.

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34

Pant, Seema, Rajkumari Jadon i Anil Kumar Bharti. "Syntheses of 1,5-Benzothiazepines: Part-50: 8-Substituted 2,3/2,5-dihydro-2,4-diaryl-1,5-benzothiazepines as Potential Antimicrobial Agents". Asian Journal of Chemistry 30, nr 4 (2018): 767–70. http://dx.doi.org/10.14233/ajchem.2018.20960.

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35

PANT, U. C., M. CHUGH, C. K. SHARMA i S. PANT. "ChemInform Abstract: Syntheses of 1,5-Benzothiazepines. Part 9. Syntheses of 8-Substituted- 4-(p-methoxyanilino)-2-methyl-1,5-benzothiazepines." ChemInform 27, nr 16 (12.08.2010): no. http://dx.doi.org/10.1002/chin.199616193.

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PANT, U. C., M. CHUGH, S. PANT i C. MODWEL. "ChemInform Abstract: Syntheses of 1,5-Benzothiazepines. Part 8. Syntheses of 2,4-( Substituted-Diaryl)-8-ethoxy-2,5-dihydro-1,5-benzothiazepines." ChemInform 25, nr 38 (19.08.2010): no. http://dx.doi.org/10.1002/chin.199438209.

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PANT, S., B. S. SHARMA, C. K. SHARMA i U. C. PANT. "ChemInform Abstract: Syntheses of 1,5-Benzothiazepines. Part 11. Syntheses of 4-(4- Ethoxyanilino)-2-methyl-8-substituted-1,5-benzothiazepines." ChemInform 28, nr 3 (25.08.2010): no. http://dx.doi.org/10.1002/chin.199703211.

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Chhakra, Sandhya, A. Mukherjee, H. L. Singh i Suresh Singh Chauhan. "Synthesis of Novel Substituted 1,5-Benzothiazepines Containing 1,4-Benzodioxane Sulfonyl Moiety". Asian Journal of Organic & Medicinal Chemistry 4, nr 2 (2019): 70–76. http://dx.doi.org/10.14233/ajomc.2019.ajomc-p159.

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An efficient synthesis of novel 2,3,4-trisubstituted 1,5-benzothiazepines (4a-e) incorporating the sulfonyl group is described. Compound (4a-e) was synthesized by the reaction of 3-(1,4-dioxane-6-sulfonyl)-2,4-dimethyl/4-methyl-2-phenyl/2,4-diphenyl/2-ethoxy-4-methyl/2,4-diethoxy propane-1,3-dione (3ae) with 2-aminobenzenethiol with ZnOnanoparticles/pyridine. Formation of compound (3a-e) was achieved by the reaction of 1,4-dioxane-6-sulfonyl chloride (1) with 2,4-dimethyl/4-methyl-2-phenyl/2,4-diphenyl/2-ethoxy-4-methyl/2,4-diethoxy propane-1,3-dione (2a-e). The benzothiazepines (4a-e) obtained were purified by column chromatography (benzene: CHCl3, 40:60, 30:70, 20:80, 10:90) and crystallized from methanol. The purity of the compounds was checked by TLC using (CHCl3: CH3OH, 9:1) as the mobile phase. The structure of the compounds has been established by elemental, IR, 1H NMR, 13C NMR and Mass spectral analyses. Frontier molecular orbitals of the title compounds have been studied in the ground state speculatively. The reactivity of a molecule using diverse descriptors such as softness, electrophilicity, electronegativity, HOMO-LUMO energy gap is calculated additionally discussed.

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Toda, Takashi, Michinori Karikomi i Shouzou Yamori. "Synthesis of 3-Hydroxy-2,3,4,5-tetrahydro-1,5-benzothiazepines". HETEROCYCLES 35, nr 2 (1993): 619. http://dx.doi.org/10.3987/com-92-s(t)82.

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Apparao, T., V. Peesapati, G. Rupavani i S. Ramakrishna. "Synthesis and Biological Evaluation of Novel Tetracyclic Benzothiazepines". Phosphorus, Sulfur, and Silicon and the Related Elements 185, nr 4 (23.03.2010): 697–704. http://dx.doi.org/10.1080/10426500902922917.

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Wang, Haifeng, Shuangxi Gu, Qiongjiao Yan, Li Ding i Fen-Er Chen. "Asymmetric catalysis in synthetic strategies for chiral benzothiazepines". Green Synthesis and Catalysis 1, nr 1 (czerwiec 2020): 12–25. http://dx.doi.org/10.1016/j.gresc.2020.05.005.

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Saha, Debasmita, Garima Jain i Anuj Sharma. "ChemInform Abstract: Benzothiazepines: Chemistry of a Privileged Scaffold". ChemInform 46, nr 43 (październik 2015): no. http://dx.doi.org/10.1002/chin.201543233.

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GIORDANO, C., i A. RESTELLI. "ChemInform Abstract: New Chiral Solvating Agents: 1,5-Benzothiazepines." ChemInform 22, nr 47 (22.08.2010): no. http://dx.doi.org/10.1002/chin.199147290.

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Wang, Guojin, Yu Tang, Yu Zhang, Xiaohua Liu, Lili Lin i Xiaoming Feng. "Enantioselective Synthesis of N−H-Free 1,5-Benzothiazepines". Chemistry - A European Journal 23, nr 3 (29.11.2016): 554–57. http://dx.doi.org/10.1002/chem.201605127.

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FODOR, L., J. SZABO, G. BERNATH i P. SOHAR. "ChemInform Abstract: New Convenient Synthesis of 1,4-Benzothiazepines." ChemInform 26, nr 23 (17.08.2010): no. http://dx.doi.org/10.1002/chin.199523162.

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Katritzky, Alan R., Boris V. Rogovoy, Christophe Chassaing, Vladimir Vvedensky, Behrouz Forood, Brenton Flatt i Hisao Nakai. "Syntheses of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines". Journal of Heterocyclic Chemistry 37, nr 6 (listopad 2000): 1655–58. http://dx.doi.org/10.1002/jhet.5570370642.

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Ying-Chao, Lü, Jin Sheng i Xing Qi-Yi. "Theoretical conformational analysis of 1,5-benzodiazepines and benzothiazepines". Journal of Molecular Structure: THEOCHEM 167, nr 3-4 (czerwiec 1988): 253–67. http://dx.doi.org/10.1016/0166-1280(88)80230-6.

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Pant, Seema, Babita Singhal, Mani Upreti i Umesh Pant. "Syntheses of 1,5-Benzothiazepines. Part 20. Syntheses of 8-Substituted-2,5-dihydro-2-(4-N-dimethylaminophenyl)-4-(4-methoxyphenyl)-1,5-benzothiazepines". Molecules 3, nr 8 (15.05.1998): 159–63. http://dx.doi.org/10.3390/30600159.

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Pant, Umesh C., Babita Singhal, Meha Sati i Seema Pant. "Syntheses of 1,5-Benzothiazepines: Part XXIV- Syntheses of 4-(4-Chlorophenyl)-2-(4-Dimethyl-Aminophenyl)-2,5-Dihydro-8-Substituted-1,5-Benzothiazepines". Phosphorus, Sulfur, and Silicon and the Related Elements 167, nr 1 (1.01.2000): 1–8. http://dx.doi.org/10.1080/10426500008082382.

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Ambrogi, V., G. Grandolini, L. Perioli, L. Giusti, A. Lucacchini i C. Martini. "Studies on annulated 1,4-benzothiazines and 1,5-benzothiazepines. IX. Imidazo [2,1-d][1,5] benzothiazepines: synthesis and in vitro benzodiazepine receptor affinity". European Journal of Medicinal Chemistry 30, nr 5 (styczeń 1995): 429–37. http://dx.doi.org/10.1016/0223-5234(96)88253-5.

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