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Journal articles on the topic 'Bis-phosphonic acids'

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Author: Grafiati

Published: 11 July 2023

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1

Rao, B. Venkateswara, and D. M. Puri. "Copper(II) Complexes of Organophoshonic Acids-A Comparative Study." E-Journal of Chemistry 8, s1 (2011): S271—S281. http://dx.doi.org/10.1155/2011/813586.

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Polynuclear copper(II) derivatives of 1-hydroxyethylidenediphosphonic acid (HEDP), 1-aminoethylidenediphosphonic acid (AEDP, H4L),α-aminobenzylidene diphosphonic acid (ABDP, H4L), 1-amino-2-carboxyethane- 1,1-diphosphonic acid (ACEDP, H5L), 1,3 diaminopropane-1,1,3,3-tetra-phosphonic acid (DAPTP, H8L), Ethylenediamine-N,N'-bis (dimethyl-methylenephosphonic) acid (EDBDMPO, H4L),o-phenylene-diamine-N,N'-bis (dimethylmethylenephosphonic) acid (PDBDMPO, H4L), diethylene triamine –N,N,N',N',N"N-penta (methylene phosphonic) acid (DETAPMPO, H10L) and diethylene triamine –N,N"-bis (dimethyl methylene phosphonic) acid (DETBDMPO, H4L) have been prepared in aqueous medium. The general formula of derivatives from elemental analysis was found to be Cu2L.XH2O (in case of AEDP, ABDP, EDBDMPO, PDBDMPO, DETBDMPO), Cu5L2.XH2O (in case of ACEDP) Cu4L.XH2O, Cu2H4L. XH2O (in case of DAPTP) and Cu5L.XH2O (in case of DETAPMPO). The electronic spectra have shown them to be six coordinated with slight distortion from octahedral geometry. Antiferromagnetism was inferred from magnetic moment data. Infrared spectral studies were carried out to determine coordination sites. EPR (Electron Paramagnetic Resonance) spectra that supports the presence of tetragonal distortion and antiferromagnetic behaviour, have also been studied.

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2

Popov, Konstantin, Hannu Rönkkömäki, and Lauri H. J. Lajunen. "Critical evaluation of stability constants of phosphonic acids (IUPAC Technical Report)." Pure and Applied Chemistry 73, no. 10 (October 1, 2001): 1641–77. http://dx.doi.org/10.1351/pac200173101641.

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Available experimental data on stability constants of proton and metal complexes for 10 phosphonic acids [methylphosphonic acid, 1-hydroxyethane-1,1-diylbisphosphonic acid, dichloromethylenebisphosphonic acid, amino-methanephosphonic acid, N-(phosphonomethyl)glycine, imino-N,N-bis(methylenephosphonic acid), N-methylamino-N,N-bis(methylenephosphonic acid), nitrilotris(methylenephosphonic acid), 1,2-diaminoethane-N,N,N´,N´-tetrakis-(methylenephosphonic acid), and diethylenetriamine-N,N,N´,N´´,N´´-pentakis-(methylenephosphonic acid)], published in 19501997, have been critically evaluated. For the latter phosphonate, all the data are rejected, as well as protonation constants [HL]/[H][L] for three other ligands. Higher-quality data are selected and presented as "Recommended" and "Provisional".

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3

Chung, Yeong-Jin. "Combustive Characteristics of Wood Specimens Treated with Alkylenediaminoalkyl-Bis-Phosphonic Acids." Journal of Korean Institute of Fire Science and Engineering 27, no. 6 (December 31, 2013): 57–63. http://dx.doi.org/10.7731/kifse.2013.27.6.057.

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4

Penicaud, Virginie, Fabrice Odobel, and Bruno Bujoli. "Facile and efficient syntheses of 2,2′-bipyridine-based bis(phosphonic) acids." Tetrahedron Letters 39, no. 22 (May 1998): 3689–92. http://dx.doi.org/10.1016/s0040-4039(98)00647-9.

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5

Yushkova, Yu V., S. V. Morozov, E. I. Chernyak, and N. A. Grigor′ev. "Synthesis of New Trolox-Based Antioxidants Containing Amino-bis-Phosphonic Acids." Chemistry of Natural Compounds 53, no. 4 (July 2017): 764–66. http://dx.doi.org/10.1007/s10600-017-2115-z.

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6

Guenin, Erwann, Estelle Degache, Jean Liquier, and Marc Lecouvey. "Synthesis of 1-Hydroxymethylene-1,1-bis(phosphonic acids) from Acid Anhydrides: Preparation of a New Cyclic 1-Acyloxymethylene-1,1-bis(phosphonic acid)." European Journal of Organic Chemistry 2004, no. 14 (July 2004): 2983–87. http://dx.doi.org/10.1002/ejoc.200400053.

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7

Kalchenko, Vitaly, Olga Kalchenko, and Sergiy Cherenok. "Complexation of Calix[4]arene bis-Hydroxymethylenediphosphonic Acid with Amino acids. Binding Constants Determination by RP HPLC Method." French-Ukrainian Journal of Chemistry 3, no. 2 (2015): 93–100. http://dx.doi.org/10.17721/fujcv3i2p93-100.

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Host-Guest complexation of calixarene-bis-hydroxymethylenediphosphonic acid with 17 amino acids in water solution had been studied by the RP HPLC and molecular modelling methods. It had been shown the binding constants of the complexes are depended on the nature of the amino acid residue, log P and pKa of the acids. The complexation is mainly determined by the electrostatic interactions between the positively charged nitrogen atom of the amino acid and the negatively charged oxygen atom of phosphonic acid residue of the calixarene, the Host-Guest p-p, СН-p and solvophobic interactions.

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8

Vrbovská, Silvie, Antonín Holý, Radek Pohl, and Milena Masojídková. "Bifunctional Acyclic Nucleoside Phosphonates. 1. Symmetrical 1,3-Bis[(phosphonomethoxy)propan-2-yl] Derivatives of Purines and Pyrimidines." Collection of Czechoslovak Chemical Communications 71, no. 4 (2006): 543–66. http://dx.doi.org/10.1135/cccc20060543.

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We report here a general method for the synthesis of new symmetrical bis-phosphonates of acyclic nucleosides. 1,3-Bis[(diisopropoxyphosphoryl)methoxy] derivatives of purine and pyrimidine bases were prepared by their reaction with 1,3-bis[(diisopropoxyphosphoryl)-methoxy]propan-2-yl tosylate. Cytosine, uracil and thymine provided regiospecificallyN1-isomers. This alkylation regiospecificity applies to several other tosylates of primary and secondary alcohols as well. 6-Chloropurine and 2-amino-6-chloropurine were alkylated in N9position. Resulting bis-phosphonates were converted to the respective free phosphonic acids and tested for antiviral and cytostatic activity. Despite the fact that no biological activity was found so far, the outcome of this work can serve as a useful tool in synthesis of novel groups of acyclic nucleoside phosphonates (ANPs).

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9

Pirat, J. L., C. Brahic, C. Ciptadi, H. J. Cristau, A. Hervé, and D. Virieux. "Bis(hydroxymethyl)phosphine Oxides and Hydroxymethyl Phosphinic Acids as Phosphonic Acid Analogs." Phosphorus, Sulfur, and Silicon and the Related Elements 177, no. 8-9 (August 2002): 2221–22. http://dx.doi.org/10.1080/10426500213342.

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10

Justyna, Katarzyna, Joanna Małolepsza, Damian Kusy, Waldemar Maniukiewicz, and Katarzyna M. Błażewska. "The McKenna reaction – avoiding side reactions in phosphonate deprotection." Beilstein Journal of Organic Chemistry 16 (June 23, 2020): 1436–46. http://dx.doi.org/10.3762/bjoc.16.119.

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The McKenna reaction is a well-known and popular method for the efficient and mild synthesis of organophosphorus acids. Bromotrimethylsilane (BTMS) is the main reagent in this reaction, which transforms dialkyl phosphonate esters into bis(trimethylsilyl)esters, which are then easily converted into the target acids. However, the versatile character of the McKenna reaction is not always used to its full extent, due to formation of side products. Herein, demonstrated by using model examples we have not only analyzed the typical side processes accompanying the McKenna reaction, but also uncovered new ones. Further, we discovered that some commonly recommended precautions did not always circumvent the side reactions. The proposed results and recommendations may facilitate the synthesis of phosphonic acids.

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11

Dvořáková, Hana, Antonín Holý, and Petr Alexander. "Synthesis and Biological Effects of 9-(3-Hydroxy-2-phosphonomethoxypropyl) Derivatives of Deazapurine Bases." Collection of Czechoslovak Chemical Communications 58, no. 6 (1993): 1403–18. http://dx.doi.org/10.1135/cccc19931403.

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Analogs of antiviral 9-(S)-(3-hydroxy-2-phosphonomethoxypropyl)adenine (HPMPA, I), containing modified purine bases 3-deazaadenine XII, 1-deazaadenine XIV, 7-deaz-7-cyanoaadenine XXXII and 3-deazaguanine XXXVIII, were prepared by alkylation of the bases with synthon XVII, containing preformed structure of the side chain, in the presence of cesium carbonate. The obtained protected derivatives were deblocked successively with sodium methoxide and bromotrimethylsilane to give phosphonic acids XII, XIV, XXXII and XXXVIII. Compounds XII, XIV and XVI were also prepared from (S)- or (R)-9-(2,3-dihydroxypropylderivatives VI, VII and XV by the reaction with chloromethanephosphonyl dichloride, isomerization of the arising 2'- and 3'-chloromethanephosphonates and conversion of the 3'-isomers into the phosphonic acids in alkaline medium. The 3-deaza analog XII was also prepared by ditritylation of VI, reaction with bis(2-propyl) tosyloxymethanephosphonate (XXII), subsequent acid hydrolysis and reaction with bromotrimethylsilane. 3-DeazaHPMPA (XII) is a potent inhibitor of DNA viruses (HSV-1, HSV-2, VZV, CMV) and exhibits activity against Plasmodium sp.

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12

Park, Myung-Ho, and Yeong-Jin Chung. "Combustion Characteristics of Medium Density Fibreboard (MDF) Painted with Alkylenediaminoalkyl-Bis-Phosphonic Acids." Applied Chemistry for Engineering 25, no. 5 (October 10, 2014): 481–86. http://dx.doi.org/10.14478/ace.2014.1066.

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13

Nasulewicz‐Goldeman, Anna, Waldemar Goldeman, Ewa Mrówczyńska, and Joanna Wietrzyk. "Biological effects of aromatic bis[aminomethylidenebis(phosphonic)] acids in osteoclast precursors in vitro." Chemical Biology & Drug Design 94, no. 4 (August 28, 2019): 1835–48. http://dx.doi.org/10.1111/cbdd.13597.

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14

PENICAUD, V., F. ODOBEL, and B. BUJOLI. "ChemInform Abstract: Facile and Efficient Syntheses of 2,2′-Bipyridine-Based Bis(phosphonic) Acids." ChemInform 29, no. 35 (June 20, 2010): no. http://dx.doi.org/10.1002/chin.199835214.

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15

Dvořáková, Hana, and Antonín Holý. "Synthesis and Biological Effects of N-(2-Phosphonomethoxyethyl) Derivatives of Deazapurine Bases." Collection of Czechoslovak Chemical Communications 58, no. 6 (1993): 1419–29. http://dx.doi.org/10.1135/cccc19931419.

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Analogs of antiviral 9-(2-phosphonomethoxyethyl)adenine (PMEA,II), containing modified purine bases 1-deazaadenine (VII, 3-deazapurine (XI), 7-deaza-7-cyanoadenine (XIIIb) and 3-deazaguanine (XXIb) were prepared by alkylation of the heterocyclic bases with bis(2-propyl) 2-chloroethoxymethylphosphonate (V) in dimethylformamide in the presence of sodium hydride or cesium carbonate. The obtained protected derivatives were deblocked with bromotrimethylsilane to give the phosphonic acids. 3-DeazaPMEG (XXIb) is active against DNA viruses and exhibits a marked cytostatic effect against L-1210 leukemia.

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16

Alferiev, Ivan S., and Sergey Yu Bobkov. "Cyclic Oligophosphonic Anhydrides Stable in Aqueous Media." Zeitschrift für Naturforschung B 47, no. 9 (September 1, 1992): 1213–24. http://dx.doi.org/10.1515/znb-1992-0902.

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Depending on reaction conditions, the phosphonylation of N-alkylacetamides with H3PO3– PCl3 in B · HCl media (B = Py, Bu3N) gives either 1-alkylaminoethylidene-1,1-bisphosphonic acids (la–e) or previously unknown 1-alkylaminobutane-1,1,3,3-tetrayl-tetrakisphosphonic dianhydrides (2a–e). The latter convert into monocyclic forms (3a–e) under mild acidic hydrolysis. Acyclic forms (4a–e) cannot be isolated. In the presence of higher N,N-dialkylamides the phosphonylation of acetamides affords the higher dianhydrides (2f–h). Strong acidic hydrolysis of 2 or 3 yields 3,3-diphosphonocarboxylic acids (5a–c). Reacting with H3PO3–PHal3 in B · HHal (Hal = Cl, Br), the amides R1CONHR2 (R1 ≠ H, Me; R2 = Alk, H) give both N-alkyl- (or N-unsubstituted) 1-aminoalkylidene-1,1-bis-phosphonic acids (6a–j) and their cyclic dimeric anhydrides (7a–g, i, j).

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17

Park, Myung-Ho, and Yeong-Jin Chung. "Combustive Properties of Medium Density Fibreboards (MDF) Treated with Bis-(Dimethylaminomethyl) Phosphinic Acid and Alkylenediaminoalkyl-Bis-Phosphonic Acids." Fire Science and Engineering 28, no. 5 (October 31, 2014): 71–79. http://dx.doi.org/10.7731/kifse.2014.28.5.071.

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18

Prishchenko, Andrey A., Mikhail V. Livantsov, Olga P. Novikova, Ludmila I. Livantsova, and Valery S. Petrosyan. "Synthesis of new five-membered N-heterocycle derivatives of mono- and bis-phosphonic acids." Mendeleev Communications 27, no. 1 (January 2017): 90–92. http://dx.doi.org/10.1016/j.mencom.2017.01.029.

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19

Baulin, V. E., G. S. Tsebrikova, D. V. Baulin, and Y. F. Al Ansary. "1,5-bis[2-(dioxyphosphoryl)-4-ethylphenoxy]-3-oxapentane and its Analogs as Promising Organic Ligands for Copper(II) Binding s." Biomedical Chemistry: Research and Methods 1, no. 3 (2018): e00043. http://dx.doi.org/10.18097/bmcrm00043.

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The dissociation and complexation ability toward Cu(II) of acidic type phosphoryl-containing podands – tetrabasic 1,5-bis[2-(dioxyphosphoryl)-4-ethylphenoxy]-3-oxapentane (L1), dibasic – 1,5-bis[2-(ethoxyhydroxyphosphoryl)-4-ethylphenoxy]-pentane (L2) and also of their carboxylic analogue dibasic 1,5-bis[2-(oxycarbonylphenoxy)]-3-oxapentane (L3) were investigated by spectrophotometric, conductometric and potentiometric methods in water in the presence 5% of dimethyl formamide. Spectrophotometric and conductometric titration data provided evidence for formation of 1:1 (M:L) complexes. The dissociation constants were determined and species distribution diagrams for studied acids were obtained by potentiometric method. These data are of interest for the design of binary extragents and medicinal drugs based on the studied ligands. The stability constants of Cu(II) 1:1 (M:L) complexes were estimated. Analysis of the titration curves suggests that deprotonation forms of the studied ligands react with Cu2+. Substitution of carboxylic groups in acyclic polyesters by phosphonic results in increased stability of the copper(II) complexes

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20

Nasulewicz-Goldeman, Anna, Waldemar Goldeman, Anna Nikodem, Marcin Nowak, Diana Papiernik, Tomasz M. Goszczyński, and Joanna Wietrzyk. "Aromatic Bis[aminomethylidenebis(phosphonic)] Acids Prevent Ovariectomy-Induced Bone Loss and Suppress Osteoclastogenesis in Mice." International Journal of Molecular Sciences 22, no. 17 (September 3, 2021): 9590. http://dx.doi.org/10.3390/ijms22179590.

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Osteoporosis is a skeletal disease associated with excessive bone turnover. Among the compounds with antiresorptive activity, nitrogen-containing bisphosphonates play the most important role in antiosteoporotic treatment. In previous studies, we obtained two aminomethylidenebisphosphonates—benzene-1,4-bis[aminomethylidene(bisphosphonic)] (WG12399C) acid and naphthalene-1,5-bis[aminomethylidene(bisphosphonic)] (WG12592A) acid—which showed a significant antiproliferative activity toward J774E macrophages, a model of osteoclast precursors. The aim of these studies was to evaluate the antiresorptive activity of these aminobisphosphonates in ovariectomized (OVX) Balb/c mice. The influence of WG12399C and WG12592A administration on bone microstructure and bone strength was studied. Intravenous injections of WG12399C and WG12592A bisphosphonates remarkably prevented OVX-induced bone loss; for example, they sustained bone mineral density at control levels and restored other bone parameters such as trabecular separation. This was accompanied by a remarkable reduction in the number of TRAP-positive cells in bone tissue. However, a significant improvement in the quality of bone structure did not correlate with a parallel increase in bone strength. In ex vivo studies, WG12399C and WG12592A remarkably bisphosphonates reduced osteoclastogenesis and partially inhibited the resorptive activity of mature osteoclasts. Our results show interesting biological activity of two aminobisphosphonates, which may be of interest in the context of antiresorptive therapy.

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21

Alter, Christian, Beate Neumann, Hans-Georg Stammler, and Berthold Hoge. "Bis(diethylamino)pentafluorophenylphosphane as Valuable Precursor for the Design of Tetrafluorophenylphosphanes, Tetrafluorophenylphosphinic and -phosphonic Acids." European Journal of Inorganic Chemistry 2018, no. 7 (February 12, 2018): 867–75. http://dx.doi.org/10.1002/ejic.201701402.

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22

Classen, R., and G. Hagele. "A novel method for the preparation of fluoroaryl- and fluoroalkyl-substituted bis- and tris-phosphonic acids." Journal of Fluorine Chemistry 77, no. 1 (March 1996): 71–81. http://dx.doi.org/10.1016/0022-1139(95)03387-4.

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23

Egorov, Maxim, Sameh Aoun, Marc Padrines, Françoise Redini, Dominique Heymann, Jacques Lebreton, and Monique Mathé-Allainmat. "A One-Pot Synthesis of 1-Hydroxy-1,1-bis(phosphonic acid)s Starting from the Corresponding Carboxylic Acids." European Journal of Organic Chemistry 2011, no. 35 (October 25, 2011): 7148–54. http://dx.doi.org/10.1002/ejoc.201101094.

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24

Lewkowski, Jarosław, and Marek Dziȩgielewski. "Addition of di-(trimethylsilyl)phosphite toN,N′-dialkyl terephthalic schiff bases: Synthesis of 1,4-phenylene-bis- (aminomethyl)-phosphonic acids." Heteroatom Chemistry 20, no. 7 (2009): 431–35. http://dx.doi.org/10.1002/hc.20569.

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25

Das, Swagatika, Umashankar Das, Hiroshi Sakagami, Ken Hashimoto, Masami Kawase, Dennis K. J. Gorecki, and Jonathan R. Dimmock. "Sequential cytotoxicity: A theory examined using a series of 3,5-bis(benzylidene)-1-diethylphosphono-4-oxopiperidines and related phosphonic acids." Bioorganic & Medicinal Chemistry Letters 20, no. 22 (November 2010): 6464–68. http://dx.doi.org/10.1016/j.bmcl.2010.09.051.

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26

Egorov, Maxim, Sameh Aoun, Marc Padrines, Francoise Redini, Dominique Heymann, Jacques Lebreton, and Monique Mathe-Allainmat. "ChemInform Abstract: A One-Pot Synthesis of 1-Hydroxy-1,1-bis(phosphonic acid)s Starting from the Corresponding Carboxylic Acids." ChemInform 43, no. 19 (April 12, 2012): no. http://dx.doi.org/10.1002/chin.201219193.

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27

Ouksel, Louiza, Riadh Bourzami, Salah Chafaa, and Nadjib Chafai. "Solvent and catalyst-free synthesis, corrosion protection, thermodynamic, MDS and DFT calculation of two environmentally friendly inhibitors: Bis-phosphonic acids." Journal of Molecular Structure 1222 (December 2020): 128813. http://dx.doi.org/10.1016/j.molstruc.2020.128813.

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28

Venkatramaiah, Nutalapati, Ricardo F. Mendes, Artur M. S. Silva, João P. C. Tomé, and Filipe A. Almeida Paz. "A ladder coordination polymer based on Ca2+and (4,5-dicyano-1,2-phenylene)bis(phosphonic acid): crystal structure and solution-state NMR study." Acta Crystallographica Section C Structural Chemistry 72, no. 9 (August 25, 2016): 685–91. http://dx.doi.org/10.1107/s2053229616012328.

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The preparation of coordination polymers (CPs) based on either transition metal centres or rare-earth cations has grown considerably in recent decades. The different coordination chemistry of these metals allied to the use of a large variety of organic linkers has led to an amazing structural diversity. Most of these compounds are based on carboxylic acids or nitrogen-containing ligands. More recently, a wide range of molecules containing phosphonic acid groups have been reported. For the particular case of Ca2+-based CPs, some interesting functional materials have been reported. A novel one-dimensional Ca2+-based coordination polymer with a new organic linker, namely poly[[diaqua[μ4-(4,5-dicyano-1,2-phenylene)bis(phosphonato)][μ3-(4,5-dicyano-1,2-phenylene)bis(phosphonato)]dicalcium(II)] tetrahydrate], {[Ca2(C8H4N2O6P2)2(H2O)2]·4H2O}n, has been prepared at ambient temperature. The crystal structure features one-dimensional ladder-like∞1[Ca2(H2cpp)2(H2O)2] polymers [H2cpp is (4,5-dicyano-1,2-phenylene)bis(phosphonate)], which are created by two distinct coordination modes of the anionic H2cpp2−cyanophosphonate organic linkers: while one molecule is only bound to Ca2+cationsviathe phosphonate groups, the other establishes an extra single connectionviaa cyano group. Ladders close pack with water molecules through an extensive network of strong and highly directional O—H...O and O—H...N hydrogen bonds; the observed donor–acceptor distances range from 2.499 (5) to 3.004 (6) Å and the interaction angles were found in the range 135–178°. One water molecule was found to be disordered over three distinct crystallographic positions. A detailed solution-state NMR study of the organic linker is also provided.

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Lewkowski, Jaroslaw, and Marek Dziegielewski. "ChemInform Abstract: Addition of Di-(trimethylsilyl)phosphite to N,N′-Dialkyl Terephthalic Schiff Bases: Synthesis of 1,4-Phenylene-bis-(aminomethyl)-phosphonic Acids." ChemInform 41, no. 23 (June 8, 2010): no. http://dx.doi.org/10.1002/chin.201023166.

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30

Maruk, Alesya Ya, Valery V. Ragulin, Iurii A. Mitrofanov, Galina S. Tsebrikova, Vitaly P. Solov’ev, Alexandr S. Lunev, Kristina A. Lunyova, et al. "Synthesis, Complexation Properties, and Evaluation of New Aminodiphosphonic Acids as Vector Molecules for 68Ga Radiopharmaceuticals." Molecules 26, no. 8 (April 18, 2021): 2357. http://dx.doi.org/10.3390/molecules26082357.

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Two new aminodiphosphonic acids derived from salicylic acid and its phosphonic analogue were prepared through a simple and efficient synthesis. 2-[(2-Amino-2,2-diphosphono)ethyloxy]-benzoic acid 8 and 2-[(2-amino-2,2-diphosphono)ethyloxy]-5-ethyl-phenylphosphonic acid 9 were evaluated for their applicability as 68Ga binding bone-seeking agents. Protonation constants of 8 and 9 and stability constants of the Ga3+ complexes with 8 and 9 in water were determined. The stability constant of Ga3+ complex with fully phosphorylated acid 9 (logKGaL = 31.92 ± 0.32) significantly exceeds stability constant of Ga3+ complex with 8 (logKGaL = 26.63 ± 0.24). Ligands 8 and 9 are as effective for Ga3+ cation binding as ethylenediamine-N,N’-diacetic-N,N’-bis(methy1enephosphonic) acid and ethylenediamine-N,N,N’,N’-tetrakis(methylenephosphonic) acid, respectively. The labelling process and stability of [68Ga]Ga-8 and [68Ga]Ga-9 were studied. Both 8 and 9 readily form 68Ga-complexes stable to ten-fold dilution with saline. However, in fetal bovine serum, only [68Ga]Ga-9 was stable enough to be subject to biological evaluation. It was injected into rats with bone pathology and aseptic inflammation of soft tissues. For [68Ga]Ga-9 in animals with a bone pathology model in 60 and 120 min after injection, a slight accumulation in the pathology site, stable blood percentage level, and moderate accumulation in the liver were observed. For animals with an aseptic inflammation, the accumulation of [68Ga]Ga-9 in the pathology site was higher than that in animals with bone pathology. Moreover, the accumulation of [68Ga]Ga-9 in inflammation sites was more stable than that for [68Ga]Ga-citrate. The percentage of [68Ga]Ga-9 in the blood decreased from 3.1% ID/g (60 min) to 1.5% ID/g (120 min). Accumulation in the liver was comparable to that obtained for [68Ga]Ga-citrate.

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31

Penicaud, V., D. Massiot, G. Gelbard, F. Odobel, and B. Bujoli. "Preparation of structural analogues of divalent metal monophosphonates, using bis(phosphonic) acids: a new strategy to reduce overcrowding of organic groups in the interlayer space." Journal of Molecular Structure 470, no. 1-2 (October 1998): 31–38. http://dx.doi.org/10.1016/s0022-2860(98)00467-0.

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32

Sowa, Michał, Katarzyna Ślepokura, Waldemar Goldeman, Marek Duczmal, Agnieszka Wojciechowska, and Ewa Matczak-Jon. "Structural characterization of pyridin-2-, -3-, and -4-yl functionalized (iminodimethanediyl)bis(phosphonic) acids: Insight into the cobalt(II) and copper(II) complexes of pyridin-2-yl derivative." Polyhedron 50, no. 1 (February 2013): 398–409. http://dx.doi.org/10.1016/j.poly.2012.11.023.

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33

Neuman, A., M. Coindet-Benramdane, H. Gillier, Y. Leroux, D. El Manouni, and T. Prangé. "Crystal structure of (1-hydroxy-l-phosphono-pentyl)-phosphonic acid dimethyl ammonium salt, C7H21NO7P2, and of (1,8-dihydroxy-1,8,8-trisphosphono- octyl)-phosphonic acid bis-dimethylammonium salt tetrahydrate, C12H36N2O14P4 · 4H2O, evidence for trapped alcaline species by bisphosphonic and tetraphosphonic acids in the crystalline state." Zeitschrift für Kristallographie - New Crystal Structures 217, JG (December 2002): 154–56. http://dx.doi.org/10.1524/ncrs.2002.217.jg.154.

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Neuman, A., M. Coindet-Benramdane, H. Gillier, Y. Leroux, D. El Manouni, and T. Prangé. "Crystal structure of (1-hydroxy-l-phosphono-pentyl)-phosphonic acid dimethyl ammonium salt, C7H21NO7P2, and of (1,8-dihydroxy-1,8,8-trisphosphono- octyl)-phosphonic acid bis-dimethylammonium salt tetrahydrate, C12H36N2O14P4 · 4H2O, evidence for trapped alcaline species by bisphosphonic and tetraphosphonic acids in the crystalline state." Zeitschrift für Kristallographie - New Crystal Structures 217, no. 1 (December 1, 2002): 154–56. http://dx.doi.org/10.1524/ncrs.2002.217.1.154.

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Guenin, Erwann, Estelle Degache, Jean Liquier, and Marc Lecouvey. "Synthesis of 1-Hydroxymethylene-1,1-bis(phosphonic acids) from Acid Anhydrides: Preparation of a New Cyclic 1-Acyloxymethylene-1,1-bis(phosphonic acid)." ChemInform 35, no. 44 (November 2, 2004). http://dx.doi.org/10.1002/chin.200444194.

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Kalchenko, O. I., S. O. Cherenok, O. M. Silenko, and V. I. Kalchenko. "Influence of the Nature of Amino Acids on the Formation of Supramolecular Complexes with Calixarenemethylene-bis-Phosphonic Acid." Theoretical and Experimental Chemistry, December 14, 2022. http://dx.doi.org/10.1007/s11237-022-09742-5.

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