Abstract
Imidazole and some newly synthesized imidazolides and triazolides of sulfonic acids were investigated by reversed-phase chromatography. The Randic indices, the total energies of molecules, and the energies of the transition states to hydrolysis of imidazolides and triazolides in a neutral medium were calculated. Correlations between these parameters and the retention factors were elucidated.
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Khromatografiya v biologii i meditsine [Chromatography in Biology and Medicine], Collection of Works, 2nd MOLGMI im. N. I. Pirogova, Moscow, 1985, 158 pp. (in Russian).
G. M. Barenboim and A. G. MalenkovBiologicheskiaktivnye veshchestva. Novye printsipy poiska [Biologically Active Substances. New Principles of Search], Nauka, Moscow, 1986, 356 pp. (in Russian).
Mashinnyi poisk zakonomernostei stroenie—biologicheskoe deistvie khimicheskikh soedinenii [Computer-Assisted Search for Structure—Biological Activity Relationships of Chemical Compounds], Ed. N. I. Mel'nikov,Itogi nauki i tekhniki, Ser. Organicheskaya khimiya [Advances in Science and Engineering. Ser. Organic Chemistry], VINITI, Moscow, 1989,18, p. 158 (in Russian).
S. V. Nizhnii and N. A. Epshtein,Usp. Khim., 1978,47, 739 [Russ. Chem. Rev., 1978,47 (Engl. Transl.)].
Spravochnik farmatsevta [Pharmacist's Handbook], Ed. A. I. Pintsova, Meditsina, Moscow, 1987, 187 pp. (in Russian).
N. A. Preobrazhenskii and E. Genkin,Khimiya organicheskikh lekarstvennykh veshchestv. Geterotsiklicheskie soedineniya i ikh analogi [Chemistry of Organic Medicines. Heterocyclic Compounds and Their Analogs], Goskhimizdat, Moscow, 1993, 342 pp. (in Russian).
A. Meister,Biochemistry of the Amino Acids, Academic Press, New York, 1965, 227 pp.
R. H. C. Dawson, D. C. Elliott, W. H. Elliott, and K. M. Jones,Data for Biochemical Research, Clarendon Press, Oxford, 1986.
A. F. Pozharskii and L. T. Soldatenkov,Molekuly-perstni [Finger-Ring Molecules]. Khimiya, Moscow, 1993, 185 pp. (in Russian).
A. V. Dragunova, Yu. P. Zarubin, N. A. Treshchanina, E. A. Yurkina, and P. P. Purygin,Vestn. Samarsk. Gos. Univ. [Bull. Samara State Univ.], 1997,4, No. 4, 1 (in Russian).
Yu. V. Borodina, D. A. Filimonov, and V. V. Poroikov,Khim. -Farm. Zhurn. [Chem. -Pharm. J.], 1996,30, 39 (in Russian).
A. V. Dragunova, Yu. P. Zarubin, N. A. Treshchanina, E. A. Yurkina, and P. P. Purygin,Vestn. Samarsk. Gos. Univ. [Bull. Samara State Univ.], 1997,4, No. 6, 137 (in Russian).
P. P. Purygin, A. V. Dragunova, L. V. Limareva, and O. P. Danil'chenko,Khim. -Farm. Zhurn. [Chem. -Pharm. J.], 1998,32, No. 5, 19 (in Russian).
M. S. Vigdergauz, I. A. Platonov, A. L. Lobachev, and O. V. Sushko,Zh. Fiz. Khim., 1993,67, 857 [Russ. J. Phys. Chem., 1993,67, (Engl. Transl.)].
P. Fleming,Analyst., 1992,117, 1553.
M. J. S. Dewar and E. Helay,J. Comput. Chem., 1983,4, 158.
M. J. S. Dewar, E. J. Helay, and J. Stewart,J. Comput. Chem., 1988,5, 358.
L. B. Kiez and L. H. Hall,Molecular Connectivity in Chemistry and Drug Research, Academic Press, New York, 1976, 177 pp.
M. Randic,J. Am. Chem. Soc., 1975,97, 6609.
V. A. Gerasimenko and V. M. Nabivach,Zh. Fiz. Khim., 1994,68, 1740 [Russ. J. Phys. Chem., 1994,68 (Engl. Transl.)].
N. S. Zefirov,Primenenie teorii grafov v khimii [Application of Graph Theory in Chemistry], Ed. N. S. Zefirov, Nauka, Novosibirsk 1988 305 pp. (in Russian).
K. Hanch,Khim. -Farm. Zhurn. [Chem. -Pharm. J.], 1980,14, No. 10 15 (in Russian).
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Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1401–1404, August, 2000.
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Polyakova, Y.L., Bulanova, A.V., Egorova, K.V. et al. Relationship of energy characteristics and the Randic indices of imidazole and some azolides of sulfonic acids with chromatographic retention. Russ Chem Bull 49, 1395–1398 (2000). https://doi.org/10.1007/BF02495085
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DOI: https://doi.org/10.1007/BF02495085