Fifteen substituted amides (hydrazides) of N-acyl-5-bromo(3,5-dibromo)anthranilic acids were synthesized. Potentiometric titration was used to measure ionization constants for each compound, and quantum chemical parameters were calculated. Four correlational equations were obtained linking ionization constants with quantum chemical parameters. These equations were used to calculate predicted values for the ionization constants of four new compounds of this series. The theoretically calculated values were confirmed experimentally. The correlational equations identified here can thus be used to predict ionization constants in this series of substituted amides (hydrazides) of N-acyl-5-bromo(3,5-dibromo)anthranilic acids and in further studies of structure-activity relationships.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
L. M. Korkodinova, O. B. Kremleva, and O. S. Endal’tseva, Khim.-Farm. Zh., 39(1), 45 – 47 (2005).
É. G. Oganesyan, M. M. Khachatryan, and I. M. Dubrovkin, Khim.-Farm. Zh., 25(6), 52 – 54 (1991).
K. V. Andryukov, O. B. Kremleva, L. M. Korkodinova, et al., Development, Study, and Marketing of New Pharmaceutical Products: Collected Reports [in Russian], Pyatigorsk (2006), pp. 334 – 337.
K. V. Andryukov, L. M. Korkodinova, O. B. Kremleva, et al., The Innovation Potential of the Natural Sciences: Proceedings of Scientific Conference in Two Volumes [in Russian], Perm’ (2006), pp. 261 – 264.
K. Khénch, Khim.-Farm. Zh., 14(10), 15 – 30 (1980).
E. Stupert, U. Brugger, and P. Jourse, Computer Analysis of Relationships between Chemical Structure and Biological Activity [Russian translation], Mir, Moscow (1982).
A. P. Koreshkov, Analytical Chemistry of Non-Aqueous Solutions [in Russian], Khimiya, Moscow (1982).
A. Albert and E. Sergeant, Ionization Constants of Acids and Bases [Russian translation], Khimiya, Moscow (1964).
Author information
Authors and Affiliations
Additional information
Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 43, No. 4, pp. 3 – 6, April, 2009.
Rights and permissions
About this article
Cite this article
Andryukov, K.V., Korkodinova, L.M., Kremleva, O.B. et al. Prediction of ionization constants in substituted amides and hydrazides of N-acyl-5-bromo(3,5-dibromo)anthranilic acids using quantum chemical parameters. Pharm Chem J 43, 181–184 (2009). https://doi.org/10.1007/s11094-009-0274-3
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11094-009-0274-3