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Scripta Scientifica Pharmaceutica

Acid-base properties of substituted 6-nitro-N-(R-phenyl)anthranilic acids

Hanna Yeromina, Olena Sviechnikova, Lina Perekhoda, Irina Sych

Abstract

The ionization constants of nine substituted 6-nitro-N-(R-phenyl)anthranilic acids have been determined in a mixed solvent dioxane-water at a  temperature of 25ºC. The influence of the nature and positions of substituents in the non-anthranilic fragment of molecule on acid-base properties has been analyzed. The correlation equation of the relationship between pKa and Gammettʼs σ-constants has been calculated and low sensitivity of the reaction center to the influence of the substituents in the non-anthranilic fragment of molecule has been shown.


Keywords

substituted 6-nitro-N-(R-phenyl)anthranilic acids; ionization constants; correlation equation

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References

Mashkovskiy MD. Lekarstvennyie sredstva: 2-volumes, 14th ed. Moscow: Novaya volna, 2000. Russian.

Isayev SG, Pavlij OO, Zupanecz` IA. Opty`mizaciya poshuku efekty`vny`x likars`ky`x zasobiv na osnovi N-fenilantranilovy`x ky`slot: Inform. ly`st #193-03. 2003;13:1-5. Ukrainian.

Isayev SG, Svyechnikova O.M., Alferova DO, Gry`cenko IS, Kostina TA. Reakcijna zdatnist` poxidny`x N-fenilantranilovy`x ky`slot. XXI. Kinety`ka reakciyi luzhnogo gidrolizu mety`lovy`x esteriv zamishheny`x 3,5-dy`brom-N-fenilantranilovy`x ky`slot u binarnomu rozchy`nny`ku dioksan-voda. Zhurn. org. ta farmacz. ximiyi. 2013;11(1):76-81. Ukranian.

Yer`omina GO, Isayev SG, Shevel`ova NYu, Yer`omina ZG. Sy`ntez, budova ta farmakologichna akty`vnist` 6,9-diamino-2-etoksiakry`dy`niyu 6-nitro-N-fenilantranilativ. Zb. nauk. pracz` spivrobit. NMAPO im. P.L.Shupy`ka. 2014;23(4):462-467. Ukrainian.

Isaev SG, Yeromina HO, Zhucova TV, Kryuchkova TM, Zhegunova GP. Synthesis, structure and research of pharmacological activity of methyl esters N-phenylanthranilic acids. News of pharmacy. 2014;2:29-32.

SG Isayev, IA Zupanecz`, OO Pavlij, LV Brun`. Sy`ntez nitpo-N-fenilantranilovy`x ky`slot u tverdij fazi ta yix biologichna akty`vnist`. Visny`k farmaciyi. 2001;3:44-45. Ukrainian.

Albert A, Serzhent E. Konstantyi ionizatsii kislot i osnovaniy. Moskva: Himiya; 1964. Russian.

Lvovskiy EN. Statisticheskie metodyi postroeniya emiricheskih formul. Moskva: Vyissh. shk.; 1988. Russian.

Armarego WLF, Perrin DD. Purification of laboratory. 4th ed. Oxford: Butterworth-Heinemann; 2000.

Isaev S.G., Sviechnikova O.M., Devjatkina A.O., Zhukova T.V., Svyatska T.M. Reactivity of N-phenylanthranilic acids derivatives. XXII. Synthesis and acid-base properties of 4,5-dymethoxy-N-phenylanthranilic acids. Bisny`k farmaciyi. 2013;2(74):45-48. Ukrainian.

Svechnikova EN. Reaktsionnaya sposobnost fenilantranilovoy kislotyi. XIII. Elektroprovodnost rastvorov 4-nitro-N-fenilantranilovoy kislotyi v sisteme dioksan-voda. Zhurn. obsch. himii. 2001;74(3):452-455. Russian.

Gaydukevich AN, Svechnikova EN, Golik NYu, Baranova II, Trotsko LV. Reaktsionnaya sposobnost proizvodnyih fenilantraniilovoy kislotyi. H. Kislotno-osnovnyie svoystva proizvodnyih 4-sulfamoilfenilantraniilovoy kislotyi v smeshannom rastvoritele dioksan-voda. Zhurn. obsch. himii. 1994;64(5):818-819. Russian.

Svyechnikova OM. Reakcijna zdatnist`, zv'yazok struktura-biologichna akty`vnist` ta vy`kory`stannya poxidny`x N-fenilantranilovoyi ky`sloty` ta akry`dy`nu: dy`s. A dokt. xim. nauk: special`nist` 02.00.03 - Organichna ximiya. Xark. derzh. un-t.; 1999: 299p. Ukrainian.




DOI: http://dx.doi.org/10.14748/ssp.v1i1.1009

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About The Authors

Hanna Yeromina
Hanna Yeromina, National Pharmaceutical University, Blucher 4, 61168 Kharkiv, Ukraine email: annerem2012@gmail.com
Ukraine

Olena Sviechnikova
National Kharkiv Pedagogical University named by G.S. Skovoroda
Ukraine

Lina Perekhoda
National Pharmaceutical University

Irina Sych
National Pharmaceutical University

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