Biological properties of two enantiomorphic forms of N‐(2,6‐dimethylphenyl)‐4‐hydroxy‐2,2‐dioxo‐1H‐2λ6,1‐benzothiazine‐3‐carboxamide, a structural analogue of piroxicam.

Autor: Shishkina, Svitlana V., Ukrainets, Igor V., Vashchenko, Olga V., Voloshchuk, Natali I., Bondarenko, Pavlo S., Petrushova, Lidiya A., Sim, Galina
Předmět:
Zdroj: Acta Crystallographica Section C: Structural Chemistry; Jan2020, Vol. 76 Issue 1, p69-74, 6p
Abstrakt: The title benzothiazine‐3‐carboxamide, C17H16N2O4S, crystallized in two enantiomorphic crystal forms with the space groups P32 and P31 despite the absence of a classic stereogenic atom. The molecular structures are mirror images of each other. Only one sulfonyl O atom takes part in intramolecular hydrogen bonding as a proton acceptor and this atom is different in the two enantiomorphic structures. As a result, the S atom becomes a pseudo‐stereogenic centre. This fact is worth taking into account due to the different biological activities of the enantiomorphic forms. One form possesses a high analgesic activity, while the other form revealed a high anti‐inflammatory activity. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
Externí odkaz:
Nepřihlášeným uživatelům se plný text nezobrazuje