C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 229/12 (2006.01) A61K 31/195 (2006.01) A61K 31/215 (2006.01) A61K 31/275 (2006.01) A61K 31/66 (2006.01) C07C 255/24 (2006.01) C07C 255/25 (2006.01) C07D 257/04 (2006.01) C07F 9/38 (2006.01) C07F 9/40 (2006.01)
Patent
CA 2325943
Novel compounds of formula (I) are described wherein: R1=(CH2)mCH3 where m is 0 or an integer in the range from 1 to 16, or an alkenyl, alkynyl, alkoxy, alkylthio, or alkyl sulfinyl group having from 2 to 17 carbon atoms; R2=H, CH3 or CH2CH3; R3=H or CH3; R4=H or CH3; R5= lower alkyl having from 1 to 5 carbon atoms; n is an integer in the range from 1 to 3, and X is carboxyl (COOH) or carbalkoxy (COOR5), cyano (CN), phosphonic acid (PO3H2), phosphonate ester (PO3[R5]2) or 5-tetrazole, and pharmaceutically acceptable salts thereof. Preferably, the compounds are optically pure enantiomers of the R- or S- configuration in which R3=R4=R5=H, R2=CH3 and R1 is a saturated aliphatic chain of one to five carbon atoms. The compounds are useful as cellular rescue agents.
L'invention se rapporte à de nouveaux composés représentés par la formule (I) dans laquelle R¿1?=(CH¿2?)¿m?CH¿3? où m est égal à 0 ou est un entier compris entre 1 et 16, ou un groupe alcényle, alkynyle, alcoxy, alkylthio ou alkyle-sulfinyle ayant de 2 à 17 atomes de carbone, R¿2? = H, CH¿3? ou CH¿2?CH¿3?, R¿3? = H ou CH¿3?, R¿4? = H ou CH¿3?, R¿5? = alkyle inférieur comportant 1 à 5 atomes de carbone, n est un entier compris entre 1 et 3, et X est carboxyle (COOH) ou carbalcoxy (COOR¿5?), cyano (C?N), acide phosphonique (PO¿3?H¿2?), ester de phosphonate (PO¿3?[R¿5?]¿2?) ou 5-tétrazole. L'invention se rapporte également à des sels pharmaceutiquement acceptables de ces composés. De préférence, les composés sont des énantiomères optiquement purs de structure R- ou S- dans lesquels R¿3?=R¿4?=R¿5?=H, R¿2?=CH¿3? et R¿1? est une chaîne aliphatique saturée comportant 1 à 5 atomes de carbone. Les composés de la présente invention s'avèrent utiles en tant qu'agents de rétablissement de fonctions cellulaires.
Boulton Alan A.
Davis Bruce A.
Durden David A.
Dyck Lilian E.
Liu Ya-Dong
Bereskin & Parr Llp/s.e.n.c.r.l.,s.r.l.
University Of Saskatchewan Technologies Inc.
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