Patent TW-472042-B (TW)
Title: Acetic acid derivatives and pharmaceutical composition containing the same
Inventor: ALIG LEO
IPC: C07C259/18
Filed: 1994-12-02
Granted: 2002-01-11
Abstract: Acetic acid derivatives of the formula, wherein L is a group of formula L1 to L5: in which a carbonyl group present in the L group and/or between the L and M groups which is not bonded in the form of an amide can also be present as an oxime, A is a group of formula A1 to A4, E1 and E2 are H, lower-alkyl, OH, lower-alkoxy, lower-alkoxy-lower-alkyl, carboxy-lower-alkyl, P(O)(O-lower-alkyl)2, C(O)OR1, OC(O)R1 or C(O)OR1 or C(O)SR1, provided that at least one of E1 and E2 is H, or E1 and E2 together with the N atoms to which they are attached are a (5,5-dimethyl or 5-oxo)-4,-5-dihydro-1,2,4-oxadizol-3-yl group, R1 is lower-alkoxy-lower-alkyl, lower-alkyl, lower-alkyl substituted by OH, lower-alkoxycarbonyl, lower-alkanoyloxy, lower-alkenoyloxy, lower-alkyl-CONH, or by benzoyloxy which is optionally substituted by lower-alkanoyloxy; or phenyl which is optionally substituted by lower-alkoxy or halogen, or cycloalkyl optionally interrupted by O, one of X and Y is CH and the other is CH, C-lower-alkoxy or N, D is a group (CH2)s or (CH2)tO, s is 1 to 4, m and n are 0 to 5 and t is 0 to 3 but m+n are 1 to 5 and each of m+t and n+t is at last 1, p and q are 0 to 5, but p+q is 2 to 5, W1 is CH2, alkyl-CH, lower-alkyl-OC(O)CH, NH, lower-alkyl-N or lower-alkoxy-lower-alkyl-N, W2 is O, G is H or the characterized group of an Α-aminocarboxylic acid selected from lower-alkyl optionally substituted by lower-alkylthio, -Ora, -NH-Rc, by phenyl or by phenyl substituted with -Orb, Ra is H, lower-alkyl or lower-alkanoyl; Rb is H, lower-alkyl, lower-alkoxy-lower-alkyl, lower-alkoxycarbonyl, lower alkanoyl, furoyl, benzolyl or benzoyl substituted by -O-lower-alkanoyl or NH2; Rc is lower-alkoxycarbonyl, lower-alkylaminocarbonxyl or benzoyl; M is 1,4-piperidinylene bonded via the N atom to the keto group or 1,4-phenylene optionally substituted by OCH2COO-lower-alkyl, Q is O, CH2, NH, acyl-N or lower-alkyl OC(O)N, T is NH-lower-alkyl (COOH or COO-lower-alkyl), lower-alkoxy or lower-alkenylowy substituted by lower-alkoxy or lower-alkyl-COO, or a group OT, T is H, lower-alkyl, pheny or pyridyl optionally bonded via lower-alkylene or cycloalkyl optionally bonded via lower-alkylene and optionally interrupted by O, NH or NCOO-lower-alkyl, with the provisos that (a) T is different from H, lower-alkyl and phenyl-lower-alkyl where L is a group of the formula A is a group of the formula one of E1 and E2 is hydrogen and the other is hydrogen, tertbutoxycarbonyl or benzyloxycarbonyl, one of X and Y is CH and the other is CH or N and W1 is NH, lower-alkyl-N or lower-alkoxy-lower-alkyl-N, G has the above significance, M is 1,4-piperidinylene bonded via the N atom to the keto group and Q is O, and (b) T is different from H, lower-alkyl, phenyl and phenyl-lower-alkyl where L is group of formula L11, L31, or L41, A is a group of the formula, one of E1 an E2 is hydrogen and the other is hydrogen, tertbutoxycarbonyl or benzyloxycarbonyl, one of X and Y is CH and other is CH, C-lower-alkyl, C-lower-alkoxy or N, R DEG and G DEG are H or lower-alkyl, W4 is C=0 or C=NOH, M is 1,4-phenylene optionally substituted by lower-alkyl, lower-alkoxy, OCH2COOH or OCH2COO-lower-alkyl and Q is O, CH2 or NH, (c) A can only be a group of formula A3 when L is a group of formula L1 and M is 1,4-phenylene, and (d) G is not H when L is a group of formula L1 and A is a group of formula A3 or A4, the term ""lower"" denoting straight -chain or branched groups with 1 to 6C atoms, as well as physiologically usable salts thereof, can be used for the treatment or prophylaxis of illnesses which are caused by the binding of adhesive proteins to blood platelets and by blood platelet aggregation and cell-cell adhesion. They are manufactured by cleaving protecting groups in the corresponding protected compounds or by converting the cyano group into the amidino group in corresponding nitriles.