Patent CA-1103667-A (CA)
Inventor: RYNBRANDT RONALD H
IPC: C07D277/30
Filed: 1978-08-22
Granted: 1981-06-23
Abstract: ABSTRACT OF THE DISCLOSURE   Novel compounds of Formula I:       Formula I     whereln R2 and R3 are the same or different, and are selected from the group consisting of hydrogen, fluorine, chlorine, bromine, trifluoromethyl, alkoxy of from one to four carbon atoms, inclusive, thioalkoxy of from one to four carbon atoms, inclusive, and alkyl of from one to four carbsn atoms, inclusive; R2. and R3. are the same or different and are chosen from the group consisting of hydrogen and alkoxy from one to four carbon atoms, inclu-sive, with the proviso that when R2' 1s alkoxy, then R2 = R2' and when R3' is alkoxy then R3 = R3'; R1 is selected from the group consisting of hydrogen; trifluoro-methyl;  , where R4 is hydrogen, alkyl of one to four carbon atoms, inclus1ve, or  , where R5 is alkyl of one to six carbon atoms, inclus1ve, R6 and R7 are the same or different and are chosen from the group consisting of hydrogen and alkyl of one to three carbon atoms;            where R8 and R9 are the same or different and are chosen from the group consisting of alkyl from one to three carbon atoms, inclusive, R14 is alkoxy of from one to three carbon atoms, incluslve,    where R11, and R12 are the same or different and are chosen from the group consisting of hydrogen. alkyl of from one to six carbon atoms, inclusive, hydroxyalkyl of from one to six carbon atoms, inclusive, cycloalkyl of from five to seven carbon atoms, inclusive, or taken together with the nitrogen atom to which they are attached,       ,         ,         ,      .       Novel therapeutic compositions are composed of an active ingredient described by Formula II:       Formula II   whelein R? and R3 are the same or different, and are selected-from the group consisting of hydrogen, fluorine, chlorine, bromine, trifluoromethyl, alkoxy of from one to four carbon atoms, inclusive, thioalkoxy of from one to four carbon atoms,  inclusive, and alkyl of from one to four carbon atoms. inclusive; R2' and R3' are the same or different and are chosen from the group consisting of hydrogen and alkoxy from one to four carbon atoms, inclu-sive, with the proviso that when R2, is alkoxy, then R2 = R2' and when R3' is alkoxy then R3 = R3'; R2 is selected from the group consisting of hydrogen; alkyl of from one to four carbon atoms, inclusive, trifluoromethyl;           , where R4 is hydrogen, alkyl of one to four carbon atoms, inclusive, or  , where R5 is alkyl of one to six carbon atoms, inclusive, R6 and R7 are the same or differ-ent, and are chosen from the group consisting of hydrogen and alkyl of one to three carbon atoms;  where R8 and R9 are the same or different and are chosen from the group consisting of hydrogen and alkyl from one to three carbon atoms, inclusive, R10 is alkoxy of from one to three carbon atoms, inclusive, -OM where M is a pharma-ceutically acceptable cation;    where R11 and R12 are the same or different and are chosen from the group consisting of hydrogen, alkyl of from one to six carbon atoms, inclusive, hydroxyalkyl of from one to six carbon atoms, inclusive, cycloalkyl of from five to seven carbon atoms, inclusive, or taken together with the nitrogen atom to which they are attached,       ,           ,          ,   in association with a pharmaceutical carrier.  The compo-sitions are useful in vitro and in vivo for reduction of platelet adhesiveness and inhibition of platelet aggrega-tion and preventing or treating disease conditions result-ing from increased platelet adhesiveness or platelet aggregation.                             -1c-