Compounds and compositions for inhibition of cyclooxygenase activity

A pharmaceutical composition comprising a compound of the formula (II) ##STR6## wherein R is a moiety selected from the group consisting of an alkyl of 1-11 carbon atoms when substituted by carboxyl, alkyl and carboxyl, phenoxy, or carboxyl substituted phenoxy;

• phenyl;
• phenyl when substituted by alkyl, carbonyloxy, or carboxyl and acetyl;
• benzyl;
• and benzyl when substituted by alkyl, carboxyl, or carbonyloxy and a pharmaceutical carrier.

A pharmaceutical composition comprising an effective amount of a compound having both anti-inflammatory and anti-thrombotic activity, the compound having the formula (I) ##STR7## wherein R is a moiety selected from the group consisting of an alkyl of 6-10 carbon atoms when substituted by alkyl, carboxyl, alkyl and carboxyl, phenoxy, or carboxyl substituted phenoxy;

• phenyl when substituted by alkyl, carbonyloxy, or carboxyl and acetyl;
• benzyl when substituted by alkyl or carbonyloxy;
• the pharmaceutically acceptable salts thereof;
• and an inert carrier.

A method of treating inflammation comprising administering to a patient in need thereof a therapeutically effective amount of at least one anti-inflammatory compound, specific for inflammatory pathways, selected from the group consisting of the compound of the formula (I) ##STR8## individual isomers thereof, or a pharmaceutically acceptable salt or hydrate thereof wherein R is a moiety selected from the group consisting of an alkyl of 1-11 carbon atoms;

• an alkyl of 1-11 carbon atoms when substituted by alkyl, carboxyl, alkyl and carboxyl, phenoxy, or carboxyl substituted phenoxy;
• phenyl;
• phenyl when substituted by alkyl, carbonyloxy, or carboxyl and acetyl;
• benzyl;
• and benzyl when substituted by alkyl, carboxyl, or carbonyloxy and the compound of the formula (II) ##STR9## individual isomers thereof, or a pharmaceutically acceptable salt of hydrate thereof wherein R is a moiety selected from the group consisting of an alkyl of 1-11 carbon atoms;
• an alkyl of 1-11 carbon atoms when substituted by alkyl, carboxyl, alkyl and carboxyl, phenoxy, or carboxyl substituted phenoxy;
• phenyl;
• phenyl when substituted by alkyl, carbonyloxy, or carboxyl and acetyl;
• benzyl;
• and benzyl when substituted by alkyl, carboxyl, or carbonyloxy.

A method of treating thrombosis comprising administering to a patient in need thereof a therapeutically effective amount of at least one anti-thrombotic compound, specific for thrombotic pathways, selected from the group consisting of the compound of the formula (I) ##STR10## individual isomers thereof, or a pharmaceutically acceptable salt or hydrate thereof wherein R is a moiety selected from the group consisting of an alkyl of 1-11 carbon atoms;

• an alkyl of 1-11 carbon atoms when substituted by alkyl, carboxyl, alkyl and carboxyl, phenoxy, or carboxyl substituted phenoxy;
• phenyl;
• phenyl when substituted by alkyl, carbonyloxy, or carboxyl and acetyl;
• benzyl;
• and benzyl when substituted by alkyl, carboxyl, or carbonyloxy and the compound of formula (II) ##STR11## individual isomers thereof, or a pharmaceutically acceptable salt or hydrate thereof wherein R is a moiety selected from the group consisting of an alkyl of 1-11 carbon atoms;
• an alkyl of 1-11 carbon atoms when substituted by alkyl, carboxyl, alkyl and carboxyl, phenoxy, or carboxyl substituted phenoxy;
• phenyl;
• phenyl when substituted by alkyl, carbonyloxy, or carboxyl and acetyl;
• benzyl;
• and benzyl when substituted by alkyl;
• carboxyl, or carbonyloxy.

A method of inhibiting the cyclooxygenase activity of PGHS comprising the steps of administering to a patient in need thereof a therapeutically affective amount of the compounds of the formula (I) ##STR12## individual isomers thereof, or a pharmaceutically acceptable salt or hydrate thereof wherein R is a moiety selected from the group consisting of an alkyl of 1-11 carbon atoms;

• an alkyl of 1-11 carbon atoms when substituted by alkyl, carboxyl, alkyl and carboxyl, phenoxy, or carboxyl substituted phenoxy;
• phenyl;
• phenyl when substituted by alkyl, carbonyloxy, or carboxyl and acetyl;
• benzyl;
• and benzyl when substituted by alkyl, carboxyl, or carbonyloxy and an inert carrier or administering to a patient in need thereof a therapeutically effective amount of the compound (II) ##STR13## individual isomers thereof, or a pharmaceutically acceptable salt or hydrate thereof wherein R is a moiety selected from the group consisting of an alkyl of 1-11 carbon atoms;
• an alkyl of 1-11 carbon atoms when substituted by alkyl, carboxyl, alkyl and carboxyl, phenoxy, or carboxyl substituted phenoxy;
• phenyl;
• phenyl when substituted by alkyl, carbonyloxy, or carboxyl and acetyl;
• benzyl;
• and benzyl when substituted by alkyl, carboxyl, or carbonyloxy and an inert carrier.