Biologically active carboxylic acid esters

Details Biologically active carboxylic acid esters Biologically active carboxylic acid esters

C - Chemistry, Metallurgy

07

C

167/245, 167/255

C07C 69/28 (2006.01) C07C 69/96 (2006.01) C07D 307/88 (2006.01) C07D 307/89 (2006.01)

Patent

CA 1327595

(1) ABSTRACT The present invention provides compounds of formulae XCH2-CHX-CHX-C(=O)-O-Z (I), CH3-CO-CH2-C(=O)-O-Z (II) and CH3-CH2-CO-C(=O)-O-Z (III), wherein X is H, or one X only may be OH; Z is -CHR-O-(O=)C-R' or Image , and either R represents hydrogen, alkyl, aralkyl or aryl, and R' represents alkyl, aminoalkyl, amino(substituted alkyl), aralkyl, aryl, alkoxy, aralkoxy or aryloxy, provided that in (I) when X is H and R' is propyl, then R is alkyl which contains at least two carbon atoms, aralkyl and aryl, or R and R' together constitute a single bivalent radical whereby the compounds of formula (I) include an oxygen-containing heterocyclic ring; and R" represents hydrogen, alkyl, aralkyl or aryl. The invention also provides pharmaceutical compositions for producing an antitumor or immune response modulating effect and which contain at least one compound of formulae XCH2-CHX-CHX-C(=O)-O-Z (I'), (II) and (III); (II) and (III) being as defined above, and wherein in formula (I'), X is H or one X only may be OH, Z is -CHR-O-(O=)C-R' or Image (2) Image , and either R represents hydrogen, alkyl, aralkyl or aryl, and R' represents alkyl, aminoalkyl, amino(substituted alkyl), aralkyl, aryl, alkoxy, aralkoxy and aryloxy, or R and R' together constitute a single bivalent radical whereby the compounds of formula (I') include an oxygen-containing heterocyclic ring, and R" represents hydrogen, alkyl, aralkyl or aryl, together with at least one pharmaceutically acceptable adjuvant, diluent or carrier. The invention further relates to a method of treating tumors or producing an immune response modulating effect in animals, which comprises administering to an animal an effective antitumorogenic or immune response modulating dose of at least one compound of formulae (I'), (II) and (III) as just defined, and to the use of a compound of formulae (I'), (II) and (III) as defined in the foregoing paragraph for the manufacture of a medicament for treating tumors in animals.

573518

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