Compounds useful as antiproliferative agents

C - Chemistry – Metallurgy – 07 – D

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C07D 209/10 (2006.01) A61K 31/40 (2006.01) A61K 31/435 (2006.01) C07D 207/325 (2006.01) C07D 209/16 (2006.01) C07D 403/04 (2006.01) C07D 471/04 (2006.01)

Patent

CA 2082982

Case W-0496 COMPOUNDS USEFUL AS ANTIPROLIFERATIVE AGENTS ABSTRACT OF THE DISCLOSURE Melatonin compounds are disclosed of the formula Image where R is hydrogen or C1 to C6 linear or branched alkylene substituted with phenyl; R1 is hydrogen, substituted benzyl, naphthylmethyl or taken together with R2 and the two carbon atoms of the five-membered hetero ring form the group Image where R1' is C1 to C6 linear or branched alkanoyl and R1" is hydrogen, C1 to C6 linear or branched alkyl or phenyl optionally substituted with one or more halogen, amino, nitro, hydroxy, alkyl, alkoxy or haloalkyl; R2 is hydrogen, 1-pyrrolyl, 1- pyrrolyl substituted with one or more alkyl or alkoxy, the group -(CH2)m-NHR2'1, where m is 1 to 3 and R2' is phenyl sulfonyl, the phenyl group optionally substituted with alkyl, or -C(O)-R2", where R2" is C1 to C6 linear or branched alkylene substituted with a substituent selected from the group consisting of hydrogen, phenyl, alkoxy, alkoxy substituted with phenyl, carboxylic acid or the alkyl esters thereof, carbamoyloxy alkyl, substituted carbamoyloxy alkyl and amino or 5-(2-alkanoyl) tetrazole; R3, R4, R5 and R6 are the same or different and are Case W-0496 hydrogen, C1 to C6 linear or branched alkyl, C1 to C6 linear or branched alkoxy, phenoxy or phenoxy substituted with one or more C1 to C6 linear or branched alkyl. The compounds display melatonin antagonist and are antiproliferative agents.

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