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US 5,929,117 AGranted
Immunotherapeutic agents
AssigneeCelgene Corporation
InventorsGeorge W. Muller, Mary Shire
Life of this patent
Estimating the term…
Abstract
Cyano and carboxy derivatives of substituted styrenes are inhibitors of tumor necrosis factor .alpha., nuclear factor .kappa.B, and phosphodiesterase and can be used to combat cachexia, endotoxic shock, retrovirus replication, asthma, and inflammatory conditions. A typical embodiment is 3,3-bis-(3,4-dimethoxyphenyl)acrylonitrile.
Claims11
A compound of the formula:
- ##STR5## in which:
- X is --O-- and R.sup.1 is alkyl of up to 10 carbon atoms, monocycloalkyl of up to 10 carbon atoms, polycycloalkyl of up to 10 carbon atoms, or benzocyclic alkyl of up to 10 carbon atoms;
- R.sup.2 is hydrogen, nitro, cyano, trifluoromethyl, carbethoxy, carbomethoxy, carbopropoxy, acetyl, carbamoyl, acetoxy, carboxy, hydroxy, amino, lower alkyl, lower alkylidenemethyl, lower alkoxy, or halo;
- R.sup.3 is (i) phenyl or naphthyl, unsubstituted or substituted with 1 or more substituents each selected independently from nitro, cyano, halo, trifluoromethyl, carbethoxy, carbomethoxy, carbopropoxy, acetyl, carbamoyl, or carbamoyl substituted with alkyl of 1 to 3 carbon atoms, acetoxy, carboxy, hydroxy, amino, amino substituted with an alkyl of 1 to 5 carbon atoms, alkyl of up to 10 carbon atoms, cycloalkyl of up to 10 carbon atoms, alkylidenemethyl of up to 10 carbon atoms, cycloalkylidenemethyl of up to 10 carbon atoms, phenyl, or methylenedioxy;
- or (ii) cycloalkyl of 4-10 carbon atoms, unsubstituted or substituted with 1 or more substituents each selected independently from the group consisting of nitro, cyano, halo, trifluoromethyl, carbethoxy, carbomethoxy, carbopropoxy, acetyl, carbamoyl, acetoxy, carboxy, hydroxy, amino, substituted amino, alkyl of 1 to 10 carbon atoms, alkoxy of 1 to 10 carbon atoms, and phenyl;
- each of R.sup.4 and R.sup.5 taken individually is hydrogen or R.sup.4 and R.sup.5 taken together are a carbon-carbon bond;
- Y is --COZ, --C.tbd.N, or lower alkyl of 1 to 5 carbon atoms;
- Z is --OH, --NR.sup.6 R.sup.6, --R.sup.7, or --OR.sup.7 ;
- R.sup.6 is hydrogen or lower alkyl;
- and
- R.sup.7 is alkyl or benzyl.
8 more elements
Dependencies are inferred from the claim text.