Novel compounds for modulating cell proliferation
AssigneeHSC Research Development Corporation
InventorsChaim M. Roifman, Thomas Grunberger, Olga Rounova, Demin Peter, Nigel Sharfe
Life of this patent
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Abstract
Novel styrylacrylonitrile compounds which are useful in treating a variety of cell proliferative disorders such as cancer are disclosed. The compounds are of Formula (1).
Claims43
A compound of Formula I, and salts, solvates or hydrates thereof:
- 44
- wherein
- R1 and R2 are each independently selected from the group consisting of H, OH, C1-6alkyl, C1-6alkoxy, NH2, NH—C1-6alkyl, N(C1-6alkyl)(C1-6alkyl), SH, S—C1-6alkyl, O—Si(C1-6alkyl)(C1-6alkyl)(C1-6alkyl), NO2, CF3, OCF3 and halo;
- R3 is selected from the group consisting of H, OH, C1-6alkyl, C1-6alkoxy, NH2, NH—C1-6alkyl, N(C1-6alkyl)(C1-6alkyl), SH, S—C1- 6alkyl, O—Si(C1-6alkyl)(C1-6alkyl)(C1-6alkyl), NO2, halo and CH2—S—(CH2)nAr;
- R4 is selected from the group consisting of C(X)R5, SO3Ar, NH2, NH—C1-6alkyl, N(C1-6alkyl)(C1-6alkyl), P(O)(OH)2, P(O)(OC1-6alkyl)2, and C(NH2)═C(CN)2;
- X is selected from O, S, NH and N—C1-6alkyl;
- R5 is selected from the group consisting of NH2, OH, NH(CH2)pAr, NH(CH2)pOH, (CH2)pOC1-6alkyl, C1-6alkyl, C1-6alkoxy, NHNH2, NHC(O)NH2, NHC(O)C1-6alkoxy, N-morpholino and N-pyrrolidino;
- and
- Ar is an aromatic or heteroaromatic group, unsubstituted or substituted with 1-4 substituents, independently selected from the group consisting of OH, C1-6alkyl, C1-6alkoxy, NH2, NH—C1-6alkyl, N(C1-6alkyl)(C1-6alkyl), SH, S—C1-6alkyl, NO2, CF3, OCF3 and halo;
- n is 0 to 4;
- and
- p is 1-4.
The compound according to clam 14, wherein p is 1-2.
The compound (E,E)-2-(benzylamido)-3-(3,4-dihydroxystyryl) acrylonitrile (CR4).
The compound (E,E)-2-(3,4-dihydroxybenzylamido)-3-(3,5-dimethoxy-4-hydroxystyryl)acrylonitrile (CR11).
The compound (E,E)-2-(3,4 dihydroxybenzylamido)-3-styrylacrylonitrile (CR19).
Dependencies are inferred from the claim text.