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US 8,680,100 B2Granted
Sulfonylhydrazide compounds for treating proliferative disorders
AssigneeSynta Pharmaceuticals Corp.
InventorsJun Jiang, Teresa Kowalczyk-Przewloka, Stefan M. Schweizer, Zhi-Qiang Xia, Shoujun Chen, Christopher Borella, Lijun Sun
Life of this patent
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Abstract
The present invention is directed to compounds represented by structural formula (I), or a pharmaceutically acceptable salt or a transition metal chelate, coordinate or complex thereof or a transition metal chelate, coordinate or complex of a deprotonated form of the compound. Pharmaceutical composition and method of use for these compounds are also included.
Claims15
A compound represented by the following structural formula:
- or a pharmaceutically acceptable salt or a transition metal chelate, coordinate or complex thereof or a transition metal chelate, coordinate or complex of a deprotonated form of the compound, wherein:
- each Z is S;
- R1 and R2 are different and are each selected from the group consisting of an optionally substituted alkyl;
- an optionally substituted alkenyl;
- an optionally substituted alkynyl;
- an optionally substituted cycloalkyl;
- an optionally substituted cycloalkenyl;
- an optionally substituted heterocyclic group wherein the heterocyclic group is bonded to the thiocarbonyl carbon via a carbon-carbon linkage;
- an optionally substituted phenyl;
- an optionally substituted bicyclic aryl;
- an optionally substituted five to seven-membered monocyclic heteroaryl;
- an optionally substituted nine to fourteen-membered bicyclic heteroaryl wherein the heteroaryl group is bonded to the thiocarbonyl carbon via a carbon-carbon linkage;
- —NR12R13;
- —OR14;
- —SR14 and —S(O)pR15;
- R3 and R4 are each independently selected from the group consisting of hydrogen, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cycloalkyl, an optionally substituted cycloalkenyl, an optionally substituted heterocyclic group, and an optionally substituted five to six-membered aryl or heteroaryl group;
- or
- R1 and R3 and/or R2 and R4, taken together with the atoms to which they are attached, form an optionally substituted heterocyclic group or an optionally substituted heteroaryl group;
- R5 is —CR6R7—, —C(═CHR8)— or —C(═NR8)—;
- R6 and R7 are both —H or an optionally substituted lower alkyl;
- R8 is selected from the group consisting of —OH, an alkyl, an alkenyl, an alkynyl, an alkoxy, an alkenoxy, an alkynoxy, a hydroxyalkyl, a hydroxyalkenyl, a hydroxyalkynyl, a haloalkyl, a haloalkenyl, a haloalkynyl, an optionally substituted phenyl, an optionally substituted bicyclic aryl, an optionally substituted five to six-membered monocyclic heteroaryl, an optionally substituted nine to fourteen-membered bicyclic heteroaryl, an optionally substituted cycloalkyl or an optionally substituted heterocyclic group;
- —NR10R11, and —COR9;
- R9 is an optionally substituted phenyl, an optionally substituted bicyclic aryl, an optionally substituted five or six-membered monocyclic heteroaryl, an optionally substituted nine to fourteen-membered bicyclic heteroaryl, an optionally substituted alkyl, an optionally substituted cycloalkyl or an optionally substituted heterocyclic group;
- R10 and R11 are each independently selected from the group consisting of —H, —OH, amino, (di)alkylamino, an alkyl, an alkenyl, an alkynyl, an alkoxy, an alkenoxy, an alkynoxy, a hydroxyalkyl, a hydroxyalkenyl, a hydroxyalkynyl, a haloalkyl, a haloalkenyl, a haloalkynyl, an optionally substituted phenyl, an optionally substituted bicyclic aryl, an optionally substituted five to six-membered monocyclic heteroaryl, an optionally substituted nine to fourteen-membered bicyclic heteroaryl, an optionally substituted cycloalkyl or an optionally substituted heterocyclic group and —COR9, or R10 and R11, taken together with the nitrogen atom to which they are attached, form a five to six-membered heteroaryl group;
- R12, R13 and R14 are each independently —H, an optionally substituted alkyl, an optionally substituted phenyl or an optionally substituted benzyl, or R12 and R13, taken together with the nitrogen atom to which they are attached, form an optionally substituted heterocyclic group or an optionally substituted heteroaryl group;
- R15 is an optionally substituted alkyl, an optionally substituted aryl or an optionally substituted heteroaryl;
- and
- p is 1 or 2;
- provided that when R3 and R4 are both methyl, then R1 and R2 are not both unsubstituted phenyl.
26 more elements
Dependencies are inferred from the claim text.