US 7,456,288 B2
Heterocyclic compounds and methods of making and using thereof
Yeleswarapu Koteswar Rao, Andhra Pradesh (India); Manojit Pal, Andhra Pradesh (India); Vedula Manohar Sharma, Andhra Pradesh (India); Akella Venkateswarlu, Andhra Pradesh (India); Ram Pillarisetti, Norcross, Ga. (US); Srinivas Padakanti, Hyderabad (India); and Kalleda Srinivasa Rao, Hyderabad (India)
Assigned to Reddy US Therapeutics, Inc., Norcross, Ga. (US)
Filed on Oct. 28, 2004, as Appl. No. 10/976,284.
Claims priority of provisional application 60/610163, filed on Sep. 15, 2004.
Claims priority of application No. 861/CHE/2003 (IN), filed on Oct. 28, 2003.
Prior Publication US 2005/0119269 A1, Jun. 02, 2005
Int. Cl. C07D 215/04 (2006.01)
U.S. Cl. 546—158  [546/157] 8 Claims
 
1. A compound of general formula (III)

OG Complex Work Unit Drawing
its tautomeric forms, its stereoisomers, or its pharmaceutically acceptable salts,
wherein R1, R2, and R3 independently are hydrogen, a hydroxy group, a halogen, a nitro group, a carboxy group, a carbamoyl group, an optionally substituted amino group, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an alkenyl group, a cycloalkenyl group, an alkoxyalkyl group, an alkenyloxy group, a cycloalkenyloxy group, an acyl group, an acyloxy group, an aryl group, an aryloxy group, an aroyl group, an aroyloxy group, an aralkyl group, an aralkoxy group, a heterocyclyl group, a heteroaryl group, a heteroaralkyl group, a heteroaryloxy group, a heteroaralkoxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, a heteroarylcarbonyl group, an alkylsulfonyl group, an arylsulfonyl group, an aralkylsulfinyl group, an alkylsulfinyl group, an arylsulfinyl group, a heteroarylsulfinyl group, an aralkylsulfinyl group, an alkylthio group, an arylthio group, a heteroarylthio group, an aralkylthio group, an aryloxyalkyl group, carboxylic acid or a derivative thereof, or sulfonic acid or a derivative thereof;
wherein R4 is hydrogen, a hydroxy group, a halogen, a nitro group, a carboxy group, a carbamoyl group, an optionally substituted amino group, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an alkenyl group, a cycloalkenyl group, an alkoxyalkyl group, an alkenyloxy group, a cycloalkenyloxy group, an acyl group, an acyloxy group, an aryl group, an aryloxy group, an aroyl group, an aroyloxy group, an aralkyl group, an aralkenyl group, an aralkynyl group, an aralkoxy group, a heterocyclyl group, a heterocyclenyl group, a heteroaryl group, a heteroaralkyl group, a heteroaryloxy group, a heteroaralkoxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, an aralkoxycarbonyl group, a heteroarylcarbonyl group, an alkylsulfonyl group, an arylsulfonyl group, a heteroarylsulfonyl group, an alkylsulfinyl group, an arylsulfinyl group, an aralkylsulfinyl group, a heteroarylsulfinyl group, an aralkylsulfinyl group, an alkylthio group, an arylthio group, a heteroarylthio group, an aralkylthio group, an aryloxyalkyl group, an aralkoxyalkyl group, a fused heteroarylcycloalkenyl group, a fused heteroarylheterocyclenyl group, carboxylic acid or a derivative thereof:, or sulfonic acid or a derivative thereof;
wherein ‘______’ is an optional chemical bond;
wherein E is —NR;
wherein Z is O, —NR, (—CH2—)u, or S(═O)u;
wherein G is —(CH2)s—, —(CH2)s—CH═CH—(CH2)s—, or —(CH2)s—C═C—(CH2)s—;
wherein u is an integer from 0-2;
wherein s is an integer from 0-5;
wherein R and R5 independently are hydrogen, potassium, sodium, a hydroxy group, a halogen, a nitro group, an optionally substituted amino group, an alkyl group, an alkoxy group, an alkenyl group, an alkoxyalkyl group, a cycloalkenyloxy group, an acyl group, an aryl group, an aralkyl group, a heterocyclyl group, or a heteroaryl group; and
wherein R′ and R″ independently are hydrogen, a halogen, a nitro group, an amino group, a mono- or di-substituted amino group, a hydroxyl group, an alkoxy group, a carboxy group, a cyano group, an oxo(O═) group, a thio(S═) group, an alkyl group, a cycloalkyl group, an alkoxy group, a haloalkoxy group, a cycloalkyl group, an aryl group, a benzyloxy group, an acyl group, an acyloxy group, an aroyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a heteroaryl group, a heterocyclyl group, an aralkyl group, an alkylsulfonyl group, an alkylsulfinyl group, an arylsulfonyl group, an arylsulfinyl group, an alkylthio group, an arylthio group, an aralkylthio group, or a heterocyclyl sulfonyl group.