Patent ID: 6469004
Filing Date: 2002-10-22
Classification: A61P,C07D

Abstract:
A compound of the following formula (I): whereinW is OR1, NR2OR1, NRARB, NR2NRARB, O(CH2)2-4NRARB, or NR2(CH2)2-4NRARB; R1 is H, C1-8 alkyl, C3-8 alkenyl, C3-8 alkynyl, C3-8 cycloalkyl, phenyl, (phenyl)-C1-4 alkyl, (phenyl)C3-4 alkenyl, (phenyl)C3-4 alkynyl, (C3-8 cycloalkyl)C1-4 alkyl, (C3-8 cycloalkyl)C3-4 alkenyl, (C3-8 cycloalkyl)C3-4 alkynyl, C3-8 heterocyclic radical, (C3-8 heterocyclic radical)C1-4 alkyl, (C3-8 heterocyclic radical)-C3-4 alkenyl, (C3-8 heterocyclic radical)C3-4 alkynyl or (CH2)2-4NRCRD; R2 is H, C1-4 alkyl, phenyl, C3-6 cycloalkyl, C3-6 heterocyclic radical, or (C3-6 cycloalkyl)methyl; RA is H, C1-6 alkyl, C3-8 alkenyl, C3-8 alkynyl, C3-8 cycloalkyl, phenyl, (C3-8 cycloalkyl)C1-4 alkyl, (C3-8 cycloalkyl)C3-4 alkenyl, (C3-8 cycloalkyl)C3-4 alkynyl, C3-8 heterocyclic radical, (C3-8 heterocyclic radical)C1-4 alkyl, (aminosulfonyl)phenyl, [(aminosulfonyl)phenyl]C1-4 alkyl, (aminosulfonyl)C1-6 alkyl, (aminosulfonyl)C3-6 cycloalkyl, [(aminosulfonyl)C3-6 cycloalkyl]C1-4 alkyl, or (CH2)2-4NRCRD; RB is H, C1-8 alkyl, C3-8 alkenyl, C3-8 alkynyl, C3-8 cycloalkyl, or phenyl; Q is one of the following formulae (i)-(iii): R3 is H or F; R4 is halo, NO2, SO2NRO(CH2)2-4NRERF, SO2NRERF, or (CO)T; T is C1-8 alkyl, C3-8 cycloalkyl, (NRERF)C1-4 alkyl, ORF, â€”NRO(CH2)2-4NRERF, or NRERF; Z is one of the following formulae (iv)-(viii): one of R5 and R6 is H or methyl and the other of R5 and R6 is H, C1-6 alkyl, C2-6 alkenyl, C2-6 â€ƒalkynyl, phenyl, benzyl, or â€”Mâ€”Eâ€”G; M is O, CO, SO2, NRJ, (CO)NRH, NRH(CO), NRH (SO2), (SO2)NRH, or CH2; E is (CH2)1-4 or (CH2)mO(CH2)p where 1&lE;(each of m and p)&lE;3 and 2&lE;(m+p)&lE;4; or E is absent; G is RK, ORI or NRJRK, provided that if p=1, then G is H; R7 is H, C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl, C3-6 cycloalkyl, phenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, (CH2)1-2Ar, where Ar is phenyl, 2-pyridyl, 3-pyridyl, or 4-pyridyl, SO2NRH(CH2)2-4NRJRK, (CO)(CH2)2-4NRJRK or (CO)NRH(CH2)2-4NRJRK; X1 is O, S, NR8, or CHR9; X2 is O, S, or CHR9; and X3 is O or S; where if X1 or X2 CHR9, said compound may also be a tautomerized indole; R8 is H, C1-4 alkyl, phenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, (CH2)1-2Ar, where Ar is phenyl, 2-pyridyl, 3-pyridyl, or 4-pyridyl, C2-4 alkenyl, C2-4 alkynyl, C3-6 cycloalkyl, or (C2-4 alkyl)NRLRM; provided R7 and R8 together have no more than 14 carbon atoms, exclusive of RL, RM, RJ and RK; RG is hydrogen, C1-4 alkyl, phenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, C3-4 alkenyl, C3-4 alkynyl, C3-6 cycloalkyl, (CO)ORP, (C2-4 alkyl)NRLRM, (CO)NRN(CH2)2-4NRLRM, (CO)NRLRM, (CO)(CH2)2-4â€”NRLRM, or (CH2)1-2Ar, where Ar is phenyl, 2-pyridyl, 3-pyridyl, or 4-pyridyl; R9 is C1-4 alkyl, phenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, C2-4 alkenyl, C2-4 alkynyl, C3-6 cycloalkyl, (CO)ORP, (C2-4 alkyl)NRLRM, (CO)NRN(CH2)2-4NRLRM, (CO)NRLRM, (CO)(CH2)2-4â€”NRLRM, or (CH2)1-2Arâ€², where Arâ€² is phenyl, 2-pyridyl, 3-pyridyl, or 4-pyridyl; â€ƒRP is H, C1-6 alkyl, phenyl, C3-4 alkenyl, C3-4 alkynyl, C3-6 cycloalkyl, or (CH2)2-4NRLRM; R10 is H, methyl, halo, or NO2; R11 is H, methyl, halo, or NO2; each of RC, RD, RE, RF, RI, RJ, RK, RL and RM is independently selected from H, C1-4 alkyl, C3-4 alkenyl, C3-4 alkynyl, C3-6 cycloalkyl, and phenyl; each of NRCRD, NRERF, NRJRK, and NRLRM can also independently be morpholinyl, piperazinyl, pyrrolidinyl, or piperadinyl; and each of RH, RN, and RO is independently H, methyl, or ethyl; wherein each hydrocarbon radical or heterocyclic radical above is optionally substituted with between 1 and 3 substituents independently selected from halo, C1-4 alkyl, C3-6 cycloalkyl, C3-4 alkenyl, C3-4 alkynyl, phenyl, hydroxyl, amino, (amino)sulfonyl, and NO2, wherein each substituent alkyl, cycloalkyl, alkenyl, alkynyl or phenyl is in turn optionally substituted with between 1 and 3 substituents independently selected from halo, C1-2 alkyl, hydroxyl, amino, and NO2; or a pharmaceutically acceptable salt or C1-7 ester thereof.