Patent ID: 6391901
Filing Date: 2002-05-21
Classification: A61K,A61P,C07D

Abstract:
A compound of formula I or a pharmaceutically acceptable salt thereof whereinA is carbonyl or methylene; D is CH or CRd in which Rd is methyl or methoxy; E is CH or CRe in which Re is methyl, methoxy or halo; R2 is â€”NRaâ€”COâ€”(CH2)mâ€”Rb or â€”Oâ€”CH2â€”Rb in which m is 0 or 1, Ra is hydrogen or methyl, and Rb is a ring of formula XII or formula XIII â€ƒin which G is O, S, NH, CH2 or CH2â€”CH2 and Rc is hydrogen or methyl, and L is NRf or CH2 and Rf is hydrogen or methyl; or R2 is â€”NHCORg in which Rg is a five-membered heteroaromatic ring having 2 heteroatoms selected from O, S and N and in which the carbonyl group is bonded to a ring carbon situated between a ring heteroatom and another ring carbon; or Rg is 1,1-dioxo-isothiazolidin-3-yl; or Rg is â€”CORu in which Ru is methoxy, amino or phenyl; or R2 is â€”(CH2)nâ€”Rh, â€”Oâ€”(CH2)nâ€”Rh or â€”NHâ€”(CH2)nâ€”Rh in which n is 1 or 2 and Rh is cyclopentyl, cyano, or â€”CONRiRj in which Ri and Rj are independently hydrogen or methyl or the group NRiRj is pyrrolidino, piperidino, or morpholino; or R2 is â€”X2â€”(CH2)pâ€”Rk, or â€”Oâ€”CH2â€”CH(CH3)â€”Rk in which X2 is a direct bond, methylene or O and p is 1, 2 or 3, provided that when p is 1, then X2 is a direct bond, and Rk is 2-oxopyrrolidin-1-yl or NHCORm in which Rm is (1-3C)alkyl, phenyl or pyridyl; or R2 is â€”NHâ€”COâ€”NRiRj in which Ri and Rj are independently hydrogen or methyl or the group NRiRj is pyrrolidino, piperidino, or morpholino; or R2 is â€”Oâ€”COâ€”NRpRq in which Rp and Rq are independently hydrogen, methyl or ethyl or the group NRpRq is pyrrolidino, piperidino, or morpholino; or R2 is â€”NHâ€”SO2â€”Rr in which Rr is (1-3C)alkyl or phenyl; or R2 is 2-oxo-oxazolidin-5-yl or 1-hydroxy-2-(methylsulfonylamino)ethyl; and R3 is â€”X3â€”(CH2)sâ€”NRsRt in which X3 is a direct bond, methylene or O; s is 1 or 2; provided that when s is 1, then X3 is a direct bond; and Rs and Rt are independently hydrogen or (1-3C)alkyl or the group NRsRt is pyrrolidino, piperidino, or morpholino; and R6 is hydrogen, hydroxy or methoxy; or A, E, R3 and R6 are defined as above; R2 is hydrogen and D is Câ€”NHâ€”COâ€”NRiRj or Câ€”NHâ€”COâ€”CORu in which Ri, Rj and Ru are defined as above; provided the compound of formula I is not a urethane wherein A is carbonyl; D is CH; E is CH; R2 is â€”Oâ€”COâ€”NRpRq in which one of Rp and Rq is hydrogen, and the other of Rp and Rq is methyl or ethyl; R3 is â€”Oâ€”(CH2)2â€”NRsRt in which Rs and Rt are independently (1-3C)alkyl or the group NRsRt is pyrrolidino, piperidino, or morpholino; and R6 is hydroxy or methoxy; further provided the compound of formula I is not a urethane wherein A is carbonyl; D is CH; E is CH; R2 is â€”Oâ€”COâ€”NRpRq in which one of Rp and Rq is hydrogen and the other of Rp and Rq is methyl or ethyl, or each of Rp and Rq is methyl or ethyl; R3 is â€”Oâ€”(CH2)2â€”NRsRt in which Rs and Rt are each hydrogen or the group NRsRt is pyrrolidino or piperidino; and R6 is hydrogen, hydroxy or methoxy; and further provided the compound of formula I is not a sulfonamide wherein A is carbonyl; D is CH or CRd in which Rd is methyl or methoxy; E is CH or CRe in which Re is methyl, methoxy or halo; R2 is â€”NHâ€”SO2â€”Rr in which Rr is (1-3C)alkyl or phenyl; R3 is â€”X3â€”(CH2)sâ€”NRsRt in which X3 is a direct bond, methylene or O; s is 1 or 2; provided that when s is 1, then X3 is a direct bond; and Rs and Rt are independently hydrogen or (1-3C)alkyl or the group NRsRt is pyrrolidino, piperidino, or morpholino; and R6 is hydrogen, hydroxy or methoxy.