Patent ID: 6172060
Filing Date: 2001-01-09
Classification: A61P,C07D

Abstract:
A compound of structure I: ##STR21##wherein,R.sub.1 is an alkoxy, a cycloalkoxy, a halogen, or ##STR22##R.sub.2 is a hydrogen, an alkoxy, or a haloalkoxy; andR.sub.3 is: ##STR23## ##STR24##whereinD is(i) --NO,(ii) --NO.sub.2,(iii) --C(R.sub.d)--O--C(O)--Y--Z--(C(R.sub.e)(R.sub.f)).sub.p --T--Q,wherein R.sub.d is a hydrogen, a lower alkyl, a cycloalkyl, an aryl, an arylalkyl, or a heteroaryl; Y is oxygen, sulfur, CH.sub.2 or NR.sub.i, wherein R.sub.i is a hydrogen or a lower alkyl; R.sub.e and R.sub.f are each independently a hydrogen, a lower alkyl, a haloalkyl, an alkoxy, a cycloalkyl, an aryl, a heteroaryl, an arylalkyl, an amino, an alkylamino, an amido, an alkylamido, a dialkylamino, a carboxylic acid, a carboxylic ester, a carboxamido or --T--Q, or R.sub.e and R.sub.f taken together with the carbon atoms to which they are attached are a carbonyl, a cycloalkyl, a heterocyclic ring or a bridged cycloalkyl; p is an integer from 1 to 10; T is independently a covalent bond, oxygen, sulfur or NH; Z is a covalent bond, a lower alkyl, a haloalkyl, a cycloalkyl, an aryl, a heteroaryl, an arylalkyl, a heteroalkyl, an arylheterocyclic ring or (C(R.sub.e)(R.sub.f)).sub.p ; and Q is --NO or --NO.sub.2 ;(iv) --C(O)--Y--Z--(G--(C(R.sub.e (R.sub.f)).sub.q --T--Q).sub.p,wherein G is a covalent bond, --T--C(O)--, --C(O)--T-- or T, wherein q is an integer from 0 to 5, and Y, Z, R.sub.e, R.sub.f, p, T and Q are as defined above; or(v) --P--Z--(G--(C(R.sub.e)(R.sub.f)).sub.q --T--Q).sub.p,wherein P is a carbonyl, a phosphoryl or a silyl, and Z, G, p, q, T, Q, R.sub.e and R.sub.f are as defined above;R.sub.4 is(i) hydrogen,(ii) --CH(R.sub.d)--O--C(O)--Y--Z--(C(R.sub.e)(R.sub.f)).sub.p --T--Q,(iii) --C(O)--T--(C(R.sub.e)(R.sub.f)).sub.p --T--Q, or(iv) --C(O)--Z--(G--(C(R.sub.e)(R.sub.f)).sub.p --T--Q).sub.p ;wherein R.sub.d, R.sub.e R.sub.f, p, G, T, Q, Y, and Z are defined above;R.sub.5 is a lone pair of electrons or --CH(R.sub.d)--O--C(O)--Y--Z--(C(R.sub.e (R.sub.f)).sub.p --T--Q, wherein R.sub.d, R.sub.e, R.sub.f, p, Y, Z, T and Q are as defined above and the ring nitrogen bears a positive charge;R.sub.11 and R.sub.12 are independently a hydrogen or R.sub.4 ;X is a halogen, and;D.sub.1 is D or a hydrogen;with the proviso that at least one of R.sub.4, R.sub.5, R.sub.11 or R.sub.12 contains at least one --NO or --NO.sub.2 group.