Patent ID: 6258806
Filing Date: 2001-07-10
Classification: C07C,C07D

Abstract:
A compound of the general formula (I): ##STR43##or pharmaceutically acceptable salts thereof, wherein:each R is independently selected from the group consisting of hydrogen, --R'H, --R'C(O)OR"", --R'C(O)NH.sub.2, --R'C(O)NHR"", --R'C(O)NR""R"", --R'NHC(O)R"", and --R'C(O)R"", where R"" and R""' are (C.sub.1 -C.sub.12)alkyl, (C.sub.3 -C.sub.12)cycloalkyl, (C.sub.3 -C.sub.12)cycloalkyl(C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.12)aryl, (C.sub.7 -C.sub.16)aralkyl, (C.sub.2 -C.sub.12)alkenyl, (C.sub.8 -C.sub.16)aralkenyl, (C.sub.2 -C.sub.12)alkynyl, (C.sub.8 -C.sub.16)aralkynyl or heterocycylic, and R' is an optionally substituted divalent radical derived from (C.sub.1 -C.sub.12)alkyl, (C.sub.3 -C.sub.12)cycloalkyl, (C.sub.3 -C.sub.12)cycloalkyl(C.sub.1 -C.sub.6)alkyl, (C.sub.6 -C.sub.12)aryl, (C.sub.7 -C.sub.16)aralkyl, (C.sub.2 -C.sub.12)alkenyl, (C.sub.8 -C.sub.16)aralkenyl, (C.sub.2 -C.sub.12)alkynyl, C.sub.8 -C.sub.16)aralkynyl or heterocyclic; or wherein any two R substituents, not necessarily vicinal, taken together are optionally substituted linear (C.sub.2 -C.sub.8)alkylidene;R.sup.1, R* and the nitrogen atoms to which they are bound together form a cyclic diazaalkane of the formula: ##STR44##where p is 1 to 3, each R is independently as defined above and R.sup.8 is R, --NH.sub.2, --NHR, --NR.sub.2, --COOH, --COOL, --CHO, --C(O)R, --CN, halo, --CF.sub.3, --OL, --SR, --S(O)R, --S(O).sub.2 R, --CONH.sub.2, --CONHR, --CONR.sub.2, --NHOH, --NHOL, --NO.sub.2, or --NHNH.sub.2, wherein each R is independently as defined above and each L is R or a protecting group that protects the hydroxyl group during synthesis and/or prevents premature metabolism of the compound of formula (I);Y is hydrogen, --R or --OR, where R is as previously defined, or is an amino acid or peptide residue in which any functional group present is optionally protected;a and b are independently 0 to 4 and c is 0 to 6;Q is ##STR45##where L is R or a protecting group that protects the hydroxyl group during synthesis and/or prevents premature metabolism of the compound of formula (I), and each R, independently of the others, is as previously defined;X is selected from the group consisting of Ra, RbC(O), Re and an optionally protected amino acid residue, with the proviso that the optional protecting group is other than quinoline-2-carbonyl, whereinRa and Rb are independently selected from (C.sub.1 -C.sub.12)alkyl; (C.sub.3 -C.sub.12)cycloalkyl; (C.sub.3 -C.sub.12)cycloalkyl(C.sub.1 -C.sub.6)alkyl; heterocyclic; (C.sub.1 -C.sub.12)alkylheterocyclic; heterocylic(C.sub.6 -C.sub.16)aryloxy; (C.sub.1 -C.sub.12)alkoxy; (C.sub.1 -C.sub.12)alkoxy(C.sub.1 -C.sub.12)alkyl; (C.sub.6 -C.sub.16)aryloxy(C.sub.1 -C.sub.12)alkyl; (C.sub.6 -C.sub.16)aryloxy(C.sub.1 -C.sub.12)alkoxy; (C.sub.6 -C.sub.16)aryl; (C.sub.6 -C.sub.16)aryl(C.sub.1 -C.sub.12)alkyl; (C.sub.6 -C.sub.16)aryl(C.sub.1 -C.sub.12)alkylheterocylic; heterocyclicoxy(C.sub.1 -C.sub.12)alkyl; (C.sub.1 -C.sub.12)alkylamino; di(C.sub.1 -C.sub.12)alkylamino; (C.sub.6 -C.sub.16)arylamino; di(C.sub.6 -C.sub.16)arylamino; (C.sub.7 -C.sub.12)aralkylamino and di(C.sub.7 -C.sub.12)aralkylamino; any of which may be optionally substituted;and Re is a group of the formula: ##STR46##where Z has the meaning of Ra or Rb or is an acylated amino acid residue, and R.sub.f is the side chain of a naturally occurring amino acid in which any functional group present is optionally protected, or is cyanoalanyl.