Patent ID: 6767906
Filing Date: 2004-07-27
Classification: A61P,C07D

Abstract:
A compound of the formula I whereinq is 1-5, R1 is &agr;) â€”S(&boxH;O)kâ€”NR6R7, in which k is 1 or 2, wherein under the proviso that R6 and R7 cannot be simultaneously hydrogen &agr;1) R6, R7 can be identical or different from one another and represent an aliphatic, carbocyclic, heterocyclic, carbocyclic-aliphatic or heterocyclic-aliphatic radical; hydrogen or lower aliphatic acyl; or &agr;2) R5 and R7 together are an alkylene or alkenylene radical having from 3 up to and including 9 C atoms, in which 1-3 C atoms can be replaced by oxygen, sulfur or nitrogen, wherein said alkylene or alkenylene radical can be unsubstituted or substituted by halogen, hydroxy, lower alkoxy, amino, lower alkylamino, di-lower alkylamino, carbamoyl, lower alkylcarbamoyl or a radical â€”(CH2)yâ€”R10, in which y is 0 to 3, preferably 0 to 2, and R10 is hydrogen or phenyl, which is unsubstituted or substituted by halogen, halogen lower alkyl, lower alkoxy, hydroxy, lower alkoxycarbonyl, amino, lower alkylamino, di-lower alkylamino, carbamoyl, lower alkylcarbamoyl, carboxyl, methylenedioxy or cyano, or &bgr;) N-(aryl lower alkyl)carbamoyl, or &ggr;) a radical at the formula â€”NHâ€”S(&boxH;O)iâ€”R8, in which i is 1 or 2, R8, an aliphatic, carbocyclic or heterocyclic radical; or &dgr;) a radical of the formula â€”NHâ€”C(&boxH;O)â€”R9, in which R9 is alkoxy, aryloxy, alkenyl, alkynyl, heterocyclyl alkynyl, aryl alkynyl, heteroaryl alkynyl, alkynyloxy or aryl alkynyloxy, which in each case is unsubstituted or substituted, the substituents being selected from the group consisting of halogen, hydroxy, phenyl, lower alkyl, lower alkoxy, lower alkoxycarbonyl, amino, lower alkylamino, di-lower alkylamino, carbamoyl, lower alkylcarbamoyl, carboxyl, methylenedioxy, tri-lower alkyl silyl, cyano or lower alkyl which is substituted by halogen, wherein such an unsubstituted or substituted R9 radical has not more than 20 C atoms: â€ƒwhere, if more than one radical R1 is present in the molecule, these can be identical or different from one another, R2 is hydrogen, carbamoyl or N-lower alkyl-carbamoyl, R3 is lower alkyl, which is unsubstituted or substituted by hydroxy, lower alkoxy, amino, lower alkylamino or N,N-di-lower alkylamino and a) R4 is hydrogen, amino, phenylamino, lower alkylamino, hydroxyl, phenoxy, lower alkoxy, acyl having 1-30 C atoms, a carbocyclic or carbocyclic-aliphatic radical having not more than 29 C atoms, a heterocyclic or heterocyclic-aliphatic radical having not more than 20 C atoms and not more than 9 heteroatoms, or a substituted hydrocarbon radical having not more than 29 C atoms wherein the substituents are selected from halogen, amino, lower alkylamino, &ohgr;-amino-lower alkylamino, lower alkanoylamino, benzoylamino, hydroxylamino, hydroxylimino, lower alkoxy-amino, phenyloxyamino, amino-cyclohexyl-amino-, amino-phenyl-amino-, carbamoyl-amino, (N-lower alkyl-carbamoyl)-amino, (N-[&ohgr;-amino-lower alkyl]-carbamoyl)-amino, (N-phenyl-carbamoyl)-amino, lower alkylthio, thiocarbamoyl, thioureido, N-lower alkyl-thioureido, N-phenyl-thioureido, guanidino, N-lower alkyl-guanidino, carboxyl, lower alkoxycarbonyl, phenyloxycarbonyl, benzyloxycarbonyl, hydroxylaminocarbonyl, carbamoyl, amidino, cyano, lower alkoxy, phenyloxy, aminocarbonyl-oxy, oxo, aminosulfonyl, lower alkylsulfonyl-amino, glycylamino, alanylamino, phenylalanylamino, prolylamino, valylamino, leucylamino, isoleucylamino, serylamino, threonylamino, cysteinylamino, methionylamino, tyrosylamino, tryptophanylamino, arginylamino, histidylamino, lysylamino, glutamylamino, glutaminylamino, asparagylamino, asparaginylamino and phenylglycylamino; and R5, independently of R4, is as defined above for R4, with the exception of hydrogen, or b) R4 and R5 together are 1,2-ethylene, propane-1,3-diyl, butane-1,4-diyl, pentane-1,5-diyl, 3-(3-amino-propionyl)-3-aza-pentane-1,5-diyl, 2-amino-butane-1,4-diyl, 1-aminomethyl-butane-1,4-diyl, 1-hydroxymethyl-butane-1,4-diyl, 3-hydroxy-pentane-1,5-diyl, 1-hydroxy-hexane-1,5-diyl, 3-(2-amino-ethyl)-pentane-1,5-diyl, 3-aza-pentane-1,5-diyl (â€”CH2â€”CH2â€”NHâ€”CH2â€”CH2â€”), 3-aza-2,4-dimethyl-pentane-1,5-diyl (â€”CH2â€”CH[CH3]â€”NHâ€”CH[CH3]â€”CH2â€”), 3-amino-3-aza-pentane-1,5-diyl (â€”CH2â€”CH2â€”N[NH2]â€”CH2â€”CH2â€”), 1-aza-pentane-1,5-diyl, 1-aza-1-toluylaminocarbonyl-pentane-1,5-diyl, 1-aza-1-(methylamino-thiocarbonyl)-pentane-1,5-diyl, 1-aza-1-(tert-butylamino-carbonyl)-pentane-1,5-diyl, 1aza-1-(cyclohexylamino-carbonyl)-pentane-1,5-diyl, 3-aza-1-hydroxy-heptane-3,7-diyl, 3-aza-1-cyano-heptane-3,7-diyl, 1-amino-3-aza-heptane-3,7-diyl, 3-(2-amino-ethyl)-3-aza-pentane-1,5-diyl (â€”CH2â€”CH2â€”N[â€”CH2â€”CH2â€”NH2]â€”CH2â€”CH2â€”), 1-carbamoyl-butane-1,4-diyl, 2-formylamino-pentane-1,4-diyl, 2-aza-butadiene-1,4-diyl (â€”CH&boxH;CHâ€”N&boxH;CHâ€”), 2-aza-3-hydroxymethyl-butadiene-1,4-diyl (â€”CH&boxH;C[CH2OH]â€”N&boxH;CHâ€”) or a radical of the formula â€ƒin which the two terminal bonds of the alkylene chain are free valencies, wherein in the above definitionsan aliphatic radical is an unsubstituted or substituted alkyl, alkenyl or alkynyl radical having not more than 20 C atoms which alkenyl or alkynyl radicals are mono- or polyunsaturated and a substituted aliphatic radical carries one or more identical or different radicals selected from halogen, amino, lower alkylamino, di-lower alkylamino, &ohgr;-amino-lower alkylamino, lower alkanoylamino, aroylamino, hydroxylamino, hydroxylimino, lower alkoxy-amino, aryloxyamino, amino-cyclohexyl-amino-, amino-phenyl-amino-, carbamoyl-amino, (N-lower alkyl-carbamoyl)-amino, (N-[&ohgr;-amino-lower alkyl]-carbamoyl)-amino, (N-phenyl-carbamoyl)-amino, thio, lower alkylthio, thiocarbamoyl, thioureido, N-lower alkyl-thioureido, N-phenyl-thioureido, guanidino, N-lower alkyl-guanidino, carboxyl, lower alkoxycarbonyl, aryloxycarbonyl, benzyloxycarbonyl, hydroxylaminocarbonyl, aminoacyl-amino, carbamoyl, amidino, cyano, hydroxy, lower alkoxy, aryloxy, aminocarbonyl-oxy, oxo, aminosulfonyl and lower alkylsulfonyl-amino; or a salt thereofwherein hydrocarbon is either: 1) an acyclic, carbocyclic, or carbocyclic-acyclic radical having no more than 29 carbon atoms, or 2) an acyclic, carbocyclic, or carbocyclic-acyclic radical interrupted by one or more identical or different heteroatoms selected from oxygen, sulfur, and nitrogen having a total of no more than 29 C, O, S, and N atoms.