Thiazolyl amide derivatives

Compounds of the general formula (I):

• 183
• in which
• R1 represents hydrogen, halogen, (C1-C6)-alkyl, (C1-C6)-alkoxy, amino-(C1-C6)-alkyl or halogeno-(C1-C6)alkyl,
• R2 and R3 are identical or different and represent hydrogen, (C1-C6)alkoxy, (C3-C8)cycloalkyl or biphenylaminocarbonyl, or
• represent (C1-C6)-alkyl which is optionally substituted by 1 to 3 substituents selected from the group consisting of (C3-C6)-cycloalkyl, (C1-C6)-alkoxy, halogen, hydroxyl, amino, tri-(C1-C6)-alkylsilyloxy, radicals of the formula
• 184
• in which R2′ represents hydrogen or (C1-C4)-alkyl,
• a 5- or 6-membered aromatic heterocycle having up to 3 heteroatoms from the group consisting of S, N and O, where a nitrogen-containing heterocycle may also be attached via the nitrogen atom,
• a 3- to 8-membered saturated or unsaturated nonaromatic heterocycle having up to 3 heteroatoms from the group consisting of S, N and O, which may optionally be attached via a nitrogen atom, and
• (C6-C10)-aryl which for its part may be substituted by hydroxyl or (C1-C6)-alkoxy, or
• represent a group of the formula
• 185
• in which R8 and R9 are identical to or different from one another and represent hydrogen and (C1-C4)-alkyl, or
• represent a group of the formula
• 186
• in which R10 is the side-group of a naturally occurring α-amino acid, or
• represent a group of the formula
• 187
• in which R11 represents (C1-C4)-alkyl and R12 represents hydrogen, (C1-C4)-alkyl or represents a group of the formula
• 188
• in which R10′ is the side-group of a naturally occurring α-amino acid, or
• R2 and R3 together with the nitrogen atom form a 5- or 6-membered saturated heterocycle which may optionally contain an oxygen atom,
• R4 represents hydrogen, (C1-C6)-acyl, (C2-C6)-alkenyl, (C3-C8)-cycloalkyl, or
• R4 represents (C1-C6)-alkyl which may optionally be substituted by 1 to 3 substituents selected from the group consisting of halogen, hydroxyl, (C3-C8)-cycloalkyl, (C1-C6)-acyl, (C1-C6)-alkoxy, carboxyl,
• 189
• in which R4 represents hydrogen, —(OCH2CH2),OCH2CH3, in which n is 0 or 1, phenoxy, (C6-C10)-aryl and —NR3R14,
• in which R13 and R14 are identical or different and represent hydrogen, (C1-C6)-acyl, (C1-C6)-alkyl, carbamoyl, mono- or di-(C1-C6)-alkylamino-(C1-C6)-alkyl, mono- or di-(C1-C6)-alkylaminocarbonyl, (C6-C10)-aryl or (C1-C6)-alkoxycarbonyl, or
• R13 and R14 together with the nitrogen atom form a 5- or 6-membered saturated heterocycle which may optionally contain a further heteroatom from the group consisting of S and O or a radical of the formula —NR15, and which may be substituted by oxo,
• in which
• R15 represents hydrogen or (C1-C4)-alkyl, or
• R4 represents (C1-C6)-alkyl which is substituted by a 5- or 6-membered aromatic, optionally benzo-fused heterocycle having up to 3 heteroatoms from the group consisting of S, N and O, where a nitrogen-containing heterocycle may also be attached via the nitrogen atom, or which is substituted by
• radicals of the formulae
• 190
• in which
• R16 represents hydrogen or (C1-C6)-alkyl,
• R17 and R18 are identical or different and represent hydrogen, (C1-C6)alkyl or (C6-C10)-aryl, where abovementioned (C1-C6)-alkyl and (C6-C10)-aryl may optionally be substituted by 1 to 3 substituents selected from the group consisting of hydroxyl, (C1-C6)-alkoxy and halogen,
• R5 represents hydrogen, (C1-C6)-alkyl, halogen, amino, mono- or di-(C1-C6)-alkylamino or represents (C1-C6)-alkanoylamino,
• R6 represents phenyl which may optionally be substituted by one to three substituents selected from the group consisting of
• halogen,
• (C6-C10)-aryl which may optionally be substituted by 1 to 3 substituents selected from the group consisting of (C1-C6)-alkanoyl, (C1-C6)-alkoxy, (C1-C6)-alkyl, halogen, (C1-C6)-alkoxycarbonyl, nitro, halogeno-(C1-C6)-alkyl, halogeno-(C1-C6)-alkoxy, amino, (C1-C6)-alkylthio, hydroxyl, carboxyl, carbamoyl, mono- or di-(C1-C6)-alkylaminocarbonyl, mono- or di-(C1-C6)-alkanoylamino, (C1-C6)-alkoxycarbonylamino, (C1-C6)-alkylsulphoxy, (C1-C6)-alkylsulphonyl, tri-(C1-C6)-alkylsilyloxy, a 3- to 8-membered saturated or unsaturated nonaromatic mono- or bicyclic heterocycle having up to 3 heteroatoms from the group consisting of S, N and O, which may optionally be attached via a nitrogen atom, and/or cyano,
• (C1-C6)-alkoxy,
• (C1-C6)-alkoxycarbonyl,
• (C1-C6)-alkylthio,
• hydroxyl,
• carboxyl,
• partially fluorinated (C1-C6)-alkoxy having up to 6 fluorine atoms,
• (C1-C6)-alkyl which is optionally substituted by a radical of the formula
• 191
• a 5- or 6-membered aromatic heterocycle having up to 3 heteroatoms from the group consisting of S, N and O which may optionally be attached via a nitrogen atom and which may optionally be substituted by 1 to 3 substituents selected from the group consisting of (C1-C6)-alkanoyl, (C1-C6)-alkoxy, (C1-C6)-alkyl, halogen, (C1-C6)-alkoxycarbonyl, nitro, halogeno-(C1-C6)-alkyl, halogeno-(C1-C6)-alkoxy, amino, (C1-C6)-alkylthio, hydroxyl, carboxyl, carbamoyl, aminocarbonyl, mono- or di-(C1-C6)-alkylaminocarbonyl, mono- or di-(C1-C6)-alkanoylamino, (C1-C6)-alkoxycarbonylamino, (C1-C6)-alkylsulphoxy, (C1-C6)-alkylsuphonyl, a 3- to 8-membered saturated or unsaturated nonaromatic mono- or bicyclic heterocycle having up to 3 heteroatoms from the group consisting of S, N and O which may optionally be attached via a nitrogen atom, and/or cyano,
• a 3- to 8-membered saturated or unsaturated nonaromatic mono- or bicyclic heterocycle having up to 3 heteroatoms from the group consisting of S, N and O, which may optionally be attached via a nitrogen atom and which may optionally be substituted by 1 to 3 substituents selected from the group consisting of oxo, halogen, hydroxyl, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkoxycarbonylamino, (C1-C6)-alkyl, halogeno-(C1-C6)-alkyl and hydroxy-(C1-C6)-alkyl,
• (C2-C6)-alkenyl
• and groups of the formulae
• —OR19,
• —NR20R21 or —CO—NR22R23,
• carbazole, dibenzofuran or dibenzothiophene,
• xanthene or 9,10-dihydroacridine,
• in which R19 is phenyl which for its part is optionally substituted by a group of the formula —NR24R25
• in which
• R24 and R25 are identical or different and represent hydrogen, (C1-C6)-alkyl or (C1-C6)-acyl, or
• R19 represents (C1-C6)-alkyl which is optionally mono- to trisubstituted by hydroxyl and/or halogen,
• R20 and R21 are identical or different and represent hydrogen, carbamoyl, mono- or di-(C1-C6)-alkylaminocarbonyl, phenyl, (C1-C6)-acyl or (C1-C6)-alkyl,
• where abovementioned (C1-C6)-alkyl is optionally substituted by (C1-C6)-alkoxy, (C1-C6)-acyl, by phenyl or by a 5- or 6-membered aromatic heterocycle having up to 3 heteroatoms from the group consisting of S, N and O,
• where abovementioned phenyl and abovementioned aromatic heterocycle are optionally mono- to trisubstituted by identical or different substituents from the group consisting of halogen and hydroxyl, and
• R22 and R23 are identical or different and represent hydrogen or (C1-C6)-alkyl,
• and R7 may have the meaning of R5 and may be identical to or different from R5,
• and their salts.