Substituted 2-oxo-3-phenyl-5-carbonylaminomethyl-1,3-oxazolines and their use as anticoagulant and antithrombotics

A compound of the formula (I)

• in which
• R1 represents (C6-C14)-aryl, 5- to 10-membered heteroaryl having up to three heteroatoms from the group consisting of N, O and S or 5- to 10-membered heterocyclyl having up to three heteroatoms from the group consisting of N, O and S where the rings may be mono- to trisubstituted, independently of one another, by halogen, (C1-C6)-alkyl, amino, mono- or di-(C1-C6)-alkylamino, hydroxyl, (C1-C6)-alkoxy, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkanoyl, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, nitro, oxo, carboxyl or cyano,
• R2 represents a radical —C(O)NR8R9, —N(R10)C(O )R11 or
• where
• R8 represents hydrogen, (C1-C6)-alkyl which for its part may be substituted by halogen, amino, mono- or di-(C1-C6)-alkylamino, hydroxyl, oxo, (C1-C6)-alkoxy, trifluoromethyl or cyano, (C6-C14)-aryl which for its part may be substituted by halogen, (C1-C6)-alkyl, amino, mono- or di-(C1-C6)-alkylamino, hydroxyl, (C1-C6)-alkoxy, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkanoyl, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, nitro, carboxyl or cyano, or (C3-C7)-cycloalkyl,
• and
• R9 represents (C1-C6)-alkyl which for its part may be substituted by halogen, amino, mono- or di-(C1-C6)-alkylamino, hydroxyl, oxo, (C1-C6)-alkoxy, trifluoromethyl or cyano, (C6-C14)-aryl which for its part may be substituted by halogen, (C1-C6)-alkyl, amino, mono- or di-(C1-C6)-alkylamino, hydroxyl, (C1-C6)-alkoxy, (C1-C6)-alkoxycarbonyl, (C1-C6)-alkanoyl, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, nitro, carboxyl or cyano, or (C3-C7)-cycloalkyl,
• or
• R8 and R9 together with the nitrogen atom to which they are attached form a 4- to 7-membered heterocycle which may contain up to two further heteroatoms from the group consisting of N, O and S and which may furthermore be mono- to trisubstituted, independently of one another, by halogen, (C1-C6)-alkyl, amino, mono- or di-(C1-C6)-alkylamino, hydroxyl, oxo, (C1-C6)-alkoxy, trifluoromethyl or cyano,
• R10 and R11, independently of one another, represent (C1-C6)-alkyl which for its part may be substituted by halogen, amino, mono- or di-(C1-C6)-alkylamino, hydroxyl, oxo, (C1-C6)-alkoxy, trifluoromethyl or cyano, (C6-C14)-aryl which for its part may be substituted by halogen, (C1-C6)-alkyl, amino, mono- or di-(C1-C6)-alkylamino, hydroxyl, (C1-C6)-alkoxy, (C1 -C6)-alkoxycarbonyl, (C1-C6)-alkanoyl, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, nitro, carboxyl or cyano, or (C3-C7)-cycloalkyl,
• or
• R10 and R11 together with the N—C(O) group to which they are attached form a 4- to 7-membered heterocycle which may contain up to two further heteroatoms from the group consisting of N, O and S and which may furthermore be mono- to trisubstituted, independently of one another, by halogen, (C1-C6)-alkyl, amino, mono- or di-(C1-C6)-alkylamino, hydroxyl, (C1-C6)-alkoxy, trifluoromethyl or cyano,
• x represents 0 or 1,
• R12 and R13 together with the nitrogen atom to which they are attached form a 4- to 6-membered heterocycle which may contain a further heteroatom from the group consisting of N, O and S and which may be up to disubstituted, independently of one another, by amino, hydroxyl, halogen, trifluoromethyl, cyano, oxo, mono- or di-(C1-C4)-alkylamino, (C1-C4)-alkoxy, carboxamido, (C1-C4)-alkylcarbonyl or (C3-C5) cycloalkylcarbonyl,
• R3, R4, R5 and R6, independently of one another, represent hydrogen, halogen, (C1-C6)-alkyl, amino, mono- or di-(C1-C6)-alkylamino, mono- or di-(C1-C6)-alkylaminocarbonyl, hydroxyl, (C1-C6)-alkoxy, (C1-C6)-alkanoyl, (C1-C6)-alkanoylamino, trifluoromethyl, carbamoyl, nitro or cyano,
• and
• R7 represents hydrogen or (C1-C6)-alkyl,
• but excluding compounds of the general formula (I) in which the radical R1 is an optionally substituted thiophene radical.