N-guanidinoalkylamides, their preparation, their use, and pharmaceutical preparations comprising them

A compound of the formula I

• wherein:
• one or two of the Y groups are carbon atoms bonded to a group of the formula II,
• R0—(CH2)n—O— II
• zero of the Y groups are nitrogen atoms, and the remaining Y groups are carbon atoms bonded to a group R1, where the Y groups are selected independently of one another and are identical or different;
• L is selected from hydrogen, (C1-C8)-alkylcarbonyl, (C6-C14)-aryl-(C1-C4)-alkylcarbonyl, (C6-C14)-arylcarbonyl, (C1-C8)-alkyloxycarbonyl, (C6-C14)-aryl-(C1-C4)-alkyloxycarbonyl, and (C6-C14)-aryloxycarbonyl, where aryl groups present in L are unsubstituted, or substituted by one or more identical or different substituents R13, and where all L groups are selected independently of each other and are identical or different;
• A is selected from R3O— and R4R5N—;
• k is 1, 2, 3, or 4;
• n is 0, 1 , 2, 3, or 4;
• R0 is selected from phenyl, and monocyclic 6-membered heteroaryl containing one or two nitrogen atoms as ring heteroatoms, where the group R0 is unsubstituted, or substituted by one or more identical or different groups R2;
• R1 is selected from hydrogen, halogen, nitro, hydroxy, (C1-C8)-alkyloxy-, (C6-C14)-aryl, (C1-C8)-alkyl, hydroxycarbonyl-(C1-C8)-alkylureido-, (C1-C8)-alkyloxycarbonyl-(C1-C8)-alkylureido-, (C1-C8)-alkylsulfonyl-, and R11R12N—, where the R1 groups are selected independently of each other and can be identical or different, and where alkyl and aryl groups present in R1 are unsubstituted, or substituted by one or more identical or different substituents R13, or
• two R1 groups bonded to adjacent ring carbon atoms, together with the carbon atoms to which they are bonded, form an aromatic ring fused to the ring of formula I, where the ring formed by the two R1 groups is unsubstituted, or substituted by one or more identical or different substituents R13;
• R2 is selected from halogen, nitro, (C1-C8)-alkyl, cyano, hydroxy, amino, and (C1-C8)-alkyloxy-, where alkyl groups present in R2 are unsubstituted, or substituted by one or more identical or different halogen atoms;
• R3, R4, and R5 are selected from hydrogen, (C1-C12)-alkyl, (C6-C14)-aryl-(C1-C4)-alkyl, (C6-C14)-aryl-, Het-, and Het-(C1-C4)-alkyl-, where R4 and R5 are selected independently of each other, and can be identical or different, and wherein any groups alkyl, aryl, and Het present in R3, R4, and R5 are unsubstituted, or substituted by one or more identical or different substituents R13, or
• R4 and R5, together with the nitrogen atom to which they are bonded, form a saturated 3-membered to 8-membered monocyclic heterocyclic ring, which, in addition to the nitrogen atom bonded to R4 and R5, optionally contains one or two identical or different ring heteroatom(s) selected from oxygen, sulfur, and nitrogen;
• R11 and R12, which are selected independently of each other, and which are identical or different, are selected from hydrogen, (C1-C8)-alkyl, (C6-C14)-aryl-(C1-C4)-alkyl-, Het-(C1-C4)alkyl-, hydroxycarbonyl-(C1-C8)-alkyl-, (C1-C8)-alkyloxycarbonyl-(C1-C8)-alkyl, hydroxycarbonyl-(C1-C8)-alkylcarbonyl-, (C1-C8)-alkyloxycarbonyl-(C1-C8)-alkylcarbonyl-, and (C1-C8)-alkylcarbonyl-, wherein any alkyl and aryl groups present in R11 and R12 are unsubstituted, or substituted by one or more identical or different substituents R13, or
• R11 and R12, together with the nitrogen atom to which they are bonded, form a saturated or unsaturated 5-membered to 8-membered monocyclic heterocyclic ring, which, in addition to the nitrogen atom carrying R11 and R12, optionally contains one or two identical or different ring heteroatoms selected from oxygen, sulfur, and nitrogen, and wherein one or two ring carbon atoms are optionally substituted by oxo to form C═O group(s);
• R13 is selected from halogen, nitro, cyano, hydroxy, (C1-C8)-alkyl, (C1-C8)-alkyloxy, trifluoromethyl, and amino;
• and
• Het is a residue of a saturated, partially unsaturated, or aromatic monocyclic or bicyclic, 3-membered to 10-membered heterocyclic ring system containing one, two, three, or four identical or different heteroatoms selected from nitrogen, oxygen, and sulfur;
• or any stereoisomeric form, a physiologically tolerable salt, or a mixture thereof in any ratio.