Acylguanidine derivatives as inhibitors of bone resorption and as vitronectin receptor antagonists

A compound of formula I

• in which:
• R1 and R2 together are a saturated or unsaturated bivalent (C2-C9)-alkylene radical and thereby form a ring, which is unsubstituted or is substituted by one or more groups selected from the group consisting of halogen, (C1-C6)-alkyl, (C1-C6)-alkoxy, (C6-C14)-aryl, (C6-C14)-aryl-(C1-C6)-alkyl-, (C5-C14)-heteroaryl, (C5-C14)-heteroaryl-(C1-C6)-alkyl-, (C3-C12)-cycloalkyl, (C3-C12)-cycloalkyl-(C1-C6)-alkyl- and oxo, where a 5-membered to 7-membered saturated or unsaturated ring may be fused to adjacent carbon atoms of the (C2-C9) alkylene radical, thereby forming a bicyclic structure and is unsubstituted or is substituted by R3, wherein said 5-membered to 7-membered saturated or unsaturated ring is a carbocyclic ring or a heterocyclic ring containing one or two nitrogen atoms;
• R3 is (C1-C8)-alkyl, (C1-C8)-alkoxy, (C5-C14)-aryl, (C5-C14)-aryl(C1-C4)-alkyl-, halogen, trifluoromethyl, hydroxyl, nitro, or amino;
• R4 is hydrogen, (C1-C6)-alkyl-CO—O—(C1-C4)-alkyl- or (C1-C6)-alkyl, which is unsubstituted or substituted by a radical selected from the group consisting of hydroxyl, (C1-C4)-alkoxy, (C1-C4)-alkyl-S(O)2—, NR7R7′ and N+R7, R7′R7″Q31 ,
• wherein R7, R7′and R7″independently of one another are hydrogen, (C1-C6)-alkyl, (C5-C14)-aryl or (C5-C14)-aryl-(C1-C6)-alkyl- and
• Q− is a physiologically tolerable anion,
• or in which R4 is one of the radicals
• in which the bonds, via which the radicals are bonded, are indicated by dashed lines;
• R5 is (C1-C6)-alkyl, (C6-C14)-aryl-(C1-C6)-alkyl- or (C5-C14)-heteroaryl-(C1-C6)-alkyl-, where the aryl radical or the heteroaryl radical is unsubstituted or is substituted by one, two or three radicals R3;
• R6 is hydrogen, (C1-C6)-alkyl-O—CO—, hydroxyl, (C1-C6)-alkyl-O—CO—O— or nitro;
• A is CH2, O, S or NH;
• m is 1, 2or 3;
• n is 0 or 1;
• in all its stereoisomeric forms and mixtures thereof in all ratios, or its physiologically tolerable salt.