Patent Publication Number: US-2009221589-A1

Title: Use of aminoalcohol derivatives for the treatment of overactive bladder

Description:
The present invention relates to the use of beta-agonists of general formula (Ia) 
     
       
         
         
             
             
         
       
     
     wherein the groups R 1  to R 12  have the meanings given in the claims and specification, and the isomers thereof,
 
as well as compounds of general formula (Ib)
 
     
       
         
         
             
             
         
       
     
     wherein the groups R 1  to R 7  have the meanings given in the claims and specification, the tautomers, the enantiomers, the diastereomers, the mixtures, the prodrugs thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, for preparing pharmaceutical compositions for treating particular illnesses. 
     BACKGROUND TO THE INVENTION 
     The present invention relates to the use of beta-3 receptor agonists according to WO 2004/039784 for preparing pharmaceutical compositions for the treatment of hyperactive bladder and prostate problems. 
     Furthermore, the present invention relates to the new use of selective beta-3 agonists according to WO 05/108373 for the preparation of pharmaceutical compositions for the treatment of hyperactive bladder and/or prostate problems. 
    
    
     DETAILED DESCRIPTION OF THE INVENTION 
     It has been found that compounds of general formula (Ia) and (Ib) wherein the groups R 1  to R 12  and R 1  to R 7 , respectively, have the meanings indicated hereinafter, may be used for the treatment of urological diseases. 
     In the above-mentioned general formula (Ia) 
     R 1 , R 2 , R 10 , R 11  independently of one another denote a group selected from among hydrogen, halogen, CN, NO 2 , and —NHCXNH 2  or a group selected from among optionally substituted —COR 7 , —COOR 7 , —CONR 7 R 13 , —OR 14 , NR 13 R 15 , C 1 -C 10 -alkyl C 3 -C 8 -cycloalkyl, —NR 16 CX—R 17 , —NR 18 CX—OR 19 , —NR 20 SO m R 21 , —SO p NR 22 R 23  and —SO q R 24 ,
 
m, p, q independently of one another denote 0, 1 or 2,
 
n denotes 0, 1, 2 or 3,
 
R 3  denotes hydrogen or a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 10 -aryl, heterocyclyl, C 3 -C 8 -cycloalkyl, —CX—C 1 -C 10 -alkyl and —CX—C 6 -C 14 -aryl,
 
R 4 , R 5  independently of one another denote hydrogen, halogen or optionally substituted C 1 -C 10 -alkyl,
 
or
 
R 4  and R 5  together denote a C 3 -C 8 -alkyl bridge,
 
R 6  denotes a group selected from among the general formulae
 
     
       
         
         
             
             
         
       
     
     l,k independently of one another denote 1, 2 or 3,
 
R 25 R 26 R 27 , R 28  independently of one another denote a group selected from among hydrogen, OH, halogen, CN and NO 2 ,
 
or
 
a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 18 -aryl, heteroaryl, heterocyclyl, —CX—R 17 , —OR 14 , NR 13 R 15 , C 2 -C 8 -cycloalkyl, —NR 20 SO m R 21 , —SO p NR 22 R 23 , SO q R 24 , —NR 18 CX—R 19 , —NR 18 CXOR 17 , while R 25  and R 26  cannot simultaneously represent hydrogen,
 
R 8  denotes hydrogen or a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 18 -aryl, —SO q —C 1 -C 10 -alkyl, —SO q —C 6 -C 14 -aryl, —CX—C 1 -C 10 -alkyl, —CX—C 6 -C 14 -aryl, C 6 -C 10 -aryl, heterocyclyl and C 3 -C 8 -cycloalkyl
 
R 9  denotes hydrogen or a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 14 -aryl, heteroaryl, C 3 -C 8 -cycloalkyl and heterocycloalkyl,
 
R 12  denotes hydrogen or a group selected from among optionally substituted benzyl, C 1 -C 12 -alkyl and C 6 -C 14 -aryl,
 
R 7 , R 13 , R 15 , R 16 , R 18 , R 20 , R 22 , R 23  independently of one another denote hydrogen, or a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 14 -aryl, heterocyclyl and C 3 -C 8 -cycloalkyl
 
R 14 , R 19 , R 29  independently of one another denote hydrogen or a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 14 -aryl, C 3 -C 8 -cycloalkyl, heteroaryl, heterocyclyl, —CXNR 13 R 15 , —CXR 7  
 
R 17  denotes a group selected from among C 1 -C 10 -alkyl, C 6 -C 14 -aryl, heterocyclyl, heteroaryl and C 3 -C 8 -cycloalkyl
 
R 21 , R 24  independently denote hydrogen or OH, or a group selected from among optionally substituted N(C 1 -C 10 -alkyl) 2 , N(C 3 -C 8 -cycloalkyl), C 1 -C 10 -alkyl, C 6 -C 14 -aryl, heterocyclyl, heteroaryl and C 3 -C 8 -cycloalkyl
 
and
 
X denotes O, S or NR 29  
 
optionally in the form of the tautomers, the racemates, the enantiomers, the diastereomers and the mixtures thereof, as well as optionally the pharmacologically acceptable acid addition salts thereof.
 
     Preferred are compounds of formula (Ia), wherein 
     R 10 , R 11  independently of one another denote hydrogen or halogen,
 
m, p, q denotes 0, 1 or 2
 
n denotes 0, 1, 2 or 3
 
R 3  denotes hydrogen or C 1 -C 5 -alkyl
 
R 4 , R 5  independently of one another denote hydrogen or C 1 -C 5 -alkyl,
 
R 8  denotes a group selected from among hydrogen, C 1 -C 5 -alkyl, —SO q —C 1 -C 5 -alkyl, —SO q —C 6 -C 14 -aryl, phenyl and C 3 -C 6 -cycloalkyl
 
R 9  denotes hydrogen or C 1 -C 10 -alkyl
 
R 12  denotes hydrogen or benzyl
 
R 13 , R 15 R 16 , R 18  independently of one another denote a group selected from among hydrogen, C 1 -C 5 -alkyl, C 3 -C 6 -cycloalkyl and phenyl
 
R 14 , R 19  independently of one another denote hydrogen or C 1 -C 5 -alkyl, and
 
R 17  denotes optionally substituted C 1 -C 5 -alkyl or C 6 -C 10 -aryl.
 
     Also preferred are compounds of formula (Ia), wherein 
     R 10 , R 11  denotes hydrogen
 
m, p, q denotes 0, 1 or 2
 
n denotes 0, 1, 2 or 3
 
R 3  denotes hydrogen
 
R 4 , R 5  independently of one another denote hydrogen or methyl,
 
R 8  denotes hydrogen, —SO q —C 6 -C 14 -aryl or —SO 2 —C 1 -C 5 -alkyl
 
R 9  denotes hydrogen
 
R 12  denotes hydrogen or benzyl,
 
R 13 , R 15 , R 16 , R 18  independently of one another denote a group selected from among hydrogen, C 1 -C 15 -alkyl and phenyl,
 
R 14 , R 19  independently of one another denote hydrogen or C 1 -C 5 -alkyl,
 
and
 
R 17  denotes C 1 -C 5 -alkyl or C 6 -C 14 -aryl.
 
     Particularly preferred are compounds of formula (Ia), wherein 
     R 1  denotes a group selected from among hydrogen, NO 2 , NH 2 , —NHCX—R 17  and —NHSO 2 R 21 .
 
R 2 , denotes hydrogen or halogen
 
n denotes 2,
 
R 3  denotes hydrogen
 
R 4 , R 5  denote hydrogen or methyl
 
R 6  denotes a group selected from among the general formulae
 
     
       
         
         
             
             
         
       
     
     l,k denotes 1
 
R 26 R 27  denotes hydrogen,
 
R 8  denotes hydrogen or —SO 2 CH 3 ,
 
R 9  denotes hydrogen,
 
R 10 , R 11  denotes hydrogen, and
 
R 12  denotes hydrogen or benzyl
 
     Also particularly preferred are compounds of formula (Ia), wherein 
     R 6  denotes a group selected from among the general formulae 
     
       
         
         
             
             
         
       
     
     Particularly preferred are compounds of formula (Ia), wherein 
     R 6  denotes an optionally substituted group of formula (j) 
     
       
         
         
             
             
         
       
     
     The term alkyl groups, including alkyl groups which are a part of other groups, denotes branched and unbranched alkyl groups with 1 to 10 carbon atoms, preferably 1-6, most preferably 1-4 carbon atoms, such as, for example: methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl and decyl. Unless otherwise stated, the above-mentioned terms propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl and decyl include all the possible isomeric forms. For example, the term propyl includes the two isomeric groups n-propyl and iso-propyl, the term butyl includes n-butyl, iso-butyl, sec. butyl and tert.-butyl, the term pentyl includes iso-pentyl, neopentyl, etc. 
     In the above-mentioned alkyl groups one or more hydrogen atoms may optionally be replaced by other groups. For example, these alkyl groups may be substituted by the halogen atoms fluorine, chlorine, bromine or iodine. Preferably the substituents are fluorine or chlorine, most preferably chlorine. All the hydrogen atoms of the alkyl group may optionally also be replaced. 
     Similarly, in the above-mentioned alkyl groups, unless otherwise stated, one or more hydrogen atoms may optionally be replaced, for example, by an optionally substituted group selected from among OH, NO 2 , CN, —O—C 1 -C 5 -alkyl, preferably —O-methyl or —O-ethyl, O—C 6 -C 14 -aryl, preferably O-phenyl, O-heteroaryl, preferably O-thienyl, O-thiazolyl, O-imidazolyl, O-pyridyl, O-pyrimidyl or O-pyrazinyl, saturated or unsaturated O-heterocycloalkyl, preferably O-pyrazolyl, O-pyrrolidinyl, O-piperidinyl, O-piperazinyl or O-tetrahydro-oxazinyl, C 6 -C 14 -aryl, preferably phenyl, heteroaryl, preferably thienyl, thiazolyl, imidazolyl, pyridyl, pyrimidyl or pyrazinyl, saturated or unsaturated heterocycloalkyl, preferably pyrazolyl, pyrrolidinyl, piperidinyl, piperazinyl or tetrahydro-oxazinyl, an amine group, preferably methylamine, benzylamine, phenylamine or heteroarylamine, saturated or unsaturated bicyclic ring systems, preferably benzimidazolyl and C 3 -C 8 -cycloalkyl, preferably cyclohexyl or cyclopropyl. 
     The term aryl denotes an aromatic ring system with 6 to 18 carbon atoms, preferably 6 to 14 carbon atoms, preferably 6 or 10 carbon atoms, most preferably phenyl, which, unless otherwise stated, may carry one or more of the following substituents, for example: OH, NO 2 , CN, —OCHF 2 , —OCF 3 , —NH 2 , halogen, for example fluorine, chlorine, bromine or iodine, preferably fluorine or chlorine, particularly preferably fluorine, C 1 -C 10 -alkyl, preferably C 1 -C 5 -alkyl, preferably C 1 -C 3 -alkyl, most preferably methyl or ethyl, —O—C 1 -C 3 -alkyl, preferably —O-methyl or —O-ethyl, —COOH or —CONH 2 . 
     Examples of heteroaryl groups are 5-10-membered mono- or bicyclic heteroaryl rings wherein up to three C atoms may be replaced by one or more heteroatoms selected from among oxygen, nitrogen or sulphur, for example furan, thiophene, pyrrole, pyrazole, imidazole, triazole, tetrazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazole, isoxazole, thiazole, thiadiazole, oxadiazole, while each of the above-mentioned heterocycles may optionally also be annellated to a benzene ring, preferably benzimidazole, and unless otherwise specified these heterocycles may for example carry one or more of the following substituents: OH, NO 2 , CN, —NH 2 , halogen, preferably fluorine or chlorine, C 1 -C 10 -alkyl, preferably C 1 -C 5 -alkyl, preferably C 1 -C 3 -alkyl, particularly preferably methyl or ethyl, —O—C 1 -C 3 -alkyl, preferably —O-methyl or —O-ethyl, —COOH, —COOCH 3 , —CONH 2 , —SO-alkyl, —SO 2 -alkyl, —SO 2 H, —SO 3 -alkyl or optionally substituted phenyl. 
     Examples of cycloalkyl groups are saturated or unsaturated cycloalkyl groups with 3 to 8 carbon atoms, for example cyclopropyl, cyclobutyl, cyclopentyl, cyclopentenyl, cyclohexyl, cyclohexenyl, cycloheptyl or cyclooctyl, preferably cyclopropyl, cyclopentyl or cyclohexyl, while each of the above-mentioned cycloalkyl groups may optionally also carry one or more substituents or be annellated to a benzene ring. 
     Unless otherwise stated in the definitions, examples of heterocycloalkyl groups include 5-, 6- or 7-membered, saturated or unsaturated heterocycles which may contain nitrogen, oxygen or sulphur as heteroatoms, for example tetrahydrofuran, tetrahydrofuranone, γ-butyrolactone, α-pyran, γ-pyran, dioxolane, tetrahydropyran, dioxane, dihydrothiophene, thiolane, dithiolane, pyrroline, pyrrolidine, pyrazoline, pyrazolidine, imidazoline, imidazolidine, tetrazole, piperidine, pyridazine, pyrimidine, pyrazine, piperazine, triazine, tetrazine, morpholine, thiomorpholine, diazepan, oxazine, tetrahydro-oxazinyl, isothiazole and pyrazolidine, preferably pyrazolyl, pyrrolidinyl, piperidinyl, piperazinyl or tetrahydro-oxazinyl, while the heterocyclic group may optionally be substituted. 
     The halogen is generally fluorine, chlorine, bromine or iodine, preferably chlorine or fluorine, particularly preferably fluorine. 
     The compounds according to the invention may be present in the form of the individual optical isomers, mixtures of the individual enantiomers, diastereomers or racemates, in the form of the tautomers and also in the form of the free bases or the corresponding acid addition salts with pharmacologically acceptable acids—such as for example acid addition salts with hydrohalic acids, for example hydrochloric or hydrobromic acid, or organic acids, such as for example oxalic, fumaric, diglycolic, formic, malic, benzoic, benzenesulphonic, camphorsulphonic, acetic, ethanesulphonic, glutamic, maleic, mandelic, lactic, phosphoric, nitric, sulphuric, succinic, para-toluenesulphonic, trifluoroacetic, tartaric, citric or methanesulphonic acid. 
     The substituent R 1  may denote a group selected from among hydrogen, halogen, preferably fluorine or chlorine, CN, NO 2 , and —NHCXNH 2 , preferably NHCONH 2  or a group selected from among optionally substituted —COR 7 , —COOR 7 , —CONR 7 R 13 , —OR 14 , preferably OH, NR 13 R 15 , C 1 -C 10 -alkyl, C 3 -C 8 -cycloalkyl, —NR 16 CX—R 17 , —NR 18 CX—OR 19 , —NR 20 SO m R 21 , —SO p NR 22 R 23  preferably —SO 2 NHR 23 , and —SO q R 2 , particularly preferably the substituent R 1  denotes —NR 20 SO m R 21 , preferably —NHSO m R 21 . 
     The substituent R 2  may denote a group selected from among hydrogen, halogen, preferably fluorine or chlorine, CN, NO 2 , and —NHCXNH 2 , preferably NHCONH 2  or a group selected from among optionally substituted —COR 7 , —COOR 7 , —CONR 7 R 13 , —OR 14 , preferably OH, NR 13 R 15 , C 1 -C 10 -alkyl, C 3 -C 8 -cycloalkyl, —NR 16 CX—R 17 , —NR 18 CX—OR 19 , —NR 20 SO m R 21 , —SO p NR 22 R 23 , preferably —SO 2 NHR 23  and —SO q R 23 . Particularly preferably the substituent R 2  denotes hydrogen or fluorine. 
     The substituents R 10  and R 11  may be identical or different and denote a group selected from among hydrogen, halogen, preferably fluorine or chlorine, CN, NO 2 , and —NHCXNH 2 , preferably NHCONH 2  or a group selected from among optionally substituted —COR 7 , —COOR 7 , —CONR 7 R 13 , —OR 14 , preferably OH, NR 13 R 15 , C 1 -C 10 -alkyl, C 3 -C 8 -cycloalkyl, —NR 16 CX—R 17 , —NR 18 CX—OR 19 , —NR 20 SO m R 21 , —SO p NR 22 R 23  preferably —SO 2 NHR 23  and —SO q R 2 . Particularly preferably the substituents R 10  and R 11  denote hydrogen. 
     The variable m, p and q may represent 0, 1 or 2, preferably 2. 
     The variable n may represent 0, 1, 2 or 3, preferably 2. 
     The substituent R 3  may represent hydrogen or a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 10 -aryl, heterocyclyl and C 3 -C 8 -cycloalkyl, —CX—C 1 -C 10 -alkyl, —CX—C 6 -C 14 -aryl. 
     Preferably the substituent R 3  denotes hydrogen. 
     The substituents R 4  and R 5  may be identical or different and denote hydrogen, halogen or optionally substituted C 1 -C 10 -alkyl, preferably hydrogen or C 1 -C 10 -alkyl, particularly preferably hydrogen or methyl, 
     or
 
R 4  and R 5  may together form a C 3 -C 8 -alkyl bridge, preferably a cyclohexyl, cyclopentyl or cyclopropyl bridge.
 
     The substituent R 6  may represent a group selected from among the general formulae 
     
       
         
         
             
             
         
       
     
     wherein
 
the variables l and k independently of one another denote 1, 2 or 3, preferably 1.
 
R 6  particularly preferably denotes
 
     
       
         
         
             
             
         
       
     
     R 6  especially preferably denotes 
     
       
         
         
             
             
         
       
     
     The substituents R 25 R 26 R 27 , R 28  may be identical or different and denote a group selected from among hydrogen, OH, halogen, CN and NO 2 , 
     or
 
a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 18 -aryl, preferably phenyl, heteroaryl, preferably pyridyl, heterocyclyl, —CX—R 17 , —OR 14 , NR 13 R 15 , C 2 -C 8 -cycloalkyl, —NR 20 SO m R 21 , SO p NR 22 R 23 —SO q R 24 , —NR 18 CX—R 19 , —NR 18 CXOR 17 , while R 25  and R 26  cannot simultaneously represent hydrogen.
 
     The substituent R 8  may represent hydrogen or a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 18 -aryl, —SO q —C 1 -C 10 -alkyl, —SO q —C 6 -C 14 -aryl, —CX—C 1 -C 10 -alkyl, —CX—C 6 -C 14 -aryl, C 6 -C 10 -aryl, heterocyclyl and C 3 -C 8 -cycloalkyl, preferably hydrogen or —SO 2 CH 3 . 
     The substituent R 9  may represent hydrogen or a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 14 -aryl, heteroaryl, C 3 -C 8 -cycloalkyl and heterocycloalkyl, preferably hydrogen. 
     The substituent R 12  may represent hydrogen or a group selected from among optionally substituted benzyl, C 1 -C 12 -alkyl and C 6 -C 14 -aryl, CX—C 1 -C 12 -alkyl and CX—C 6 -C 14 -aryl, preferably hydrogen. 
     The substituents R 7 , R 13 , R 15 R 16 , R 18 , R 20 , R 22 , R 23  and R 24  may be identical or different and represent hydrogen, or 
     a group selected from among optionally substituted C 1 -C 10 -alkyl, C 6 -C 14 -aryl, heterocyclyl and C 3 -C 8 -cycloalkyl. 
     Particularly preferably the substituent R 20  denotes methyl, ethyl or isopropyl. 
     The substituents R 14 , R 19  and R 29  may be identical or different and represent hydrogen or a group selected from among optionally substituted C 1 -C 10 -alkyl, preferably methyl or difluoromethyl, C 6 -C 14 -aryl, C 3 -C 8 -cycloalkyl, heteroaryl, heterocyclyl, —CXNR 13 R 15 , 
     particularly preferably the substituent R 14  denotes methyl or difluoromethyl. 
     The substituent R 17  may represent a group selected from among C 1 -C 10 -alkyl, preferably methyl or ethyl, C 6 -C 14 -aryl, heterocyclyl, heteroaryl and C 3 -C 8 -cycloalkyl. 
     The substituent R 21  may represent hydrogen or OH, or 
     a group selected from among optionally substituted N(C 1 -C 10 -alkyl) 2 , N(C 3 -C 8 -cycloalkyl), C 1 -C 10 -alkyl, C 6 -C 14 -aryl, heterocyclyl, heteroaryl and C 3 -C 8 -cycloalkyl.
 
X may represent O, S or NR 29 , preferably O.
 
     The preparation of the compounds according to the invention of formula (Ia) may be found in WO 2004/039784. 
     Examples of compounds of formula (Ia) are listed in the following Tables 1, 2 and 3. The abbreviations X 1 , X 2 , X 4 , X 5 , X 6 , X 8  and X 12  used in the Tables each represent a linkage to a position in the general formula given under Table 1 instead of the corresponding groups R 1 , R 2 , R 4 , R 5 , R 6 , R 8  and R 12 . 
     
       
         
           
               
               
             
               
                 TABLE 1 
               
             
            
               
                   
               
               
                   
                 (IA) 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
            
           
           
               
               
               
               
               
               
               
               
               
            
               
                   
                   
                   
                   
                   
                   
                   
                   
                 Stereo- 
               
               
                 Ex. 
                 R1 
                 R2 
                 R4 
                 R5 
                 R6 
                 R8 
                 R12 
                 chem* 
               
               
                   
               
            
           
           
               
               
               
               
               
               
               
               
               
            
               
                 1 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 2 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 3 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 4 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 5 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 6 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 7 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 8 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 R 
               
               
                   
               
               
                 9 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 10 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 11 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 12 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 rac 
               
               
                   
               
               
                 13 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 14 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 R 
               
               
                   
               
               
                 15 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 16 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 R 
               
               
                   
               
               
                 17 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 R 
               
               
                   
               
               
                 18 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 R 
               
               
                   
               
               
                 19 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 R 
               
               
                   
               
               
                 20 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 S 
               
               
                   
               
               
                 21 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 S 
               
               
                   
               
               
                 22 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 S 
               
               
                   
               
               
                 23 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 S 
               
               
                   
               
               
                 24 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 rac 
               
               
                   
               
               
                 25 
                 H 
                 F 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 rac 
               
               
                   
               
               
                 26 
                 H 
                 F 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 rac 
               
               
                   
               
               
                 27 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 rac 
               
               
                   
               
               
                 28 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 H 
                 H 
                 rac 
               
               
                   
               
            
           
         
       
     
     
       
         
           
               
               
             
               
                 TABLE 2 
               
             
            
               
                   
               
               
                   
                 (IB) 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
            
           
           
               
               
               
            
               
                   
                   
                 Mass spec. 
               
               
                 Example 
                 R1 
                 determined M.W. 
               
               
                   
               
               
                 29 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 589 
               
               
                   
               
               
                 30 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 555 
               
               
                   
               
               
                 31 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 604 
               
               
                   
               
               
                 32 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 589 
               
               
                   
               
               
                 33 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 605 
               
               
                   
               
               
                 34 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 573 
               
               
                   
               
               
                 35 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 597 
               
               
                   
               
               
                 36 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 625 
               
               
                   
               
               
                 37 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 599 
               
               
                   
               
               
                 38 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 599 
               
               
                   
               
               
                 39 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 563 
               
               
                   
               
               
                 40 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 539 
               
               
                   
               
               
                 41 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 535 
               
               
                   
               
               
                 42 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 547 
               
               
                   
               
               
                 43 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 525 
               
               
                   
               
               
                 44 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 473 
               
               
                   
               
               
                 45 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 501 
               
               
                   
               
               
                 46 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 589 
               
               
                   
               
               
                 47 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 539 
               
               
                   
               
               
                 48 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 539 
               
               
                   
               
               
                 49 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 605 
               
               
                   
               
               
                 50 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 589 
               
               
                   
               
               
                 51 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 555 
               
               
                   
               
               
                 52 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 614 
               
               
                   
               
               
                 53 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 527 
               
               
                   
               
               
                 54 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 662 
               
               
                   
               
               
                 55 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 566 
               
               
                   
               
               
                 56 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 647 
               
               
                   
               
               
                 57 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 563 
               
               
                   
               
               
                 58 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 536 
               
               
                   
               
               
                 59 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 539 
               
               
                   
               
               
                 60 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 555 
               
               
                   
               
               
                 61 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 578 
               
               
                   
               
               
                 62 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 566 
               
               
                   
               
               
                 63 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 551 
               
               
                   
               
               
                 64 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 577 
               
               
                   
               
               
                 65 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 539 
               
               
                   
               
               
                 66 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 535 
               
               
                   
               
               
                 67 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 485 
               
               
                   
               
               
                 68 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 601 
               
               
                   
               
               
                 69 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 527 
               
               
                   
               
               
                 70 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 528 
               
               
                   
               
               
                 71 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 514 
               
               
                   
               
               
                 72 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 516 
               
               
                   
               
               
                 73 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 528 
               
               
                   
               
               
                 74 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 536 
               
               
                   
               
               
                 75 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 534 
               
               
                   
               
            
           
         
       
     
     
       
         
           
               
               
             
               
                 TABLE 3 
               
             
            
               
                   
               
               
                   
                 (IC) 
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
            
           
           
               
               
               
            
               
                   
                   
                 Mass spec. 
               
               
                 Example 
                 R1 
                 determined M.W. 
               
               
                   
               
            
           
           
               
               
               
            
               
                 76 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 566 
               
               
                   
               
               
                 77 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 571 
               
               
                   
               
               
                 78 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 555 
               
               
                   
               
               
                 79 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 535 
               
               
                   
               
               
                 80 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 535 
               
               
                   
               
               
                 81 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 657 
               
               
                   
               
               
                 82 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 589 
               
               
                   
               
               
                 83 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 597 
               
               
                   
               
               
                 84 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 613 
               
               
                   
               
               
                 85 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 567 
               
               
                   
               
               
                 86 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 535 
               
               
                   
               
               
                 87 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 565 
               
               
                   
               
               
                 88 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 527 
               
               
                   
               
               
                 89 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 527 
               
               
                   
               
               
                 90 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 555 
               
               
                   
               
               
                 91 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 549 
               
               
                   
               
               
                 92 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 561 
               
               
                   
               
               
                 93 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 539 
               
               
                   
               
               
                 94 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 571 
               
               
                   
               
               
                 95 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 589 
               
               
                   
               
               
                 96 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 539 
               
               
                   
               
               
                 97 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 511 
               
               
                   
               
               
                 98 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 557 
               
               
                   
               
               
                 99 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 549 
               
               
                   
               
               
                 100 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 565 
               
               
                   
               
               
                 101 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 605 
               
               
                   
               
               
                 102 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 577 
               
               
                   
               
               
                 103 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 577 
               
               
                   
               
               
                 104 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 557 
               
               
                   
               
               
                 105 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 546 
               
               
                   
               
               
                 106 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 557 
               
               
                   
               
               
                 107 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 605 
               
               
                   
               
               
                 108 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 578 
               
               
                   
               
               
                 109 
                 
                   
                     
                     
                         
                         
                     
                   
                 
                 536 
               
               
                   
               
            
           
         
       
     
     The present invention further relates to the use of compounds of general formula (Ib) 
     
       
         
         
             
             
         
       
     
     wherein
 
R 1  denotes an optionally substituted aryl or heteroaryl group,
 
R 2  an optionally substituted heteroaryl or heterocyclyl group, wherein R 2  contains at least one nitrogen atom,
 
R 3  and R 4  independently of one another denote a hydrogen atom or an optionally substituted group selected from among C 1 -C 5 -alkyl, C 3 -C 6 -cycloalkyl, heterocyclyl, aryl and heteroaryl or
 
R 3  and R 4  together denote a 2- to 7-membered alkylene bridge,
 
R 5 , R 6  and R 7  independently of one another denote a hydrogen atom or a group selected from among optionally substituted C 1 -C 10 -alkyl, alkenyl, alkynyl, C 6 -C 10 -aryl, heterocyclyl, C 3 -C 8 -cycloalkyl, —NR 8 —(C 1 -C 5 -alkyl), —NR 3 -aryl, halogen, cyano, —NR 8 CO—(C 1 -C 5 -alkyl), —NR 8 CO-aryl, —NR 8 SO 2 —(C 1 -C 5 -alkyl), —NR 8 SO 2 -aryl, —CO 2 R 8 , —SO 2 R 8 , —CONHR 8 , —SO 2 NHR 8  and —OR 8 , wherein the above-mentioned alkyl groups may each be substituted, and
 
R 8  denotes a hydrogen atom or a C 1 -C 5 -alkyl group,
 
optionally in the form of the tautomers, the racemates, the enantiomers, the diastereomers, the solvates and hydrates thereof and the mixtures thereof, as well as optionally the prodrugs, double prodrugs and salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases.
 
     Preferred are compounds of general formula (Ib), wherein 
     R 2  to R 7  are as hereinbefore defined and
 
R 1  denotes an optionally substituted phenyl group.
 
     Another preferred sub-group comprises the compounds of general formula (Ib), wherein 
     R 1  and R 3  to R 7  are as hereinbefore defined,
 
R 2  denotes a group selected from among the optionally substituted groups of formula
 
     
       
         
         
             
             
         
       
         
         
           
             wherein the above-mentioned groups may each be substituted by one or more groups R 10  and 
             R 10  denotes OH, NO 2 , CN, —OCHF 2 , —OCF 3 , —NH 2 , —NH-alkyl, —N(-alkyl)-alkyl, —NH-aryl, —N(-alkyl)-aryl, —NHCO-alkyl, —NHCO 2 -alkyl, —NHCO-aryl, —N(-alkyl)-CO-alkyl, —N(-alkyl)-CO-aryl, —NHSO 2 -alkyl, —NHSO 2 -aryl, —N(-alkyl)-SO 2 -alkyl, —N(-alkyl)-SO 2 -aryl, —CO 2 -alkyl, —SO 2 -alkyl, —SO 2 -aryl, —CONH-alkyl, —CONH-aryl, —CON(-alkyl)-alkyl, —CON(-alkyl)-aryl, —SO 2 NH-alkyl, —SO 2 NH-aryl, —SO 2 N(-alkyl)-alkyl, —SO 2 N(-alkyl)-aryl, —O-alkyl, —O-aryl, —S-alkyl, —S-aryl, halogen, C 1 -C 10 -alkyl, —O—(C 1 -C 3 -alkyl), —COOH, —CONH 2 , —CON(-alkyl)-SO 2 -alkyl, —CONHSO 2 -alkyl, —CONHOH, 2,5-dihydro-5-oxo-4H-1,2,4-oxadiazol-3-yl, 2,5-dihydro-5-oxo-4H-1,2,4-thiadiazol-3-yl, 2,5-dihydro-2-oxo-3H-1,2,4,5-oxathiadiazol-4-yl, 1-acetyl-2-amino-propen-1-yl, tetrazolyl, heterocyclyl, aryl or heteroaryl, 
             and wherein X denotes an oxygen atom or an —NR 9  group and 
             Y denotes an oxygen or sulphur atom,
 
and R 9  denotes a hydrogen atom or a group selected from among C 1 -C 10 -alkyl, C 3 -C 8 -cycloalkyl, heterocyclyl, aryl or heteroaryl, while the groups mentioned for R 9  hereinbefore may each be substituted by one of the groups mentioned for R 10 .
 
           
         
       
    
     Particularly preferred are compounds of general formula (Ib), wherein 
     R 1  and R 2  as well as R 5  to R 7  are as hereinbefore defined, and
 
R 3  and R 4  independently of one another denote a hydrogen atom or a methyl or ethyl group or
 
R 3  and R 4  together denote a 2- to 5-membered alkylene bridge.
 
     Particularly preferred are compounds of general formula (Ib), wherein 
     R 1  to R 4  are as hereinbefore defined, and
 
R 5 , R 6  and R 7  independently of one another denote hydrogen, optionally substituted C 1 -C 10 -alkyl, halogen, CN, —NR 8 CO—(C 1 -C 5 -alkyl), —NR 8 SO 2 —(C 1 -C 5 -alkyl), —CO 2 R 8 , —SO 2 R 8 , —CONHR 8 , —SO 2 NHR 8  or —OR 8  and
 
R 8  denotes a hydrogen atom or a C 1 -C 5 -alkyl group represent.
 
     Also preferred are compounds of general formula (Ib), wherein 
     R 1  denotes a phenyl group optionally substituted by a halogen atom or a cyano or nitro group,
 
R 2  denotes a group selected from among the optionally substituted groups of formula n:
 
     
       
         
         
             
             
         
       
         
         
           
             wherein the above-mentioned groups may each be substituted by one or more groups R 10  and 
             R 10  denotes OH, NO 2 , CN, —OCHF 2 , —OCF 3 , —NH 2 , —NH-alkyl, —N(-alkyl)-alkyl, —NH-aryl, —N(-alkyl)-aryl, —NHCO-alkyl, —NHCO 2 -alkyl, —NHCO-aryl, —N(-alkyl)CO-alkyl, —N(-alkyl)-CO-aryl, —NHSO 2 -alkyl, —NHSO 2 -aryl, —N(-alkyl)-SO 2 -alkyl, —N(-alkyl)-SO 2 -aryl, —CO 2 -alkyl, —SO 2 -alkyl, —SO 2 -aryl, —CONH-alkyl, —CONH-aryl, —CON(alkyl)-alkyl, —CON(-alkyl)-aryl, —SO 2 NH-alkyl, —SO 2 NH-aryl, —SO 2 N(-alkyl)-alkyl, —SO 2 N(-alkyl)-aryl, —O-aryl, —S-alkyl, —S-aryl, halogen, C 1 -C 10 -alkyl, —O—(C 1 -C 3 -alkyl), —COOH, —CONH 2 , —CON(-alkyl)-SO 2 -alkyl, —CONHSO 2 -alkyl, —CONHOH, 2,5-dihydro-5-oxo-4H-1,2,4-oxadiazol-3-yl, 2,5-dihydro-5-oxo-4H-1,2,4-thiadiazol-3-yl, 2,5-dihydro-2-oxo-3H-1,2,4,5-oxathia-diazol-4-yl, 1-acetyl-2-amino-propen-1-yl, tetrazolyl, heterocyclyl, aryl or heteroaryl, 
             and wherein X denotes an oxygen atom or an —NR 9  group and 
             Y denotes an oxygen or sulphur atom, 
           
         
         R 3  and R 4  independently of one another each denote a methyl or ethyl group or 
         R 3  and R 4  together denote an ethylene bridge, 
         R 5 , R 6  and R 7  independently of one another each denote a hydrogen, fluorine or chlorine atom or a cyano, methoxy, methanesulphonylamino, methanesulphonyl, difluoromethoxy, trifluoromethoxy, difluoromethyl or trifluoromethyl group and 
         R 9  denotes a hydrogen atom or an optionally substituted aryl or optionally substituted heteroaryl group. 
       
    
     Particularly preferred are compounds of general formula (Ib), wherein 
     R 1  denotes a phenyl group optionally substituted by a fluorine, chlorine, bromine or iodine atom or a cyano or nitro group,
 
R 2  denotes a group selected from among the groups of formula (I)-(vi):
 
     
       
         
         
             
             
         
       
         
         
           
             wherein R 9  denotes a phenyl or pyridyl group optionally substituted by a fluorine atom or an amino, nitro, hydroxy or methoxy group and wherein the above-mentioned groups (i) to (vi) may be substituted in each case by one or two groups R 10  and 
             R 10  denotes OH, NO 2 , CN, —OCHF 2 , —OCF 3 , —NH 2 , —NH-alkyl, —N(alkyl)-alkyl, —NH-aryl, —N(alkyl)-aryl, —NHCO-alkyl, —NHCO 2 -alkyl, —NHCO-aryl, —N(-alkyl)-CO-alkyl, —N(-alkyl)-CO-aryl, —NHSO 2 -alkyl, —NHSO 2 -aryl, —N(-alkyl)-SO 2 -alkyl, —N(-alkyl)-SO 2 -aryl, —CO 2 -alkyl, —SO 2 -alkyl, —SO 2 -aryl, —CONH-alkyl, —CONH-aryl, —CON(alkyl)-alkyl, —CON(-alkyl)-aryl, —SO 2 NH-alkyl, —SO 2 NH-aryl, —SO 2 N(-alkyl)-alkyl, —SO 2 N(-alkyl)-aryl, —O-aryl, —S-alkyl, —S-aryl, halogen, C 1 -C 10 -alkyl, —O—(C 1 -C 3 -alkyl), —COOH, —CONH 2 , —CON(-alkyl)-SO 2 -alkyl, —CONHSO 2 -alkyl, —CONHOH, 2,5-dihydro-5-oxo-4H-1,2,4-oxadiazol-3-yl, 2,5-dihydro-5-oxo-4H-1,2,4-thiadiazol-3-yl, 2,5-dihydro-2-oxo-3H-1,2,4,5-oxathiadiazol-4-yl, 1-acetyl-2-amino-propen-1-yl, tetrazolyl, heterocyclyl, aryl or heteroaryl, 
           
         
         R 3  and R 4  independently of one another denote a methyl or ethyl group or 
         R 3  and R 4  together denote an ethylene bridge and 
         R 5 , R 6  and R 7  independently of one another represent a hydrogen, fluorine or chlorine atom or a cyano, methoxy, methanesulphonylamino, methanesulphonyl, difluoromethoxy, trifluoromethoxy, difluoromethyl or trifluoromethyl group. 
       
    
     Particularly preferred are compounds of general formula (Ib), wherein 
     R 1  denotes a phenyl group optionally substituted by a fluorine, chlorine, bromine or iodine atom or a cyano or nitro group,
 
R 2  denotes a group selected from among the groups of formula n (i)-(vi):
 
     
       
         
         
             
             
         
       
         
         
           
             wherein R 9  denotes a phenyl or pyridyl group optionally substituted by a fluorine atom or an amino, nitro, hydroxy or methoxy group, and wherein the above-mentioned groups (i) to (vi) may each be substituted by one or two groups R 10  and 
             R 10  denotes OH, —NO 2 , —CN, —NH 2 , —I, —N(CH 3 ) 2 , —NHCO 2 CH 3 , —NHSO 2 CH 3 , C 1 -C 3 -alkyl, —SO 2 N(CH 3 ) 2 , —CO 2 H, benzyloxycarbonyl, ethoxycarbonyl, methoxycarbonyl, —CONHOH, tetrazol-5-yl, pyridinyl, methoxy-pyridinyl, phenyl optionally substituted by hydroxy, fluorine, methoxy, amino, nitro, dimethylamino, methylcarbonylamino, methylsulphonylamino, dimethylamino-sulphonylamino, carboxy, ethoxycarbonyl, benzyloxycarbonyl, hydroxy-aminocarbonyl or tetrazol-5-yl, or thiophenyl, 5-methyl-thiophen-2-yl, 3,5-dimethyl-isoxazol-4-yl or 1-acetyl-2-amino-propenyl,
 
R 3  and R 4  each denote a methyl or ethyl group or
 
R 3  and R 4  together denote an ethylene bridge and
 
R 5 , R 6  and R 7  each represent a hydrogen atom.
 
           
         
       
    
     Mention should be made most particularly of compounds of general formula (Ib), wherein 
     R 1  denotes a phenyl group,
 
R 2  denotes a group selected from among the groups of formula n (i)-(iii) or (v):
 
     
       
         
         
             
             
         
       
         
         
           
             wherein R 9  denotes a phenyl or pyridyl group optionally substituted by a fluorine atom or an amino, nitro, hydroxy or methoxy group, 
             and wherein the above-mentioned groups (i) to (iii) and (v) may each be substituted by a group R 10  and 
             R 10  denotes an iodine atom or a nitro, amino, methyl, carboxy, methoxycarbonyl, ethoxycarbonyl, pyridin-4-yl, pyridin-2-yl, 6-methoxy-pyridin-3-yl, thiophen-2-yl, 5-methyl-thiophen-2-yl, 3.5-dimethyl-isoxazol-4-yl, 1-acetyl-2-amino-propen-1-yl or a phenyl group, while the phenyl group may be substituted, preferably in the 4 position, by a fluorine atom or by a hydroxy, methoxy, nitro, amino, dimethylamino, methylcarbonylamino, methylsulphonylamino, dimethylamino-sulphonylamino, carboxy, ethoxycarbonyl, benzyloxycarbonyl, hydroxyaminocarbonyl or tetrazol-5-yl group,
 
R 3  and R 4  each denote a methyl group and
 
R 5 , R 6  and R 7  each represent a hydrogen atom,
 
but particularly those compounds of general formula (Ib) wherein
 
R 1  denotes a phenyl group,
 
R 2  denotes a group of formulae (Ia) or (v):
 
           
         
       
    
     
       
         
         
             
             
         
       
         
         
           
             wherein the above-mentioned group (i) in the phenyl moiety may be substituted by a fluorine atom or by a hydroxy, methoxy, nitro, amino, dimethylamino, methylcarbonylamino, methylsulphonylamino, dimethylaminosulphonylamino, carboxy, ethoxycarbonyl, benzyloxycarbonyl, hydroxy-aminocarbonyl or tetrazol-5-yl group and 
             the above-mentioned group (v) may be substituted in the benzyl moiety by a nitro, amino, carboxy or C 1-2 -alkyloxy-carbonyl group,
 
R 3  and R 4  each denote a methyl group and
 
R 5 , R 6  and R 7  each represent a hydrogen atom.
 
           
         
       
    
     Particularly preferred are the following compounds of formula (Ib) according to Table 4: 
     The abbreviation X 2  used in Table 4 denotes a linkage to the position in the general formula given under Table 4 instead of the corresponding group R 2 . 
     
       
         
           
               
             
               
                 TABLE 4 
               
             
            
               
                   
               
               
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
            
           
           
               
               
            
               
                 Example 
                 R 2   
               
               
                   
               
            
           
           
               
               
            
               
                 1 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 2 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 3 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 4 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 5 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 6 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 7 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 8 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 9 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 10 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 11 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 12 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 13 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 14 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 15 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 16 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 17 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 18 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 19 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 20 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 21 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 22 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 23 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 24 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 25 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 26 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 27 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 28 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 29 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 30 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 31 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 32 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 33 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 34 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 35 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 36 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 37 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
               
                 38 
                 
                   
                     
                     
                         
                         
                     
                   
                 
               
               
                   
               
            
           
         
       
         
         N-(3-{-[1,1-dimethyl-3-(4-phenyl-imidazol-1-yl)-propylamino]-1-hydroxy-ethyl}-phenyl)-benzenesulphonamide 
         N-(3-{2-[1,1-dimethyl-3-(3-methyl-1,4-dioxo-3,4-dihydro-1H-phthalazin-2-yl)-propylamino]-1-hydroxy-ethyl}-phenyl)-benzenesulphonamide 
         N-(3-{2-[1,1-dimethyl-3-(2-oxo-3-phenyl-imidazolidin-1-yl)-propylamino]-1-hydroxy-ethyl}-phenyl)-benzenesulphonamide 
         N-[3-(2-{1,1-dimethyl-3-[4-(4-nitro-phenyl)-imidazol-1-yl]-propylamino}-1-hydroxy-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(2-{3-[3-(4-fluoro-phenyl)-2-oxo-imidazolidin-1-yl]-1,1-dimethyl-propylamino}-1-hydroxy-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(1-hydroxy-2-{3-[4-(4-methoxy-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamino}ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(1-hydroxy-2-{3-[4-(4-hydroxy-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(2-{3-[4-(4-amino-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-1-hydroxy-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(1-hydroxy-2-{3-[4-(4-methanesulphonylamino-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-ethyl)-phenyl]-benzenesulphonamide 
         N-(3-{1-hydroxy-2-[3-(4-iodo-imidazol-1-yl)-1,1-dimethyl-propylamino]-ethyl}-phenyl)-benzenesulphonamide 
         methyl 1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-imidazole-4-carboxylate 
         N-[3-(1-hydroxy-2-{3-[4-(4-N,N-dimethyl-sulphamoylamino-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-ethyl)-phenyl]-benzenesulphonamide 
         N-(3-{2-[1,1-dimethyl-3-(2-oxo-3-pyridin-2-yl-imidazolidin-1-yl)-propylamino]-1-hydroxy-ethyl}-phenyl)-benzenesulphonamide 
         1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-imidazole-4-carboxylic acid 
         N-(3-{2-[1,1-dimethyl-3-(4-pyridin-4-yl-imidazol-1-yl)-propylamino]-1-hydroxy-ethyl}-phenyl)-benzenesulphonamide 
         benzyl 4-(1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-imidazol-4-yl)-benzoate 
         4-(1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-imidazol-4-yl)-benzoic acid 
         N-[3-(1-hydroxy-2-{3-[3-(4-hydroxy-phenyl)-2-oxo-imidazolidin-1-yl]-1,1-dimethyl-propylamino}-ethyl)-phenyl]-benzenesulphonamide 
         N-[4-(1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-imidazol-4-yl)-phenyl]-acetamide 
         N-[3-(2-{3-[4-(3,5-dimethyl-isoxazol-4-yl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-1-hydroxy-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(1-hydroxy-2-{3-[4-(6-methoxy-pyridin-3-yl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(2-{1,1-dimethyl-3-[4-(5-methyl-thiophen-2-yl)-imidazol-1-yl]-propylamino}-1-hydroxy-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(2-{3-[4-(4-fluoro-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-1-hydroxy-ethyl)-phenyl]-benzenesulphonamide 
         N-(3-{2-[1,1-dimethyl-3-(5-nitro-benzimidazol-1-yl)-propylamino]-1-hydroxy-ethyl}-phenyl)-benzenesulphonamide 
         N-[3-(1-hydroxy-2-{3-[4-(4-methoxy-phenyl)-[1,2,3]triazol-1-yl]-1,1-dimethyl-propylamino}-ethyl)-phenyl]-benzenesulphonamide 
         N-(3-{2-[1,1-dimethyl-3-(4-thiophen-2-yl-imidazol-1-yl)-propylamino]-1-hydroxy-ethyl}-phenyl)-benzenesulphonamide 
         N-[3-(2-{3-[4-(4-dimethylamino-phenyl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-1-hydroxy-ethyl)-phenyl]-benzenesulphonamide 
         ethyl 4-(1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-imidazol-4-yl)-benzoate 
         N-[3-(1-hydroxy-2-{3-[3-(4-methoxy-phenyl)-2-oxo-imidazolidin-1-yl]-1,1-dimethyl-propylamino}-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(2-{1,1-dimethyl-3-[3-(4-nitro-phenyl)-2-oxo-imidazolidin-1-yl]-propylamino}-1-hydroxy-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(1-hydroxy-2-{3-[3-(4-methoxy-phenyl)-5-methyl-[1,2,4]triazol-1-yl]-1,1-dimethyl-propylamino}-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(2-{3-[3-(4-amino-phenyl)-2-oxo-imidazolidin-1-yl]-1,1-dimethyl-propylamino}-1-hydroxy-ethyl)-phenyl]-benzenesulphonamide 
         N-[3-(2-{3-[4-(1-acetyl-2-amino-propenyl)-imidazol-1-yl]-1,1-dimethyl-propylamino}-1-hydroxy-ethyl)-phenyl]-benzenesulphonamide 
         N-(3-{2-[3-(5-amino-benzoimidazol-1-yl)-1,1-dimethyl-propylamino]-1-hydroxy-ethyl}-phenyl)-benzenesulphonamide 
         1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-benzimidazole-5-carboxylic acid 
         ethyl 1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-benzimidazole-5-carboxylate 
         N-{3-[2-(1,1-dimethyl-3-{4-[4-(1H-tetrazol-5-yl)-phenyl]-imidazol-1-yl}-propylamino)-1-hydroxy-ethyl]-phenyl}-benzenesulphonamide 
         4-(1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-imidazol-4-yl)-N-hydroxy-benzamide 
       
    
     By the term alkyl groups, as well as alkyl groups which are part of other groups, are meant, unless stated otherwise, branched and unbranched alkyl groups with 1 to 10 carbon atoms, while groups with 1 to 6 carbon atoms are preferred. Particularly preferred are alkyl groups with 1 to 4 carbon atoms, particularly those with 1 or 2 carbon atoms. The following are mentioned by way of example: methyl ethyl, propyl, butyl, pentyl, hexyl, octyl, nonyl and decyl. Unless stated otherwise, the above-mentioned terms propyl, butyl, pentyl, hexyl, octyl, nonyl and decyl include all the possible isomeric forms. For example, the term propyl includes the two isomeric groups n-propyl and iso-propyl, the term butyl includes n-butyl, iso-butyl, sec. butyl and tert.-butyl, the term pentyl includes iso-pentyl, neo-pentyl etc. In the above-mentioned alkyl groups one or more hydrogen atoms may optionally be replaced by other groups. For example these alkyl groups may be substituted by the halogen atoms fluorine, chlorine, bromine or iodine. The substituents are preferably fluorine or chlorine. Particularly preferred is the substituent fluorine. It is also possible for all the hydrogen atoms of the alkyl group to be replaced. Similarly, in the above-mentioned alkyl groups, unless otherwise described, one or more hydrogen atoms may optionally be replaced for example by OH, NO 2 , CN or an optionally substituted group selected from among —O—(C 1 -C 5 -alkyl), preferably methoxy or ethoxy, —O—(C 6 -C 14 -aryl), preferably phenyloxy, —O-heteroaryl, preferably —O-thienyl, —O-thiazolyl, —O-imidazolyl, —O-pyridyl, —O-pyrimidyl or —O-pyrazinyl, saturated or unsaturated —O-heterocycloalkyl, preferably —O-pyrazolyl, —O-pyrrolidinyl, —O-piperidinyl, —O-piperazinyl or —O-tetrahydro-oxazinyl, C 6 -C 14 -aryl, preferably phenyl, heteroaryl, preferably thienyl, thiazolyl, imidazolyl, pyridyl, pyrimidyl or pyrazinyl, saturated or unsaturated heterocycloalkyl, preferably pyrazolyl, pyrrolidinyl, piperidinyl, piperazinyl or tetrahydro-oxazinyl, an amine group, preferably methylamine, benzylamine, phenylamine or heteroarylamine, saturated or unsaturated bicyclic ring systems, preferably benzimidazolyl and C 3 -C 8 -cycloalkyl, preferably cyclohexyl or cyclopropyl. 
     Examples of alkenyl groups as well as alkenyl groups which are part of other groups include branched and unbranched alkyl groups with 1 to 10 carbon atoms, preferably 1 to 6, particularly preferably 1 to 4 carbon atoms, which contain at least one carbon-carbon double bond. Examples include: ethenyl, propenyl, methylpropenyl, butenyl, pentenyl, hexenyl, heptenyl, methylheptenyl, octenyl, nonenyl and decenyl. Unless stated otherwise, the above-mentioned terms propenyl, butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl and decenyl include all the possible isomeric forms. For example the term butenyl includes the isomeric groups but-1-enyl, but-2-enyl and but-3-enyl, etc. 
     In the above-mentioned alkenyl groups one or more hydrogen atoms may optionally be replaced by other groups. For example, these alkenyl groups may be substituted by the halogen atoms fluorine, chlorine, bromine or iodine. The substituents fluorine or chlorine are preferred. Particularly preferred is the substituent fluorine. It is also possible for all the hydrogen atoms of the alkenyl group to be replaced. 
     Examples of alkynyl groups as well as alkynyl groups which are part of other groups include branched and unbranched alkyl groups with 1 to 10 carbon atoms, preferably 1 to 6, particularly preferably 1 to 4 carbon atoms, which contain at least one carbon-carbon triple bond. Examples include: ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl, octynyl, nonynyl and decynyl. Unless otherwise stated, the above-mentioned terms propynyl, butynyl, pentynyl, hexynyl, heptynyl, octynyl, nonynyl and decynyl include all the possible isomeric forms. For example the term butynyl includes the isomeric groups but-1-ynyl, but-2-ynyl and but-3-ynyl, etc. In the above-mentioned alkynyl groups one or more hydrogen atoms may optionally be replaced by other groups. For example, these alkynyl groups may be substituted by the halogen atoms fluorine, chlorine, bromine or iodine. The substituents fluorine or chlorine are preferred. Particularly preferred is the substituent fluorine. It is also possible for all the hydrogen atoms of the alkynyl group to be replaced. 
     The term aryl denotes an aromatic ring system with 6 to 18 carbon atoms, preferably 6 to 14 carbon atoms, preferably 6 or 10 carbon atoms, particularly preferably phenyl, which may optionally be substituted and may preferably carry one or more of the following substituents: OH, NO 2 , CN, —OCHF 2 , —OCF 3 , —NH 2 , —NH-alkyl, —N(alkyl)-alkyl, —NH-aryl, —N(alkyl)-aryl, —NHCO-alkyl, —NHCO-aryl, —N(alkyl)-CO-alkyl, —N(alkyl)-CO aryl, —NHSO 2 -alkyl, —NHSO 2 —N(alkyl) 2 , —NHSO 2 -aryl, —N(alkyl)-S0 2 -alkyl, —N(alkyl)-SO 2 -aryl, CO 2 -alkyl, SO 2 -alkyl, SO 2 -aryl, —CONH(OH), —CONH-alkyl, —CONH-aryl, —CON(alkyl)-alkyl, —CON(alkyl)-aryl, —SO 2 NH-alkyl, —SO 2 NH-aryl, —SO 2 N(alkyl)-alkyl, SO 2 N(alkyl)-aryl, —O-alkyl, —O-aryl —S-alkyl, —S-aryl, tetrazolyl, halogen, for example fluorine, chlorine, bromine or iodine, preferably fluorine or chlorine, particularly fluorine, C 1 -C 10 -alkyl, preferably C 1 -C 5 -alkyl, particularly preferably C 1 -C 3 -alkyl, most particularly preferably methyl or ethyl, —O—(C 1 -C 3 -alkyl) preferably methoxy or ethoxy, —COOH or —CONH 2 . 
     By heteroaryl groups are meant 5- to 10-membered mono- or bicyclic heteroaryl rings, wherein one to three carbon atoms may in each case be replaced by a heteroatom selected from among oxygen, nitrogen or sulphur. Examples are furan, thiophene, pyrrole, pyrazole, imidazole, triazole, tetrazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazole, isoxazole, thiazole, thiadiazole, oxadiazole, while each of the above-mentioned heterocycles may optionally also be annellated to a benzene ring, such as for example benzimidazole, and these heterocycles may optionally be substituted and may preferably carry one or more of the following substituents. OH, NO 2 , CN, —NH 2 , —NH-alkyl, —N(alkyl)-alkyl, —NH-aryl, —N(alkyl)-aryl, —NHCO-alkyl, —NHCO-aryl, —N(alkyl)-CO-alkyl, —N (alkyl)-CO-aryl, —NHSO 2 -alkyl, —NHSO 2 -aryl, —N(alkyl)-SO 2 -alkyl, —N(alkyl)-SO 2 -aryl, —CO 2 -alkyl, —SO 2 -alkyl, —SO 2 -aryl, —CONH-alkyl, —CONH-aryl, —CON(alkyl)-alkyl, —CON(alkyl)-aryl, —SO 2 NH-alkyl, —SO 2 NH-aryl, —SO 2 N(alkyl)-alkyl, —SO 2 N(alkyl)-aryl, —O-alkyl, —O-aryl —S-alkyl, —S-aryl, —CONH 2 , halogen, preferably fluorine or chlorine, C 1 -C 10 -alkyl, preferably C 1 -C 5 -alkyl, preferably C 1 -C 3 -alkyl, particularly preferably methyl or ethyl, —O—(C 1 -C 3 -alkyl) preferably methoxy or ethoxy, —COOH, —COOCH 3 , —CONH 2 , SO-alkyl, —SO 2 -alkyl, —SO 2 H, —SO 3 -alkyl or optionally substituted phenyl. 
     The term cycloalkyl groups denotes saturated or unsaturated cycloalkyl groups with 3 to 8 carbon atoms such as for example cyclopropyl, cyclobutyl, cyclopentyl, cyclopentenyl, cyclohexyl, cyclohexenyl, cycloheptyl or cyclooctyl, preferably cyclopropyl, cyclopentyl or cyclohexyl, while each of the above-mentioned cycloalkyl groups may optionally also carry one or more substituents or be annellated to a benzene ring. 
     The terms heterocycloalkyl or heterocyclyl groups, unless otherwise described in the definitions, denote 5-, 6- or 7-membered, saturated or unsaturated heterocycles which may contain as heteroatoms nitrogen, oxygen or sulphur, such as for example tetrahydrofuran, tetrahydrofuranone, γ-butyrolactone, α-pyran, γ-pyran, dioxolane, tetrahydropyran, dioxane, dihydrothiophene, thiolane, dithiolane, pyrroline, pyrrolidine, pyrazoline, pyrazolidine, imidazoline, imidazolidine, tetrazole, piperidine, pyridazine, pyrimidine, pyrazine, piperazine, triazine, tetrazine, morpholine, thiomorpholine, diazepan, oxazine, tetrahydro-oxazinyl, isothiazole, pyrazolidine, preferably pyrazolyl, pyrrolidinyl, piperidinyl, piperazinyl or tetrahydro-oxazinyl, while the heterocyclic group may optionally be substituted. 
     The compounds of the above general formula (Ib) which contain a group that can be cleaved in-vivo are so-called prodrugs, and compounds of general formula (Ib) which contain two groups that can be cleaved in-vivo are so-called double prodrugs. 
     By a group that can be converted in-vivo into a carboxy group is meant for example an ester of formula —CO 2 R 11 , wherein 
     R 11  denotes hydroxymethyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkenyl, heterocyclo-alkyl, C 1 -C 3  alkoxycarbonyl, 1,3-dihydro-3-oxo-1-isobenzofuranol, —C(-alkyl)(-alkyl)-OC(O)-alkyl, —CHC(O)NH(-Alkyl), —CHC(O)N(-alkyl)(-alkyl), -alkyl, preferably C 1 -C 6 -alkyl, particularly preferably methyl, ethyl, n-propyl, iso-propyl, n-butyl, n-pentyl or n-hexyl,
 
cycloalkyl, preferably C 1 -C 6 -cycloalkyl, particularly preferably cyclohexyl, —(C 1 -C 3 -alkyl)-aryl, preferably (C 1 -C 3 -alkyl)-phenyl, particularly preferably benzyl, —CHC(O)N(-alkyl)(-alkyl), preferably —CHC(O)N(—C 1 -C 3 -alkyl)(—C 1 -C 3 -alkyl), particularly preferably —CHC(O)N(CH 3 ) 2 ,
 
—CH(-alkyl)OC(O)-alkyl, preferably —CH(—CH 3 )OC(O)(—C 1 -C 6 -alkyl), particularly preferably —CH(—CH 3 )OC(O)-methyl, —CH(—CH 3 )OC(O)-ethyl, —CH(—CH 3 )OC(O)-n-propyl, —CH(—CH 3 )OC(O)-n-butyl or —CH(—CH 3 )OC(O)-t-butyl, or
 
—CH 2 OC(O)-alkyl, preferably —CH 2 OC(O)(—C 1 -C 6 -alkyl), particularly preferably —CH 2 OC(O)-methyl, —CH 2 OC(O)-ethyl, —CH 2 OC(O)-n-propyl, —CH 2 OC(O)-n-butyl or —CH 2 OC(O)-t-butyl.
 
     By a group that can be converted in-vivo into a sulphonamide or amino group is meant for example one of the following groups: 
     —OH, -formyl, —C(O)-alkyl, —C(O)-aryl, —C(O)-heteroaryl, —CH 2 OC(O)-alkyl, —CH(-alkyl)OC(O)-alkyl, —C(-alkyl)(-alkyl)OC(O)-alkyl,
 
—CO 2 -alkyl, preferably C 1 -C 9 -alkoxy-carbonyl, particularly preferably methoxy-carbonyl, ethoxycarbonyl, n-propyloxycarbonyl, isopropyloxycarbonyl, n-butyl-oxycarbonyl, n-pentyloxycarbonyl, n-hexyloxycarbonyl, cyclohexyloxycar-bonyl, n-heptyloxycarbonyl, n-octyloxycarbonyl or n-nonyloxycarbonyl, —CO 2 (C 1 -C 3 -alkyl)-aryl, preferably —CO 2 (C 1 -C 3 -alkyl)-phenyl, particularly preferably benzyloxycarbonyl,
 
—C(O)-aryl, preferably benzoyl,
 
—C(O)-heteroaryl, preferably pyridinoyl or nicotinoyl or —C(O)-alkyl, preferably —C(O)(—C 1 -C 6 -alkyl), particularly preferably 2-methyl-sulphonylethoxycarbonyl, 2-(2-ethoxy)-ethoxycarbonyl.
 
     The halogen is generally fluorine, chlorine, bromine or iodine, preferably chlorine or fluorine, particularly preferably fluorine. 
     The compounds according to the invention may be present in the form of the individual optical isomers, mixtures of the individual enantiomers, diastereomers or racemates, prodrugs and double prodrugs and in the form of the tautomers, salts, solvates and hydrates, as well as in the form of the free bases or the corresponding acid addition salts with pharmacologically acceptable acids—such as for example acid addition salts with hydrohalic acids, for example hydrochloric or hydrobromic acid, or organic acids, such as for example oxalic, fumaric, diglycolic, formic, malic, benzoic, benzenesulphonic, camphorsulphonic, acetic, ethanesulphonic, glutamic, maleic, mandelic, lactic, phosphoric, nitric, sulphuric, succinic, para-toluenesulphonic, trifluoroacetic, tartaric, citric or methanesulphonic acid. 
     If desired, the new compounds of formula (Ia) or (Ib) thus obtained, if they contain a carboxy group or another acid group, may subsequently be converted into the salts thereof with inorganic or organic bases, particularly for pharmaceutical use into the physiologically acceptable salts thereof. Bases which may be used include for example sodium hydroxide, potassium hydroxide, cyclohexylamine, ethanolamine, diethanolamine and triethanolamine. 
     Moreover the compounds of general formula (Ia) or (Ib) obtained may be resolved into their enantiomers and/or diastereomers. 
     Thus, for example, the compounds of general formula (Ib) obtained which occur as stereoisomers may be resolved into their optical antipodes according to WO 05/108373. 
     The substituent R 1  may be optionally substituted aryl or heteroaryl, preferably substituted phenyl. Particularly preferably the substituent R 1  denotes phenyl. 
     The substituent R 2  may be a heteroaryl or heterocyclyl mono- or polysubstituted by R 10 , where R 2  contains at least one nitrogen atom. Particularly preferred is a triazole mono- or polysubstituted by R 10 , a 1,4-dioxo-3,4-dihydro-1H-phthalazine mono- or polysubstituted by R 10 , a 2-oximidazolidine mono- or polysubstituted by R 10 , a benzimidazole mono- or polysubstituted by R 10  or an imidazole mono- or polysubstituted by R 10 . 
     Most particularly preferred meanings of the substituent R 2  are a 1H-[1,2,3]triazol-1-yl monosubstituted by R 10 , a 1,4-dioxo-3,4-dihydro-1H-phthalazin-2-yl monosubstituted by R 10 , a 2-oxo-imidazolidin-1-yl monosubstituted by R 10 , a benzimidazol-1-yl monosubstituted by R 10  or an imidazol-1-yl monosubstituted by R 10 . 
     The substituents R 3  and R 4  may independently of one another denote hydrogen or an optionally substituted group selected from among C 3 -C 6 -cycloalkyl or C 1 -C 5 -alkyl, preferably C 1 -C 5 -alkyl, or 
     R 3  and R 4  together denote a 2- to 7-membered alkylene bridge, preferably a 2- to 5-membered alkylene bridge, particularly an ethylene bridge. 
     A substituted R 3  or R 4  is preferably substituted by C 1 -C 3 -alkyl. 
     Preferably R 3  denotes methyl. 
     Preferably R 4  denotes methyl. 
     The substituents R 5 , R 6  and R 7  may independently of one another denote hydrogen or a group selected from among halogen, cyano, —NR 8 CO—(C 1 -C 5 -alkyl), —NR 8 CO-aryl, —NR 8 SO 2 —(C 1 -C 5 -alkyl), NR 8 SO 2 -aryl, —CO 2 R 8 , —SO 2 R 8 , —CONHR 8 , —SO 2 NHR 8 , —OR 8 , optionally substituted C 3 -C 6 -cycloalkyl and optionally substituted C 1 -C 10 -alkyl, preferably hydrogen, halogen, cyano, methoxy, methanesulphonylamino, methanesulphonyl, difluoromethoxy, trifluoromethoxy, difluoromethyl or trifluoromethyl, particularly hydrogen, fluorine, chlorine or cyano. 
     A most particularly preferred meaning of the substituents R 5 , R 6  and R 7  is hydrogen. 
     The substituent R 8  may denote hydrogen or C 1 -C 5 -alkyl, preferably methyl. 
     The substituent R 9  may represent hydrogen, optionally substituted aryl or optionally substituted heteroaryl, preferably optionally substituted phenyl, pyridyl or thiophenyl. 
     The substituent R 10  may represent OH, NO 2 , CN, —OCHF 2 , —OCF 3 , —NH 2 , —NH-alkyl, —N(-alkyl)alkyl, —NH-aryl, —N(-alkyl)-aryl, —NHCO-alkyl, —NHCO-aryl, —N(-alkyl)CO-alkyl, —N(-alkyl)CO-aryl, —NHSO 2 -alkyl, —NHSO 2 -aryl, —N(-alkyl)SO 2 -alkyl, —N(-alkyl)SO 2 -aryl-CO 2 -alkyl, —SO 2 -alkyl, —SO 2 -aryl, —CONH-alkyl, —CONH-aryl, —CON(-alkyl)-alkyl, —CON(-Alkyl)-aryl, —SO 2 NH-alkyl, —SO 2 NH-aryl, —SO 2 N(-alkyl)-alkyl, —SO 2 N(-alkyl)-aryl, —O-alkyl, —O-aryl, —S-alkyl, —S-aryl, halogen, C 1 -C 10 -alkyl, —O—(C 1 -C 3 -alkyl), —COOH, —CONH 2 , —CON(-alkyl)SO 2 -alkyl, —CONHSO 2 -alkyl, —CONHOH, 2,5-dihydro-5-oxo-4H-1,2,4-oxadiazol-3-yl, 2,5-dihydro-5-oxo-4H-1,2,4-thiadiazol-3-yl, 2,5-dihydro-2-oxo-3H-1,2,4,5-oxathiadiazol-4-yl, tetrazolyl, heterocyclyl, aryl or heteroaryl. 
     Preferably R 10  denotes —OH, —NO 2 , —CN, —NH 2 , —I, —N(CH 3 ) 2 , —NHCO 2 CH 3 , —NHSO 2 CH 3 , —SO 2 N(CH 3 ) 2 , —CO 2 H, benzyloxycarbonyl, ethoxycarbonyl, methoxycarbonyl, —CONHOH, tetrazol-5-yl, pyridin-4-yl, pyridin-2-yl, 6-methoxy-pyridin-3-yl, phenyl, 4-hydroxyphenyl, 4-fluorophenyl, 4-methoxy-phenyl, 4-aminophenyl, 4-nitrophenyl, thiophen-2-yl, 5-methyl-thiophen-2-yl, 3,5-dimethyl-isoxazol-4-yl or 1-acetyl-2-amino-propenyl. 
     The preparation of the compounds of formula (Ib) according to the invention may be taken from WO 05/108373. 
     In the use according to the invention the specified compounds are administered to a patient in an effective amount. 
     As has been found, the compounds of general formula (Ia) and (Ib) are characterised by their great versatility in the therapeutic field. Particular mention should be made of those applications in which the effects of beta-3-agonists, particularly selective beta-3-agonists play a part. 
     Such diseases include for example: 
     urge incontinence, stress incontinence, mixed incontinence, overactive bladder (OAB) in the forms of wet OAB or dry OAB, OAB with imperative need to urinate, with or without urge incontinence, with or without increased frequency of urination, with or without nocturnal urination, dysuria, nycturia, pollacisuria, build-up of residual urine. Of these indications, OAB with increased frequency of urination, with or without urge incontinence, with or without nocturnal urination, is preferred. 
     The compounds may also be used in cases of pain in the prostate or of the lower urogenital tract. The diseases in question include benign prostatic hyperplasia (BPH), prostatitis, particularly chronic abacterial prostatitis, of neurogenic, muscular or bacterial origin, chronic pain syndrome of the pelvis, pelvic myoneuropathy, prostatodynia, LUTS (lower urinary tract symptoms), obstructive bladder emptying disorders (BOO) and/or prostatopathy. 
     The use according to the invention is directed not only to causative treatment of the above indications, but also to the treatment of the accompanying symptoms, particularly any related pain or problems of urine release, pain and discomfort in the region of the prostate or the lower urinary tract including the penis, pain during erection or ejaculation, pain on defecation, erectile disorders. 
     The compounds are also suitable for the treatment of irritable bowel syndrome, particularly irritable bowel syndrome with prevalent diarrhoea. 
     In the use according to the invention the specified compounds are administered to a patient in an effective amount. 
     Details of formulation examples and details of formulation ingredients may be taken from WO 2004/039784 and WO 05/108373. 
     The new compounds may be used for the prevention, short- or long-term treatment of the above-mentioned diseases, also in combination with other active substances which are used for the same indications.