Patent RU-2330023-C2 (RU)
Title: New derivatives benzimidazole and imidazopyridine and their application as medicines
Inventor: PUATU LIDI
IPC: A61P25/24
Filed: 2004-02-25
Granted: 2008-07-27
Abstract: FIELD: chemistry. 
     SUBSTANCE: invention relates to new compounds with the general formula (I)   in the racemic, enantiomeric form or in any combination of these forms and in which: A represents -CH 2 -, -C(O)-, -C(O)-C(R a)( R b) -; X represents -CH-; R a  and R b  independently represent the hydrogen atom or a radical (C 1 -C 6 )alkyl; Rj represents the atom of hydrogen; a radical (C 1 -C 8 )alkyl, not necessarily substituted hydroxyl or by one or more identical or different radicals of halogens; (C 2 -C 6 )alkenyl; or a radical of the formula -(CH 2 ) n -X 1 ; R 2  represents a radical (C 1 -C 8 )alkyl not necessarily substituted hydroxyl or by one or more identical or different radicals of halogens; (C 2 -C 6 )alkenyl; or a radical of the formula -(CH 2 ) n -X 1 ; each X 1  independently represents (C 1 -C 6 )alkoxy, (C 3 -C 7 )cycloalkyl or heteroaryl, and radicals (C 3 -C 7 )cycloalkyl, aryl and heteroaryl are not necessarily replaced by one or more either identical or various assistants chosen from: -(CH 2 ) n' -V 1 -Y 1 , halogen and; V 1  represents -O-, -S- or a covalent bond; Y 1  represents a radical (C 1 -C 6 )alkyl, not necessarily substituted hydroxyl or by one or more identical or different radicals of halogens; n represents an integer from 0 up to 6 and n ' - an integer from 0 up to 2 that if n is equal 0 then X 1  does not represent a radical alkoxy); or R 1  and R 2  form together with the atom of nitrogen to which they are attached, heterobicycloalkyl or heterocycloalkyl, are not necessarily replaced by one or more either identical or various substitutes chosen from: hydroxy, (C 1 -C 6 )alkyl, not necessarily substituted by hydroxy, (C 1 -C 6 )alkoxycarbonyl, heterocycloalkyl and-C(O)NV 1 'Y 1 ', in which V 1 ' and Y 1 ' independently represent the atom of hydrogen or (C 1 -C 6 )alkyl; or R 1  and R 2  together form a radical of the formula:       R 3  represents-Z 3 , -C(R Z3 )(R' Z3 )-Z 3 , -C(R Z3 )(R' Z3 )-(CH 2 ) p -Z 3  or -C(O)Z' 3 ; R Z3  and R' Z3  independently represent atom of hydrogen or a radical (C 1 -C 6 )alkyl; Z 3  represents Z 3b , Z 3c , Z 3d  or Z 3e ; Z 3b  represents (C 1 -C 6 )alkoxy, (C 1 -C 6 )alkythio, (C 1 -C 6 )alkylamino, or a radical di((C 1 -C 6 )alkyl) amino; Z 3c  represents aryl or a radical heteroaryl; Z 3d  represents C 1 -C 6 )alkoxycarbonyl, aminocarbonyl, (C 1 -C 6 )alkylaminocarbonyl, di((C 1 -C 6 )alkyl) aminocarbonyl, (C 1 -C 6 )alkyl-C(O)NH-, (C 3 -C 7 ) cycloalkyl, heterocycloalkyl; and radicals (C 3 -C 7 ) cycloalkyl and heterocycloalkyl are not necessarily replaced by one or more either identical or various substitutes chosen from: (C 1 -C 6 )alkoxy, (C 1 -C 6 )alkylcarbonyl, (C 1 -C 6 )alkoxycarbonyl and oxy, radicals aryl and heteroaryl are not necessarily replaced by one or more either identical or various substitutes chosen from: halogen, cyanogen, nitro, azide, oxy, (C 1 -C 6 )alkylcarbonyl-(C 1 -C 6 )alkenyl, (C 1 -C 6 )alkylaminocarbonyl-(C 1 -C 6 )alkenyl, -SO 2 -NR 31 R 32 , heterocycloalkyl, heteroaryl or -(CH 2 ) P '-V 3 -Y 3 ; R 31  and R 32  form together with atom of nitrogen to which they are attached, heterocycloalkyl, V 3  represents -O-, -S-, -C(O)-, -C(O)-O-, -O-C(O)-, -SO 2 -, -SO 2 NH-, -NR' 3 -SO 2 -, -NR' 3 -, -NR' 3 -C(O)-, -C(O)-NR' 3 -, -NH-C(O)-NR' 3 - or covalent bonds; Y 3  represents the atom of hydrogen; radical (C 1 -C 6 )alkyl, not necessarily replaced by one or more either identical or different radicals of halogens; radical aryl or a radical aryl-(C 1 -C 6 )alkyl; Z 3e  represents a radical of the formula      
      , Z' 3  represents a radical aryl, not necessarily replaced by one or more oreither identical or various substitutes chosen from: halogen, nitro and -(CH 2 ) P" -V' 3 -Y' 3 ; V' 3  represents -O-, -C(O)-, -C(O)-O, -C(O)-NR' 3 -,-NH-C(O)-NR' 3 - or covalent bonds; Y' 3  represents the atom of hydrogen or a radical (C 1 -C 6 )alkyl, not necessarily replaced by one or more either identical or different radicals of halogens; R' 3  represents the atom of hydrogen (C 1 -C 6 )alkyl or a radical (C 1 -C 6 )alkoxy; p represents an integer from 1 up to 4; p' and p" independently represent an integer from 0 up to 4; R 4  represents a radical of the formula -(CH 2 ) S -R' 4 ; R' 4  represents a radical guanidine; heterocycloalkyl containing, at least, one atom of nitrogen and not necessarily substituted (C 1 -C 6 )alkyl or aralkyl; heteroaryl containing, at least, one atom of nitrogen and not necessarily substituted (C 1 -C 6 )alkyl or a radical of the formula -NW 4 W' 4 ; W 4  represents an atom of hydrogen or (C 1 -C 8 ) alkyl; W' 4  represents a radical of the formula -(CH 2 ) S -Z 4 ; Z 4  represents an atom of hydrogen (C 1 -C 8 ) alkyl, (C 3 -C 7 )cycloalkyl, heteroaryl and aryl; s and s' independently represent an integer from 0 up to 6; and i) if R 3  represents -C(O)-Z' 3  and R 4  represents a radical of the formula -(CH 2 ) S -NW 4 W' 4 , and W 4  and W' 4  independently represent an atom of hydrogen or a radical C 1 -C 6 )alkyl, then -(CH 2 ) s  represents neither radical ethylene nor radical -(CH 2 )-CH((C 1 -C 4 )alkyl) and ii), if R 3  represents -Z 3c  and Z 3c  represents phenyl or naphthyl, then phenyl and naphthyl are not substituted by cyanogen; also note that if R 3  represents -Z 3d , then Z 3d , represents only one (C 3 -C 7 )cycloalkyl or heterocycloalkyl; or to their pharmaceutically acceptable salts. The invention also relates to the method of obtaining the compounds of the formula (I), to a pharmaceutical composition, and to the application of compounds of the formula (I) and (I '). 
     EFFECT: obtaining new biologically active compounds on their basis, possessing activity with respect to receptors MC4. 
     41 cl, 535 ex