Patent RU-2715058-C2 (RU)
Title: Heterocyclic compounds and use thereof for preventing or treating bacterial infections
Inventor: BRIAS JULIE
IPC: A61K31/439
Filed: 2016-03-30
Granted: 2020-02-25
Abstract: FIELD: medicine. 
     SUBSTANCE: invention relates to a compound of formula (B) applicable in medicine, including in a pharmaceutical composition and a kit: 
     
       
     
     where R 1  denotes carbon-bonded, unsubstituted or substituted with one or more T 1 , an aromatic, saturated, completely or partially unsaturated 4-, 5- or 6-member heterocycle containing at least one nitrogen atom; -CN; -C(O)NHQ 1 ; -C(O)NHOQ 1 ; -C(O)NH-NHQ 1 ; -C(O)O-NHQ 1 ; -C(O)OQ 1 ; -(CH 2 ) m OC(O)OQ 1 ; -(CH 2 ) m OQ 1 ; -(CH 2 ) m OC(O)Q 1 ; -(CH 2 ) m OC(O)NQ 1 Q 2 ; -(CH 2 ) m -NHC(O)Q 1 ; -(CH 2 ) m NHS(O) 2 Q 1 ; -(CH 2 ) m NHS(O) 2 NQ 1 Q 2 ; -(CH 2 ) m NHC(O)OQ 1 ; -(CH 2 ) m NHC(O)NQ 1 Q 2 ; -(CH 2 ) m NHQ 3 ; -(CH 2 ) m NH-C(NHQ 3 )=NQ 4 ; -(CH 2 ) m NH-CH=NQ 3 ; -C(NHQ 3 )=NQ 4 ; R 2  denotes O or NOQ 5 ; R 3  stands for SO 3 H, CFHCO 2 H or CF 2 CO 2 H; Q 1  and Q 2  independently denote a hydrogen atom; -(CH 2 ) p NHQ 3 ; -(CH 2 ) p -NH-C(NHQ 3 )=NQ 4 ; (CH 2 ) p -NH-CH=NQ 3 ; (CH 2 ) q -C(NHQ 3 )=NQ 4 ; -(CH 2 ) p OQ 3 ;   -(CH 2 ) q CONHQ 3 ; or Q 1  and Q 2 , unsubstituted or substituted with one or more T 2 , independently denote (C 1 -C 3 ) alkyl;   - (CH 2 ) n -(4-, 5- or 6-member heterocycle); or Q 1 , Q 2  and the nitrogen atom to which they are bonded form a saturated or partially unsaturated 4-, 5- or 6-member heterocycle containing 1, 2 or 3 heteroatoms; Q 3  and Q 4  independently denote H or (C 1 -C 3 ) alkyl; Q 5 , unsubstituted or substituted with one or more T 3 , denotes (C 1 -C 3 ) alkyl; (C 1 -C 3 ) fluoroalkyl; - (CH 2 ) n - (C 3 -C 6 ) cycloalkyl; - (CH 2 ) n - (C 3 -C 6 ) cyclofluoroalkyl; - (CH 2 ) n -(4-, 5- or 6-member heterocycle); or Q 5  denotes a hydrogen atom; (CH 2 ) p OQ 6 ; -(CH 2 ) q -CN; -(CH 2 ) p OC(O)Q 6 ; -(CH 2 ) q -C(O)OQ 6 ; -(CH 2 ) p -OC(O)OQ 6 ; -(CH 2 ) p -OC(O)NQ 6 Q 7 ; -(CH 2 ) q -C(O)NQ 6 Q 7 ; -(CH 2 ) q -C(O)NQ 6 OQ 7 ; -(CH 2 ) q -C(O)NQ 6 -NQ 6 Q 7 ; -(CH 2 ) p -NQ 6 C(O)Q 7 ; -(CH 2 ) p NQ 6 S(O) 2 Q 7 ; -(CH 2 ) p NQ 6 S(O) 2 NQ 6 Q 7 ; -(CH 2 ) p -NQ 6 C(O)OQ 6 ; -(CH 2 ) p -NQ 6 C(O)NQ 6 Q 7 ;   -(CH 2 ) p NQ 6 Q 7 ; -(CH 2 ) p -NH-C(NHQ 3 )=NQ 4 ; -(CH 2 ) p -NH-CH=NQ 3 ; (CH 2 ) q -C(NHQ 3 )=NQ 4 ; T 1  independently denotes a fluorine atom; -(CH 2 ) n OQ 1 ; -(CH 2 ) n -CN; -(CH 2 ) n OC(O)Q 1 ; -(CH 2 ) n -C(O)OQ 1 ; -(CH 2 ) n -OC(O)OQ 1 ; -(CH 2 ) n -OC(O)NHQ 1 ; -(CH 2 ) n -C(O)NHQ 1 ; -(CH 2 ) n -C(O)NHOQ 1 ; -(CH 2 ) n -C(O)NH-NHQ 1 ; -(CH 2 ) n -C(O)O-NHQ 1 ; -(CH 2 ) n -NHC(O)Q 1 ; -(CH 2 ) n NHS(O) 2 Q 1 ; -(CH 2 ) n NHS(O) 2 NQ 1 Q 2 ; -(CH 2 ) n -NHC(O)OQ 1 ; -(CH 2 ) n -NHC(O)NQ 1 Q 2 ; -(CH 2 ) n NHQ 1 ; -(CH 2 ) n -NH-C(NHQ 3 )=NQ 4 ; -(CH 2 ) n -NH-CH=NQ 3 ; (CH 2 ) n -C(NHQ 3 )=NQ 4 ; or T 1 , unsubstituted or substituted with one or more T 2 , independently denotes (C 1 -C 3 ) alkyl; (C 1 -C 3 ) fluoroalkyl; O- (C 1 -C 3 ) fluoroalkyl; - (CH 2 ) n - (4-, 5- or 6-membered aromatic, saturated, completely or partially unsaturated heterocycle containing at least one N); T 2  independently denotes OH, NH 2 , CONH 2 ; T 3  independently denotes H, F; (C 1 -C 3 ) alkyl; (C 1 -C 3 ) fluoroalkyl; O- (C 1 -C 3 ) fluoroalkyl; - (CH 2 ) n OQ 6 - (CH 2 ) n - (C 3 -C 6 ) cycloalkyl; - (CH 2 ) n - (C 3 -C 6 ) cyclofluoroalkyl; - (CH 2 ) n -heterocycle;   -(CH 2 ) n -CN;   -(CH 2 ) n OC(O)Q 6 ; -(CH 2 ) n -C(O)OQ 6 ; -(CH 2 ) n -OC(O)OQ 6 ; -(CH 2 ) n -OC(O)NQ 6 Q 7 ; -(CH 2 ) n -C(O)NQ 6 Q 7 ; -(CH 2 ) n -C(O)NQ 6 OQ 7 ; -(CH 2 ) n -C(O)NQ 6 -NQ 6 Q 7 ; -(CH 2 ) n -C(O)O-NHQ 6 ; -(CH 2 ) n -NQ 6 C(O)Q 7 ; -(CH 2 ) n NQ 6 S(O) 2 Q 7 ; -(CH 2 ) n NQ 6 S(O) 2 NQ 6 Q 7 ; -(CH 2 ) n -NQ 6 C(O)OQ 7 ; -(CH 2 ) n -NQ 6 C(O)NQ 6 Q 7 ; -(CH 2 ) n NQ 6 Q 7 ; -(CH 2 ) n -NH-C(NHQ 3 )=NQ 4 ; -(CH 2 ) n -NH-CH=NQ 3 ; -(CH 2 ) n -C(NHQ 3 )=NQ 4 ; Q 6  and Q 7  independently denoted by H; (C 1 -C 3 ) alkyl; -(CH 2 ) p NHQ 3 ; -(CH 2 ) p -NH-C(NHQ 3 )=NQ 4 ; (CH 2 ) p -NH-CH=NQ 3 ; (CH 2 ) q -C(NHQ 3 )=NQ 4 ; -(CH 2 ) p OQ 3 ;   -(CH 2 ) q C(O)NQ 3 Q 4 ; -(CH 2 ) n -(4-, 5- or 6-membered aromatic, saturated, completely or partially unsaturated heterocycle containing at least one nitrogen atom); or Q 6 , Q 7  and the nitrogen atom to which they are attached form together a saturated or partially unsaturated 4-, 5- or 6-member heterocycle containing 1, 2 or 3 heteroatoms; m has same or different values and independently denotes 1 or 2; n has identical or different values and independently denotes 0, 1, 2 or 3; p has same or different values and independently denotes 2 or 3; q has identical or different values and independently denotes 1, 2 or 3; wherein any carbon atom present in the group, selected from alkyl, cycloalkyl, fluoroalkyl, cyclofluoroalkyl and heterocycle, can be oxidised to form a C = O group; any sulfur atom present in the heterocycle can be oxidised to form a group S = O or a group S(O) 2 ; any nitrogen atom present in the heterocycle, or present in the group in which it is trisubstituted, thereby forming a tertiary amino group, can be further quaterised with a methyl group; and its racemate, enantiomer, diastereomer, geometrical isomer or pharmaceutically acceptable salt. 
     EFFECT: presented is a novel compound, a pharmaceutical composition based thereon, including a kit thereof, effective for use in treating or preventing bacterial infection. 
     20 cl, 7 ex, 4 tbl