PIPERIDINE DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTOR CCR5 Russian patent published in 2009 - IPC C07D401/06 C07D401/14 C07D403/06 C07D417/14 A61K31/4545 A61K31/496 A61P1/00 A61P11/00 A61P17/00 A61P19/00 

Abstract RU 2368608 C2

FIELD: chemistry.

SUBSTANCE: in new compounds with formula (I): (I) A is absent or represents (CH2)2; L is CH or N; M is NR1, O, S, S(O) or S(O)2; R1 is C1-6alkyl, substituted with phenyl {which itself is possibly substituted with halogen, C1-4alkyl, C1-4alkoxy, CF3}; phenyl {which is possibly substituted with halogen, C1-4alkyl, C1-4alkoxy, CF3, C1-4alkylthio}, S(O)2R, S(O)2NR6R7, C(O)R8; R2 is phenyl (which is possibly substituted with halogen, CN or C1-4halogenalkyl), thienyl or halogenthienyl; R3 is hydrogen or methyl; Rb is hydrogen or C1-3alkyl; R4 is a five- or six-member heterocycle, containing at least one carbon atom, one to four nitrogen atoms and, possibly, one oxygen or sulphur atom, where the carbon atom in the said heterocycle R4 is possibly substituted with oxo, C1-6alkyl [which is possibly substituted with halogen, OH, C1-4alkoxy, S(C1-4alkyl) group or piperidinyl {which it self is possibly substituted with benzene [which is possibly substituted with a S(O)2(C1-4alkyl) group], C(O)(C1-4alkoxy) group, C(O)NH2, C(O)NH(C1-4alkyl), C(O)N(C1-4alkyl)2 or S(O)2(C1-4alkyl) [where alkyl is possibly substituted with fluoro]}], C3-6cycloalkyl, CN, C(O)NH2, C(O)NH(phenylC1-2alkyl) group, phenyl [which is possibly substituted with a S(O)2(C1-4alkyl) group] or benzyl [which is possibly substituted with a S(O)2(C1-4alkyl) group]; if possible, the nitrogen atom in the said heterocycle R4 is substituted with C1-6alkyl [which is possibly substituted with C1-4alkoxy, S(O)(C1-4alkyl) group, S(O)2(C1-4alkyl), C(O)(C1-4alkoxy), CONH2, CONH(C1-4alkyl), CON(C1-4alkyl)2, phenyl{which is possibly substituted with C1-4alkyl, C1-4alkoxy, S(O)(C1-4alkyl) group or S(O)2(C1-4alkyl)}, piperidinyl {which is possibly substituted with a S(O)(C1-4alkyl) group or S(O)2(C1-4alkyl)}], C3-6cycloalkyl, CO(C1-4alkyl) group [which is possibly substituted with a halogen], S(O)2(C1-4alkyl) group [which is possibly substituted with fluorine], COO(C1-6alkyl) group, phenyl [which is possibly substituted with a S(O)(C1-4alkyl) or S(O)2(C1-4alkyl) group]; - under the condition that the nitrogen atom in the said heterocycle R4 is substituted with an alky group, the said alkyl does not have C1-4alkoxy, S(O)(C1-4alkyl) or S(O)2(C1-4alkyl) substitute on the carbon atom, bonded to the nitrogen atom in the said heterocycle R4; - five- or six-member heterocyle R4 is possibly condensed with cyclohexane, piperadine, benzole, pyridine, pyridazine, pyrimidine or pyrazine ring; ring carbon atoms in the said condensed cyclohexane, piperadine, benzole, pyridine, pyridazine, pyrimidine or pyrazine ring are possibly substituted with a halogen, C1-4alkyl, C1-4alkoxy, CF3, S(C1-4alkyl), S(O)(C1-4alkyl) or S(O)2(C1-4alkyl) group; and the nitrogen atom of the condensed piperidine ring is possibly substituted with C1-4alkyl [which is possibly substituted with oxo, halogen, OH, C1-4alkoxy, C(O)(C1-4alkoxy), C(O)NH2, C(O)NH(C1-4alkyl) group, C(O)N(C1-4alkyl)2 group, C(O)(C1-4alkyl)group [where alkyl is possibly substituted with C1-4alkoxy or halogen], benzene [which is possibly substituted with S(O)(C1-4alkyl) or S(O)2(C1-4alkyl)], C(O)(C1-4alkoxy), C(O)NH2, C(O)NH(C1-4alkyl), C(O)N(C1-4alkyl)2 or S(O)2(C1-4alkyl) group [where alkyl is possibly substituted with fluoro]; R5 is C1-6alkyl [which is possibly substituted with a halogen (for example fluoro), C1-4alkoxy, phenyl {which itself is possibly substituted with a halogen, C1-4alkyl, C1-4alkoxy}], C3-7cycloalkyl (which is possibly substituted with a halogen or C1-6alkyl), piranyl, phenyl {which is possibly substituted with halogen, C1-4alkyl, C1-4alkoxy}, or a 5- or 6-member saturated nitrogen-containing heterocyclic ring {which is possibly substituted with a S(O)2(C1-4alkyl) or C(O)(C1-4alkyl) group}; R8 is hydrogen, C1-4alkyl [which is possibly substituted with halogen (for example fluro), C1-4alkoxy, phenyl{which itself is possibly substituted with halogen, C1-4alkyl, C1-4alkoxy}], C3-7cycloalkyl (which is possibly substituted with halogen or C1-4alkyl), piranyl, phenyl {which is possibly substituted with halogen, C1-4alkyl, C1-4alkoxy}, or a 5- or 6-member saturated nitrogen-containing heterocyclic ring {which is possibly substituted with S(O)2(C1-4alkyl) or C(O)(C1-4alkyl) group}; R6 and R7 are bonded, forming a 5- or 6-member ring which is possibly substituted with C1-4alkyl; R9 and R10 independently represent hydrogen or C1-6alkyl; or to its pharmaceutically acceptable salts. The invention also relates to a method of obtaining compounds in paragraph 1, to a method of modulating activity of CCR5 receptor, as well as to a pharmaceutical composition.

EFFECT: obtaining new biologically active compounds with modulating effect towards CCR5 receptor.

15 cl, 29 ex, 12 tbl

Similar patents RU2368608C2

Title Year Author Number
PYRROLOTRIAZINE ANILINE DERIVATIVES EFFECTIVE AS KINASE INHIBITORS 2003
  • Dikman Ehlarik
  • Khines Dzhon
  • Leftkheris Kehterina
  • Liu Chandzhian
  • Vrobleski Stiven T.
RU2375363C2
PIPERIDINE DERIVATIVES AS MODULATORS OF ACTIVITY OF CCR5 RECEPTOR, METHOD AND INTERMEDIATE COMPOUNDS FOR OBTAINING THEM, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM 2002
  • Takker Khauard
RU2345990C2
USING SIP RECEPTOR MODULATOR 2008
  • Barde Iv-Alen
  • Bilbe Grejm
  • Deograsias Ruben
  • Kun Rajner R.
  • Matsumoto Tomoja
  • Mir Anis Khusro
  • Shubart Anna Svenja
RU2498796C2
SUBSTITUTED QUINAZINE DERIVATIVES AS FGFR-KINASE INHIBITORS FOR TREATMENT OF CANCER 2011
  • Saksti Gordon
  • Mjurrej Kristofer Uilljam
  • Berdini Valerio
  • Bezong Gilbert Ebaj
  • Khamlett Kristofer Charlz Frederik
  • Vudkhed Stiven Dzhon
  • Lini Jannik Eme Eddi
  • Anzhibo Patrik Rene
RU2602233C2
QUINAZOLINONE DERIVATIVES APPLICABLE AS MODULATORS OF FGFR KINASE 2014
  • Anzhibo, Patrik Rene
  • Keroll, Olive Aleksis Zhorzh
  • Pilatt, Izabell Noell Konstans
  • Merpul, Liven
  • Ponsele, Virzhini Sofi
RU2701517C2
NEW PIPERIDINES AS CHEMOKINE (CCR) MODULATORS 2005
  • Al'Karaz Lilian
  • Kejdzh Piter
  • Ferber Mark
  • Kinchin Ehlizabet
  • Lukkherst Kristofer
  • Rigbi Ehron
RU2348616C2
NEW 5,6-DIHYDROPYRIDINE-2-ON COMPOUNDS APPLICABLE AS THROMBIN INHIBITORS 2004
  • Berggren Kristina
  • Davidsson Ehjvind
  • F'Ell'Strem Ola
  • Gustafsson David
  • Khanessian Stiven
  • Ingkhardt Tord
  • Nogord Mats
  • Nil'Sson Ingemar
  • Terr'En Ehrik
  • Van Otterlo Villem
RU2335492C2
QUINOLINES AS FGFR KINASE MODULATORS 2012
  • Berdini Valerio
  • Anzhibo Patrik Rene
  • Vudkhed Stiven Dzhon
  • Saksti Gordon
RU2625303C2
PTERIDINES AS FGFR INHIBITORS 2013
  • Saksti Gordon
  • Khamlett Kristofer Charlz Frederik
  • Berdini Valerio
  • Myurrej Kristofer Uillyam
  • Anzhibo Patrik Rene
  • Keroll Olive Aleksis Zhorzh
  • Ponsele Virzhini Sofi
RU2702906C2
OPTIONALLY CONDENSED HETEROCYCLYL-SUBSTITUTED PYRIMIDINE DERIVATIVES SUITABLE FOR TREATING INFLAMMATORY, METABOLIC, ONCOLOGICAL AND AUTOIMMUNE DISEASES 2015
  • Schroder Glad Sanne
  • Gron Norager Niels
  • Sarvary Ian
  • Haahr Gouliaev Alex
  • Teuber Lene
  • Stasi Luigi Piero
RU2719422C2

RU 2 368 608 C2

Authors

Faull Alan

Taker Khauard

Dates

2009-09-27Published

2005-04-20Filed