NEW PIPERIDINES AS CHEMOKINE (CCR) MODULATORS Russian patent published in 2009 - IPC C07D211/52 C07D401/12 C07D409/12 C07D417/12 A61K31/445 A61K31/4523 A61P11/06 A61P19/02 A61P31/00 

Abstract RU 2348616 C2

FIELD: chemistry.

SUBSTANCE: invention concerns new compounds of the formula (I) , where R1 is phenyl optionally substituted by halogen, cyano, C1-4alkyl or C1-4haloalkyl; R2 is hydrogen, C1-6alkyl or C3-6cycloalkyl; and R3 is a group with NH or OH and calculated or measured pKa from 1.0 to 8.0, selected out of: 2-oxo-thiazol-5-yl with C1-4fluoroalkyl, optionally substituted phenyl group, optionally substituted heterocyclyl group or CH2S(O)2(C1-4alkyl) group in position 4; 2-oxo-oxazol-5-yl with C1-4fluoroalkyl or CH2S(O)2(C1-4alkyl) in position 4; 1H-1,2,3-triazol-4-yl with C1-4alkyl, C3-6cycloalkyl, C1-4fluoroalkyl, S-R4 (where R4 is C1-4alkyl, C1-4fluoroalkyl or C3-6cycloalkyl), NHS(O)2(C1-4alkyl), N(C1-4alkyl)S(O)2(C1-4alkyl), phenyl group, heterocyclyl group or CH2S(O)2C1-4alkyl) group in position 5; 4-oxo-1H-1,4-dihydropyridine-3-yl with C1-4fluoroalkyl in position 2; 2,6-dioxo-1H-1,2,3,6-tetrahydropyrimidine-4-yl with C1-4alkyl, C3-6cycloalkyl or CH2(C1-3fluoroalkyl) in position 3 and optionally substituted in one or more other ring positions; 6-oxo-1H-1,6-dihydropyridine-3-yl with C1-4fluoroalkyl, cyano or phenyl in position 2 and/or in position 5 and optionally substituted in one or more other ring positions; 6-oxo-1H-1,6-dihydropyridine-3-yl with CH2CO2H at ring nitrogen atom and optionally substituted in one or more other ring positions; 2H-tetrazol-5-yl; CO2H, CH2CO2H or OCH2CO2H group at optionally substituted phenyl, optionally substituted CH2O phenyl or optionally substituted naphtyl ring or optionally substituted acylated dihydroisoquinolinyl ring; or group NHS(O)2(C1-4alkyl) at optionally substituted aromatic heterocyclic ring; or their tautomer where possible; in indicated positions where heterocyclyl ring in R3 can be optionally substituted, it can be optionally substituted by fluoro, chloro, bromo, C1-4alkyl, C3-6cycloalkyl, C1-4fluoroalkyl, S-R4 (where R4 is C1-4alkyl, C1-4fluoroalkyl or C3-6cycloalkyl), cyano, S(O)2(C1-4alkyl); in indicated positions where phenyl or naphtyl ring in R3 can be optionally substituted, it can be optionally substituted by halogen, cyano, C1-4alkyl, C1-4alkoxy, C1-4fluoroalkyl, OCF3, SCF3, nitro, S(C1-4alkyl), S(O)(C1-4alkyl), S(O)2(C1-4alkyl), S(O)2NH(C1-4alkyl), S(O)2N(C1-4alkyl)2, NHC(O)(C1-4alkyl) or NHS(O)2(C1-4alkyl); or its pharmaceutically acceptable salts. Also invention concerns compounds of formula (I), method of obtaining compounds of any of claims 1-12, as well as pharmaceutical composition.

EFFECT: obtaining novel bioactive compounds with chemokine receptor activity modulation effect.

16 cl, 51 ex

Similar patents RU2348616C2

Title Year Author Number
THIAZOLOPYRIMIDINONES AS MODULATORS OF NMDA RECEPTOR ACTIVITY 2014
  • Yuj Tszyan
  • U Goshen
  • Yuen Po-Vaj
  • Villemur Eliziya
  • Shvarts Yakob
  • Li Kuon
  • Sellers Bendzhamin
  • Volgraf Metyu
RU2703273C2
METHOD OF RESIDUAL LIPOPROTEINS PRODUCING INHIBITION 2004
  • Okamoto Khirosi
  • Furukava Noboru
  • Sasase Tomokhiko
RU2330682C2
PYRAZOLO[3,4-b]PURIDINE DERIVATIVES, PHARMACEUTICAL COMPOSITION (VERSIONS), APPLICATION (VERSIONS), COMBINATION (VERSIONS) 2003
  • Allen Dejvid Dzhordzh
  • Kou Dajan Mehri
  • Kuk Kehrolin Mehri
  • Doul Majkl Dehnnis
  • Ehdlin Kristofer Dejvid
  • Khehmblin Dzhuli Nikol'
  • Dzhonson Martin Redpat
  • Dzhounz Pol Spenser
  • Noulz Richard Grehm
  • Mitchell Sharlott Dzhejn
  • Redgrejv Ehlison Dzhudit
  • Uord Piter
  • Lindvall Mika Kristian
RU2357967C2
PYRIDINES SUBSTITUTED WITH HETEROARYL AND APPLICATION METHODS 2017
  • Altenbakh Robert Dzh.
  • Bogdan Endryu
  • Koti Dyuvanni Petru Diunizu
  • Kauert Marlon D.
  • Gresler Stefen N
  • Kelgtermans Khans
  • Kim Filip R.
  • Van Der Plas Stiven Emil
  • Van Syuetsin
RU2756743C2
AZASPIROALKANE DERIVATIVES METALLOPROTEASE INHIBITORS 2004
  • Jao Vehn'Tsin
  • Chzho Tszin'Tsun
  • Ksu Mehjchzhun
  • Chzhan Fehnlehj
  • Metkaf Brajan
RU2379303C2
HETEROCYCLIC COMPOUNDS AS PRMT5 INHIBITORS 2018
  • Vadivelu, Saravanan
  • Rajagopal, Sridharan
  • Burri, Raghunadha Reddy
  • Garapaty, Shivani
  • Sivanandhan, Dhanalakshmi
  • Thakur, Manish Kumar
  • Natarajan, Tamizharasan
  • Swamy, Indu N
  • Nagaraju, Nagendra
  • Kanagaraj, Subramaniam
  • Mohd, Zainuddin
  • Sarkar, Sayantani
  • Samanta, Swapan Kumar
  • Hariprakash
RU2797822C2
NEW BISPIDINE COMPOUNDS USEFUL IN TREATMENT OF CARDIAC ARRHYTHMIAS 2000
  • Al'Stermark Krister
  • Andersson K'Ell'
  • B'Ere Annika
  • B'Ersne Magnus
  • Lindstedt Al'Stermark Eva-Lotte
  • Nil'Sson Jeran
  • Polla Magnus
  • Strandlund Ert
  • Ehrtengren Il'Va
RU2250903C2
METHOD OF USING PROTHIOCONAZOLE TO INDUCE IMMUNE SYSTEM RESPONSE 2014
  • Titen Klaus
  • Zuti-Khajntse Anne
  • Gertts Andreas
  • Kausmann Martin
  • Knoblokh Tomas
  • Gille Zasha
RU2662287C2
METHOD FOR TREATMENT OF STATES CAUSED BY p38 KINASES AND PYRROLOTRIAZINE COMPOUNDS USED AS KINASE INHIBITORS 2001
  • Lefteris Kehterina
  • Behrrish Dzhoel
  • Khines Dzhon
  • Vrobleski Stiven T.
RU2316556C2
4-SUBSTITUTED PHENYLAMINE DERIVATIVES AND THEIR USE TO PROTECT CROPS AGAINST UNDESIRABLE PHYTOPATHOGENIC MICROORGANISMS 2017
  • Naik, Maruti N.
  • Mahajan, Vishal Ashok
  • More, Mahesh Prakash
  • Desai, Avinash
  • Kale, Manoj Ganpat
  • Manjunatha, Sulur G
  • Venkatesha, Hagalavadi M
  • Autkar, Santosh Shridhar
  • Garg, Ruchi
  • Samanta, Jatin
  • Klausener, Alexander G. M.
  • Poscharny, Konstantin
RU2796397C2

RU 2 348 616 C2

Authors

Al'Karaz Lilian

Kejdzh Piter

Ferber Mark

Kinchin Ehlizabet

Lukkherst Kristofer

Rigbi Ehron

Dates

2009-03-10Published

2005-01-31Filed