CHIRAL DIACYL-HYDRAZINE LIGANDS FOR MODULATING EXPRESSION OF EXOGENIC GENES BY MEANS OF ECDYSONE-RECEPTOR COMPLEX Russian patent published in 2013 - IPC C07C241/04 C07C243/38 C07C281/02 C07D213/82 C07D307/68 C07D317/68 C07D319/18 C07D333/38 C12N15/09 A61K31/166 A61K31/27 A61K31/341 A61K31/357 A61K31/36 A61K31/381 A61K31/44 

Abstract RU 2490253 C2

FIELD: chemistry.

SUBSTANCE: invention relates to compounds of general formula III and their pharmaceutically acceptable salts, A represents (C1-C6)alkyl-O-, phenyl-(C1-C6)alkyl-O-; aryl, selected from phenyl, naphthyl, and which is possibly substituted by 1-3 substituents, given in the invention formula; or heteroaryl, which has four or five carbon atoms and one heteroatom, selected from oxygen, nitrogen and sulphur, which is possibly substituted by 1-3 substituents, given in the invention formula; B represents phenyl, possibly substituted by 1-3 substituents, where substituents are selected from (C1-C6)alkyl, (C3-C7)cycloalkyl, (C1-C6)alkyl-O-, hydroxy, amino and halogeno; and R1 and R2 independently represent (C1-C6)alkyl, phenyl-(C1-C6)alkyl-, hydroxy-(C1-C6)alkyl, (C3-C7)cycloalkyl, (C2-C6)alkenyl or (C2-C6)alkynyl; on condition that R1 is different from R2; where absolute configuration of asymmetric R1 and R2 -carrying carbon atom is mainly R-configuration. Invention also relates to pharmaceutical composition, possessing ability to modulate gene expression, methods of modulation of gene expression in host cell, method of regulating expression of endogenous or heterologous gene in transgenic subject, method of regulating transgenic expression in transgenic subject, method of polypeptide production and to method of obtaining formula IV compound. Method includes stages: a) interaction of formula V compound with formula IV compound with obtaining formula VII compound; b) reduction of formula VII compound with obtaining formula VIII compound, b) interaction of formula VIII compound with formula B-CO-LG compound, where B has values, given above, and LG is leaving group representing -F, -Cl or -Br, with formation of formula IX compound, d) removal of group R7CO2- from formula IX compound with obtaining formula X compound, e) interaction of formula X compound with formula A-CO-LG compound, where A has values, given above, and LG is leaving group, representing -F, -Cl or -Br, with obtaining formula IV compound ( compounds of formulas V, VI, VII, VIII, IX, X are given in the invention formula).

EFFECT: obtaining formula III compounds, possessing ability to modulate gene expression.

19 cl, 4 ex, 2 tbl, 78 ex

Similar patents RU2490253C2

Title Year Author Number
CHIRAL DIACYLHYDRAZINE LIGANDS FOR MODULATION OF EXOGENOUS GENES EXPRESSION BY ECDYSONE-RECEPTOR COMPLEX 2013
  • Hormann Robert E.
  • Li Bing
RU2640807C2
NOVEL PHARMACEUTICAL USE OF THIENO[3,2-D]PYRIMIDIN-4-ONE COMPOUNDS 2019
  • Liu, Hong
  • Li, Jia
  • Wang, Jiang
  • Zang, Yi
  • Li, Jian
  • Li, Jingya
  • Sun, Dandan
  • Jiang, Hualiang
  • Chen, Kaixian
RU2768828C1
DERIVATIVES OF N-SUBSTITUTED INDOLE-3-GLYOXYLAMIDE AS ANTITUMOR MEDICINAL AGENT AND AGENT INHIBITING ANGIOGENESIS (VARIANTS) AND ANTITUMOR MEDICINAL AGENT (VARIANTS) 2000
  • Bakher Geral'D
  • Bekers Tomas
  • Brujnel Ehrik
  • Kamp Gjunter
  • Klenner Tomas
  • Nikel' Bernd
  • Peters Kirsten
  • Ehmig Peter
  • Ehngel' Jurgen
RU2282444C2
2,5,7-SUBSTITUTED OXAZOLPYRIMIDINE DERIVATIVES 2011
  • Kaderajt Diter
  • Shefer Mattias
  • Khakhtel' Shtefani
  • Ditrikh Aksel'
  • Khjubshle Tomas
  • Gille Andreas
  • Khiss Katrin
RU2557246C2
PRODRUG 1,3-DIAMINO-2-HYDROXYPROPANE DERIVATIVES 2003
  • Fobian Ivett M.
  • Freskos Dzhon N.
  • Jagodzinska Barbara
RU2357962C2
5-SULPHANYL-4H-1,2,4-TRIAZOLE DERIVATIVE AND THEIR USE AS MEDICINAL AGENTS 2002
  • Gal'Sera Kontur Mari-Odil'
  • Sidju Al'Ban
  • Ruber P'Er
  • Tjur'O Kristof
RU2367655C2
CYTOTOXIC AND ANTIMITOTIC COMPOUNDS AND METHODS OF USING THEM 2015
  • Winters Geoffrey C.
  • Rich James R.
  • Garnett Graham Albert Edwin
  • Mandel Alexander Laurence
  • Hsieh Tom Han Hsiao
  • Bourque Elyse Marie Josee
  • Barnscher Stuart Daniel
RU2723651C2
FIVE-MEMBERED HETEROCYCLES AS INHIBITORS OF LEUKOCYTE ADHESION AND VLA-4 ANTAGONISTS 1997
  • Shtil'Ts Khans Ul'Rikh
  • Vener Fol'Kmar
  • Knolle Jokhen
  • Bartnik Ehkart
  • Khjul'S Kristof
RU2229296C2
IMIDAZOPYRIMIDINE DERIVATIVES AS MODULATORS OF TNF ACTIVITY 2014
  • Ali Mezkher Khussejn
  • Brukings Daniel Kristofer
  • Braun Dzhulien Alister
  • Dzhekson Viktoriya Elizabet
  • Kroplin Boris
  • Porter Dzhon Robert
RU2691629C1
TRIAZOLOPYRIDAZINE DERIVATIVES AS MODULATORS OF TNF ACTIVITY 2014
  • Brukings Daniel Kristofer
RU2677698C1

RU 2 490 253 C2

Authors

Khormann Robert I.

Li Bing

Dates

2013-08-20Published

2008-05-29Filed