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(3-chloro-4-fluorophenyl)-[4-fluoro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidin-1-yl]methanone

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Origin: China

Cas No: 208110-64-9

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 50 mt/month

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CAS No.: 208110-64-9 Formula: C20H22ClF2N3O Molecular Weight: 393.85800

Description

Befiradol (F-13,640; NLX-112) is a very potent and highly selective 5-HT1A receptor full agonist. It has powerful analgesic and antiallodynic effects comparable to those of high doses of opioid painkillers, but with fewer and less prominent side effects, as well as little or no development of tolerance with repeated use. A SAR study revealed that replacement of the dihalophenyl moiety by 3-benzothienyl increases maximal efficacy from 84% to 124% (Ki=2.7 nM).
Befiradol was discovered and developed by Pierre Fabre Médicament, a French pharmaceuticals company. In September 2013, befiradol was out-licensed to Neurolixis, a California-based biotechnology company. Neurolixis announced that it intends to re-purpose befiradol for the treatment of Levodopa-induced dyskinesia in Parkinson's disease. In support of this indication, preclinical data was published describing the activity of befiradol in animal models of Parkinson's disease.

Basic Info

Chemical Name	(3-chloro-4-fluorophenyl)-[4-fluoro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidin-1-yl]methanone
Synonyms	UNII-RAT9OHA1YH; Befiradol;
CAS No.	208110-64-9
Molecular Formula	C20H22ClF2N3O
Molecular Weight	393.85800
PSA	45.23000
LogP	4.24540

Properties

Density	1.3

Synthesis Route

[1-(3-chloro-4-fluorobenzoyl)-4-fluoropiperidin-4-yl](cyano)methanol+(5-Methylpyridin-2-yl)methanamine→(3-chloro-4-fluorophenyl)-[4-fluoro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidin-1-yl]methanone
1,4-Dioxa-8-azaspiro[4.5]decane→(3-chloro-4-fluorophenyl)-[4-fluoro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidin-1-yl]methanone
3-Chloro-4-fluorobenzoyl chloride→(3-chloro-4-fluorophenyl)-[4-fluoro-4-[[(5-methylpyridin-2-yl)methylamino]methyl]piperidin-1-yl]methanone

Precursor

3-Chloro-4-fluorobenzoyl chloride
1-(3-Chloro-4-fluorobenzoyl)-4-piperidinone
(5-Methylpyridin-2-yl)methanamine
[1-(3-chloro-4-fluorobenzoyl)-4-fluoropiperidin-4-yl](cyano)methanol

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