BEFIRADOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H22ClF2N3O
Molecular Weight	393.858
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=C(CNCC2(F)CCN(CC2)C(=O)C3=CC=C(F)C(Cl)=C3)N=C1

InChI

InChIKey=PKZXLMVXBZICTF-UHFFFAOYSA-N

InChI=1S/C20H22ClF2N3O/c1-14-2-4-16(25-11-14)12-24-13-20(23)6-8-26(9-7-20)19(27)15-3-5-18(22)17(21)10-15/h2-5,10-11,24H,6-9,12-13H2,1H3

HIDE SMILES / InChI

Molecular Formula	C20H22ClF2N3O
Molecular Weight	393.858
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.prlog.org/12758787-fda-approves-neurolixis-ind-application-for-clinical-trial-with-nlx-112-in-parkinsons-disease.html | http://www.pmlive.com/pharma_news/cancer_pain_opioids_set_to_dominate_602759 | https://adisinsight.springer.com/drugs/800019600 | http://neurolixis.com/images/stories/nlx_pf_license_23sept13.pdf

Befiradol (also known as NLX-112) was initially developed by Pierre Fabre as a selective serotonin-1A receptor agonist for the treatment of cancer pain and neuropathic pain. However, these trials were discontinued. In 2013, the development and commercialization rights were licensed to Neurolixis. Neurolixis studied befiradol in Parkinson’s disease (PD) patients that exhibit dyskinesia. Dyskinesia is a side effect that appears after several years of action Levodopa, a drug that remains the gold standard treatment for PD. In 2019, FDA gave a positive response to Neurolixis’s befiradol to be tested in Phase 2 clinical in Parkinson's disease patients suffering from debilitating levodopa-induced dyskinesia.

Originator

Approval Year

PubMed

Title	Date	PubMed
High-efficacy 5-HT1A receptor activation causes a curative-like action on allodynia in rats with spinal cord injury.	2004 Aug 16	15321732
Conformational analysis and crystal structure of {[1-(3-chloro-4-fluorobenzoyl)-4-fluoropiperidin-4yl]methyl}[(5-methylpyridin-2-yl)methyl]amine, fumaric acid salt.	2005 Nov	16257736
[(3)H]-F13640, a novel, selective and high-efficacy serotonin 5-HT(1A) receptor agonist radioligand.	2010 Oct	20799027
Novel pyridylmethylamines as highly selective 5-HT(1A) superagonists.	2010 Oct 14	20860381

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:13:27 GMT 2023` Edited by `admin` on `Fri Dec 15 17:13:27 GMT 2023`
Record UNII	RAT9OHA1YH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BEFIRADOL

Official Name

English

Befiradol [WHO-DD]

Common Name

English

F-13640

Code

English

(3-CHLORO-4-FLUOROPHENYL)(4-FLUORO-4-((((5-METHYLPYRIDIN-2-YL)METHYL)AMINO)METHYL)PIPERIDIN-1-YL)METHANONE

Systematic Name

English

NLX-112

Code

English

befiradol [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C241