Befiradol

Base Information

• Chemical Name: Befiradol
• CAS No.: 208110-64-9
• Molecular Formula: C20H22 Cl F2 N3 O
• Molecular Weight: 393.864
• UNII: RAT9OHA1YH
• DSSTox Substance ID: DTXSID90943058
• Nikkaji Number: J1.109.842H
• Wikipedia: Befiradol
• Wikidata: Q4880242
• NCI Thesaurus Code: C81392
• Pharos Ligand ID: VU9XUU6DZBMD
• ChEMBL ID: CHEMBL45305
• Mol file: 208110-64-9.mol

Synonyms:((3-chloro-4-fluoro-phenyl)-(4-fluoro-4-((5-methyl-pyridin-2-ylmethyl)-amino)-methyl)piperidin-1-yl)-methadone;befiradol;F 13640;F13640;NLX-112

Chemical Property of Befiradol

Chemical Property:

• Boiling Point: 536.9±50.0 °C(Predicted)
• PKA: 8.01±0.20(Predicted)
• PSA: 45.23000
• Density: 1.30
• LogP: 4.24540
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 393.1419464
• Heavy Atom Count: 27
• Complexity: 502

Purity/Quality:

99% ^*data from raw suppliers

NLX-112hydrochloride ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=C1)CNCC2(CCN(CC2)C(=O)C3=CC(=C(C=C3)F)Cl)F
• Recent ClinicalTrials: Study to Assess the Safety, Tolerability and Preliminary Efficacy of NLX-112 Versus Placebo in L-dopa-induced Dyskinesia
• Recent EU Clinical Trials: A Randomized, Double-blind, Placebo-controlled Study to Assess the Safety, Tolerability and Preliminary Efficacy of NLX-112 versus Placebo in Levodopa-induced Dyskinesia in Parkinson’s Disease
• Use Description: Befiradol, a selective serotonin 5-HT1A receptor agonist, has specific applications primarily in the field of pharmaceuticals and neuroscience. In the realm of pharmacology and neurology, befiradol is of interest for its potential as a medication in the treatment of various psychiatric and neurological disorders. Its role is pivotal in targeting the serotonin system in the brain, which plays a crucial role in mood regulation and anxiety management. Research on befiradol explores its potential as an antidepressant and anxiolytic, offering a novel approach to addressing conditions like major depressive disorder and generalized anxiety disorder. While its primary applications are centered around mental health, its utility underscores its significance in advancing our understanding of the brain's serotonin receptors and their role in psychiatric illnesses, where it plays a vital role in potential therapeutic interventions and neuroscientific research.

Technology Process of Befiradol

There total 17 articles about Befiradol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

2-[1-[(3-chloro-4-fluorophenyl)carbonyl]-4-fluoropiperidin-4-yl]-2-hydroxyacetonitrile (448920-98-7) + ((5-methyl-pyridin-2-yl)-methyl)-amine (45715-08-0) → (3-chloro-4-fluoro-phenyl)-(4-fluoro-4-{[(5-methyl-pyridin-2-ylmethyl)-amino]-methyl}-piperidin-1-yl)-methanone (208110-64-9)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; sodium cyanoborohydride; In methanol;

DOI:10.1016/j.saa.2005.01.002

Reference yield: 78.0%

2-[1-[(3-chloro-4-fluorophenyl)carbonyl]-4-fluoropiperidin-4-yl]-2-hydroxyacetonitrile (448920-98-7) + 1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7) + (5-methylpyridin-2-yl)methylamine (dihydrochloride) (161647-06-9) → (3-chloro-4-fluoro-phenyl)-(4-fluoro-4-{[(5-methyl-pyridin-2-ylmethyl)-amino]-methyl}-piperidin-1-yl)-methanone (208110-64-9)

Guidance literature:

With sodium cyanoborohydride; In methanol; at 20 ℃; for 4h;

Reference yield: 78.0%

2-[1-[(3-chloro-4-fluorophenyl)carbonyl]-4-fluoropiperidin-4-yl]-2-hydroxyacetonitrile (448920-98-7) + (5-methylpyridin-2-yl)methylamine (dihydrochloride) (161647-06-9) → (3-chloro-4-fluoro-phenyl)-(4-fluoro-4-{[(5-methyl-pyridin-2-ylmethyl)-amino]-methyl}-piperidin-1-yl)-methanone (208110-64-9)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; sodium cyanoborohydride; In methanol; at 20 ℃; for 4h;

upstream raw materials:

2-[1-[(3-chloro-4-fluorophenyl)carbonyl]-4-fluoropiperidin-4-yl]-2-hydroxyacetonitrile

((5-methyl-pyridin-2-yl)-methyl)-amine

6-[(3-chloro-4-fluorophenyl)carbonyl]-1-oxa-6-azaspiro[2.5]octane-2-carbonitrile

4,4-ethylenedioxy-piperidine

Downstream raw materials:

N-[1-(3-chloro-4-fluorobenzoyl)-4-fluoropiperidin-4-yl]methyl-N-methyl-N-(5-methylpyridin-2-yl)methylamine

Refernces

• 1、 -. "Deuterium-Substituted Pyridin- And Pyrimidin-2-yl-Methylamine Compounds". . . Retrieved 2018/04/14.
• 2、 -. "Synthesis method and intermediates of pyridin-2-yl-methylamine". Page 5. . Retrieved 2008/06/13.