Xaliproden

Base Information

• Chemical Name: Xaliproden
• CAS No.: 135354-02-8
• Molecular Formula: C₂₄H₂₂F₃N
• Molecular Weight: 381.441
• UNII: V8QL94KNQO
• DSSTox Substance ID: DTXSID9048306
• Nikkaji Number: J570.504E
• Wikipedia: Xaliproden
• Wikidata: Q12745720
• NCI Thesaurus Code: C152924
• Metabolomics Workbench ID: 57029
• ChEMBL ID: CHEMBL1512580
• Mol file: 135354-02-8.mol

Synonyms:1-(2-(naphth-2-yl)ethyl)-4-(3-trifluoromethylphenyl)-1,2,5,6-tetrahydropyridine hydrochloride;1-(2-(naphth-2-yl)ethyl)-4-(trifluoromethylphenyl)-1,2,5,6-tetrahydropyridine hydrochloride;SR 57746A;SR-57746A;SR57746A;xaliproden;xaliproden hydrochloride

Chemical Property of Xaliproden

Chemical Property:

• Vapor Pressure: 1.15E-09mmHg at 25°C
• Boiling Point: 487.8°Cat760mmHg
• PKA: 8.19±0.40(Predicted)
• Flash Point: 248.8°C
• PSA: 3.24000
• Density: 1.196g/cm³
• LogP: 6.12830
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 381.17043419
• Heavy Atom Count: 28
• Complexity: 541

Purity/Quality:

98%min ^*data from raw suppliers

XALIPRODEN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CN(CC=C1C2=CC(=CC=C2)C(F)(F)F)CCC3=CC4=CC=CC=C4C=C3
• Recent ClinicalTrials: Role of Xaliproden on Recovery Rate From Severe Neuropathy in Patients Who Have Completed Adjuvant Chemotherapy With Oxaliplatin Based Regimens
• Recent EU Clinical Trials: Efficacy of certolizumab in women with unexplained recurrent implantation failure: a double-blind randomized controlled trial - CERTIFY
• Uses: Nootrope (5HT1Aagonist; potentiator of the action and endogenous synthesis of neurotrophins). Xaliproden is a 5-HT1A agonist used in the treatment of allodynia.

Technology Process of Xaliproden

There total 3 articles about Xaliproden 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: 90.0%

2-(2-bromoethyl)naphthalene (2086-62-6) + 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridinium chloride (1683-23-4) → 1-[2-(2-naphthyl)ethyl]-4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine (135354-02-8)

Guidance literature:

With sodium hydroxide; In ethanol; water;

Reference yield:

naphth-1-yl acetic acid (86-87-3) + 2-(2-bromoethyl)naphthalene (2086-62-6) + 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridinium chloride (1683-23-4) → 1-[2-(2-naphthyl)ethyl]-4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine (135354-02-8)

Guidance literature:

With sodium hydroxide; In ethanol; water;

Reference yield:

→ 1-[2-(2-naphthyl)ethyl]-4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride + 1-[2-(2-naphthyl)ethyl]-4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine (135354-02-8)

Guidance literature:

upstream raw materials:

2-(2-bromoethyl)naphthalene

4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridinium chloride

naphth-1-yl acetic acid

Refernces

• 1、 -. "Use of 4-substituted tetrahydropyridines for making medicines acting on TGF-β1". Page column 21. . Retrieved 2010/02/04.