Fenspiride

Base Information

• Chemical Name: Fenspiride
• CAS No.: 5053-06-5
• Molecular Formula: C15H20N2O2
• Molecular Weight: 260.336
• Hs Code.: 2934999090
• European Community (EC) Number: 225-751-3
• UNII: S983QC7HKM
• DSSTox Substance ID: DTXSID4023048
• Nikkaji Number: J8.802A
• Wikipedia: Fenspiride
• Wikidata: Q518027
• NCI Thesaurus Code: C80880
• Metabolomics Workbench ID: 152053
• ChEMBL ID: CHEMBL576127
• Mol file: 5053-06-5.mol

Synonyms:3612 S;3612-S;decaspiride;Espiran;fenspiride;fenspiride hydrochloride;Pneumorel

Chemical Property of Fenspiride

Chemical Property:

• Vapor Pressure: 3.67E-09mmHg at 25°C
• Refractive Index: 1.591
• Boiling Point: 474.3 °C at 760 mmHg
• PKA: 12.44±0.20(Predicted)
• Flash Point: 240.6 °C
• PSA: 41.57000
• Density: 1.19 g/cm³
• LogP: 2.07020
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 260.152477885
• Heavy Atom Count: 19
• Complexity: 318

Purity/Quality:

99%min ^*data from raw suppliers

Fenspiride-d5 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC12CNC(=O)O2)CCC3=CC=CC=C3
• Uses: Bronchodilator;anti-adrenergic (β-receptor).
• Therapeutic Function: Bronchodilator

Technology Process of Fenspiride

There total 5 articles about Fenspiride 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: 69.0%

bis(trichloromethyl) carbonate (32315-10-9) + 1-(2-phenylethyl)-4-aminomethyl-4-piperidinol (23808-42-6) → fenspiride (5053-06-5)

Guidance literature:

In dichloromethane; for 2h; Ambient temperature;

DOI:10.1080/00397919408011753

Reference yield:

1-(2-phenylethyl)-4-piperidinone (39742-60-4) → fenspiride (5053-06-5)

Guidance literature:

Multi-step reaction with 3 steps

1: ZnI₂ / 1.) 0 deg C, 3 h, 2.) 60 deg C, 3 h

2: LiAlH₄ / diethyl ether / 2 h

3: 69 percent / CH₂Cl₂ / 2 h / Ambient temperature

With lithium aluminium tetrahydride; zinc(II) iodide; In diethyl ether; dichloromethane;

DOI:10.1080/00397919408011753

Reference yield:

1-(2-phenethyl)-4-cyano-4-trimethylsilyloxypiperidine (156215-50-8) → fenspiride (5053-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether / 2 h

2: 69 percent / CH₂Cl₂ / 2 h / Ambient temperature

With lithium aluminium tetrahydride; In diethyl ether; dichloromethane;

DOI:10.1080/00397919408011753

upstream raw materials:

1-(2-phenylethyl)-4-aminomethyl-4-piperidinol

Diethyl carbonate

bis(trichloromethyl) carbonate

1-(2-phenylethyl)-4-piperidinone

Refernces

• 1、 -. "ANTIHYPERTENSIVE THERAPY". . . Retrieved 2009/09/08.
• 2、 Somanathan,Rivero,Nunez,Hellberg. "Convenient synthesis of 1-oxa-3,8-diazaspiro [4,5] decan-2-ones". . p. 1483 - 1487. Retrieved 2007/10/02.