Nefopam

Base Information

• Chemical Name: Nefopam
• CAS No.: 13669-70-0
• Deprecated CAS: 24358-93-8,69319-32-0
• Molecular Formula: C₁₇H₁₉NO
• Molecular Weight: 253.344
• Hs Code.: 2933990090
• European Community (EC) Number: 237-148-2
• NSC Number: 757856
• UNII: 4UP8060B7J
• DSSTox Substance ID: DTXSID2048535
• Nikkaji Number: J8.442E
• Wikipedia: Nefopam
• NCI Thesaurus Code: C83994
• Metabolomics Workbench ID: 153309
• ChEMBL ID: CHEMBL465026
• Mol file: 13669-70-0.mol

Synonyms:Acupan;Ajan;Fenazoxine;Hydrochloride, Nefopam;Nefopam;Nefopam Hydrochloride;Nefopam, Silentan;Silentan Nefopam

Chemical Property of Nefopam

Chemical Property:

• Vapor Pressure: 1.18E-05mmHg at 25°C
• Refractive Index: 1.563
• Boiling Point: 369.526 °C at 760 mmHg
• PKA: 9.16±0.70(Predicted)
• Flash Point: 109 °C
• PSA: 12.47000
• Density: 1.064 g/cm³
• LogP: 3.17590
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 253.146664230
• Heavy Atom Count: 19
• Complexity: 274

Purity/Quality:

98%,99%, ^*data from raw suppliers

Nefopam 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCOC(C2=CC=CC=C2C1)C3=CC=CC=C3
• Recent ClinicalTrials: Post-operative Analgesic Effect of Oral Nefopam
• Recent EU Clinical Trials: Effet du néfopam sur la montée laiteuse après césarienne
• Recent NIPH Clinical Trials: The Effect of Nefopam on Postoperative Fentanyl Consumption: A Randomized, Double-blind Study
• Uses: Nefopam is a non-opioid non-steroidal centrally acting analgesic. Analgesic.
• Therapeutic Function: Muscle relaxant, Antidepressant

Technology Process of Nefopam

There total 9 articles about Nefopam 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: 100.0%

nefopam hydrochloride (23327-57-3) → nefopam (13669-70-0,69319-32-0,91463-82-0,110011-82-0)

Guidance literature:

With sodium hydroxide; In water; ethyl acetate; for 0.166667h;

Reference yield:

2-[{2-[hydroxyl(phenyl)methyl]benzyl}(methyl)amino]ethanol (60725-36-2) → nefopam (13669-70-0,69319-32-0,91463-82-0,110011-82-0)

Guidance literature:

With methanesulfonic acid; In toluene; at 20 - 110 ℃; for 1.5h; Reagent/catalyst; Large scale;

DOI:10.1021/acs.oprd.7b00228

Reference yield:

2,3-dihydro-9b-phenyloxazolo<2,3-a>isoindol-5(9bH)-one (17494-19-8) → nefopam (13669-70-0,69319-32-0,91463-82-0,110011-82-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 37 percent / LiAlH₄ / tetrahydrofuran / 30 h / Heating

2: 35 percent / potassium carbonatye / CHCl₃ / 14 h / Heating

With lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; chloroform;

upstream raw materials:

1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine-5-carbonitrile

2,3-dihydro-9b-phenyloxazolo<2,3-a>isoindol-5(9bH)-one

2-(1-phenyl-2,3-dihydro-1H-isoindol-2-yl)ethanol

nefopam hydrochloride

Downstream raw materials:

(+/-)-nefopam methiodide

nefopam hydrochloride

(R)-5-methyl-1-phenyl-1,3,4,6-tetrahydro-2,5-benzoxazocine

2-[(2-benzylbenzyl)(methyl)amino]ethanol

Refernces

• 1、 Bodireddy, Mohan Reddy,Krishnaiah, Kiran,Babu, Prashanth Kumar,Bitra, Chaithanya,Gajula, Madhusudana Rao,Kumar, Pramod. "Old is Gold? Nefopam Hydrochloride, a Non-opioid and Non-steroidal Analgesic Drug and Its Practical One-Pot Synthesis in a Single Solvent for Large-Scale Production". . p. 1745 - 1751. Retrieved 2017/11/24.
• 2、 Bremner, John B.,Thirasasana, Narumol. "Synthesis of Some 2,5-Benzoxazocine and 2,6-Benzoxazonine Derivatives from ω-(Dihydroisoindol-2-yl)alkanol Precursors by Means of Cyanogen Bromide". . p. 2307 - 2314. Retrieved 2007/10/02.