Nefopam hydrochloride

Base Information

• Chemical Name: Nefopam hydrochloride
• CAS No.: 23327-57-3
• Molecular Formula: C17H19NO^.HCl
• Molecular Weight: 289.805
• Hs Code.: 2942000000
• European Community (EC) Number: 245-585-5
• UNII: 685J48E13W
• DSSTox Substance ID: DTXSID7045441
• Wikidata: Q27264216
• NCI Thesaurus Code: C83995
• ChEMBL ID: CHEMBL1407915
• Mol file: 23327-57-3.mol

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

Chemical Property of Nefopam hydrochloride

Chemical Property:

• Vapor Pressure: 1.18E-05mmHg at 25°C
• Melting Point: 238-242°
• Boiling Point: 369.5 °C at 760 mmHg
• Flash Point: 109 °C
• PSA: 12.47000
• Density: 1.064g/cm3
• LogP: 3.97790
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble5mg/mL, clear
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 289.1233420
• Heavy Atom Count: 20
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Nefopam Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCOC(C2=CC=CC=C2C1)C3=CC=CC=C3.Cl
• Recent ClinicalTrials: Prospective Randomized Trial Comparing the Effectiveness of Continuous Paravertebral Infusion of Local Anesthetics Versus Intravenous Patient-controlled Analgesia on Acute and Chronic Neuropathic Pain After VATS Lobectomy
• Recent EU Clinical Trials: A Comparative, Randomized, Double-blind, 3-arm parallel, Phase III Study to Evaluate the Efficacy and Safety of a Fixed Dose Combination of Nefopam/Paracetamol (tablet) Taken Orally in Moderate to Severe Pain After Impacted Third Molar Extraction
• Uses: A cyclized analog of orphenadrine and diphenhydramine; representative of a new class of centrally acting skeletal muscle relaxants, the benzoxazocines. Analgesic; antidepressant. Nefopam hydrochloride has been used as a standard for the quantitative determination of tramadol by gas chromatography–mass spectrometry (GC/MS).
• Clinical Use: Analgesic for moderate pain
• Drug interactions: Potentially hazardous interactions with other drugs Antidepressants: avoid MAOIs; tricyclics possibly increased risk of side effects.

Technology Process of Nefopam hydrochloride

There total 9 articles about Nefopam hydrochloride 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: 79.8%

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

Guidance literature:

With hydrogenchloride; at 0 - 10 ℃; for 1.5h; Large scale;

DOI:10.1021/acs.oprd.7b00228

Reference yield: 65.0%

1-((2-(methylamino)methyl)phenyl)-1-phenylmethanol hydrochloride (27688-56-8) + chloroacetyl chloride (79-04-9) → nefopam hydrochloride (23327-57-3)

Guidance literature:

1-((2-(methylamino)methyl)phenyl)-1-phenylmethanol hydrochloride; chloroacetyl chloride; With triethylamine; In dichloromethane; at 25 ℃; for 2h; Inert atmosphere;

With sodium tetrahydroborate; potassium tert-butylate; isopropyl alcohol; In dichloromethane; at 20 ℃; for 19h; pH=6.5;

Reference yield:

(R)-5-methyl-1-phenyl-1,3,4,6-tetrahydro-2,5-benzoxazocine (91463-82-0) → nefopam hydrochloride (23327-57-3)

Guidance literature:

With hydrogenchloride; In water; at 40 - 55 ℃; for 12h; Conversion of starting material;

upstream raw materials:

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

nefopam

2-Benzoylbenzoic acid

2-benzoylbenzoyl chloride

Downstream raw materials:

nefopam

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.