Orphenadrine

Base Information

• Chemical Name: Orphenadrine
• CAS No.: 83-98-7
• Molecular Formula: C18H23 N O
• Molecular Weight: 269.387
• Hs Code.: 2922199090
• European Community (EC) Number: 201-509-2
• UNII: AL805O9OG9
• DSSTox Substance ID: DTXSID3023396
• Nikkaji Number: J4.888G
• Wikipedia: Orphenadrine
• Wikidata: Q3292273
• NCI Thesaurus Code: C61868
• RXCUI: 7715
• Pharos Ligand ID: 2DP6CBPWVNS9
• Metabolomics Workbench ID: 43391
• ChEMBL ID: CHEMBL900
• Mol file: 83-98-7.mol

Synonyms:Citrate, Norflex Orphenadrine;Citrate, Orphenadrine;Disipal;Hydrochloride, Orphenadrine;Lysantin;Mefenamine;Mefenamine, Sodium;Mephenamine;Methyldiphenylhydramine;Norflex;Norflex Orphenadrine Citrate;Orphenadrine;Orphenadrine Citrate;Orphenadrine Citrate, Norflex;Orphenadrine Hydrochloride;Sodium Mefenamine

Chemical Property of Orphenadrine

Chemical Property:

• Melting Point: 25°C
• Refractive Index: 1.5740 (estimate)
• Boiling Point: bp12 195°
• PKA: pKa 8.4 (Uncertain)
• PSA: 12.47000
• Density: 1.0278 (rough estimate)
• LogP: 3.66260
• Water Solubility.: 1.801mg/L(22.5 oC)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 269.177964357
• Heavy Atom Count: 20
• Complexity: 260

Purity/Quality:

99.9% ^*data from raw suppliers

ORPHENADRINE RELATED COMPOUND C 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Autonomic Agents: Muscle Relaxants, Central
• Canonical SMILES: CC1=CC=CC=C1C(C2=CC=CC=C2)OCCN(C)C
• Recent ClinicalTrials: Multi-Modal Anesthesia Protocol in Pain Management of Patients Undergoing Posterior Lumbar Spinal Fusion Surgery
• Uses: Relaxant (skeletal muscle); antihistaminic.
• Therapeutic Function: Muscle relaxant

Technology Process of Orphenadrine

There total 4 articles about Orphenadrine 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%

orphenadrine N-oxide (29215-00-7) → orphenadrine (83-98-7)

Guidance literature:

With sodium tetrahydroborate; In water; at 50 - 60 ℃; chemoselective reaction;

DOI:10.1016/j.tetlet.2010.08.045

Reference yield:

2-(N,N-dimethylamino)ethanol (108-01-0) + α-phenyl-o-methylbenzyl chloride (41870-52-4) → orphenadrine (83-98-7)

Guidance literature:

at 130 - 140 ℃;

DOI:10.1021/jm50008a005

Reference yield:

2-(N,N-dimethylamino)ethanol (108-01-0) → orphenadrine (83-98-7)

Guidance literature:

upstream raw materials:

2-(N,N-dimethylamino)ethanol

α-phenyl-o-methylbenzyl chloride

orphenadrine N-oxide

Downstream raw materials:

orphenadrine N-oxide

Refernces

• 1、 HARMS,NAUTA. "The effects of alkyl substitution in drugs-I. Substituted dimethylaminoethyl benzhydryl ethers.". . p. 57 - 77. Retrieved 2007/10/05.