Orphenadrine
Title: Orphenadrine
CAS Registry Number: 83-98-7
CAS Name: N,N-Dimethyl-2-[(2-methylphenyl)phenylmethoxy]ethanamine
Additional Names: N,N-dimethyl-2-(o-methyl-a-phenylbenzyloxy)ethylamine; o-methyldiphenhydramine; o-monomethyldiphenhydramine; 2-(phenyl-o-tolylmethoxy)ethyldimethylamine; phenyl-o-tolylmethyl dimethylaminoethyl ether; b-dimethylaminoethyl 2-methylbenzhydryl ether
Manufacturers' Codes: BS-5930
Trademarks: Biorphen; Brocasipal
Molecular Formula: C18H23NO
Molecular Weight: 269.38
Percent Composition: C 80.26%, H 8.61%, N 5.20%, O 5.94%
Literature References: Prepd by the action of 2-methylbenzhydryl chloride on dimethylaminoethanol: Bijlsma et al., Arzneim.-Forsch. 5, 72 (1955); Harms, Nauta, J. Med. Pharm. Chem. 2, 57 (1960). Covered, but not described in Rieveschl, US 2567351 (1951 to Parke, Davis). Resolution of optical isomers: van der Stelt et al., Arzneim.-Forsch. 19, 2010 (1969). Synthesis and pharmacological study of metabolites: Den Besten et al., ibid. 20, 538 (1970). Prepn of dosage forms: Harms, US 2991225 (1961 to Brocades-Stheeman).
Properties: Liquid. bp12 195°.
Boiling point: bp12 195°
 
Derivative Type: Hydrochloride
Trademarks: Disipal (Doetsch, Grether); Mephenamin (Boehringer, Mann.)
Molecular Formula: C18H23NO.HCl
Molecular Weight: 305.84
Percent Composition: C 70.69%, H 7.91%, N 4.58%, O 5.23%, Cl 11.59%
Properties: Crystals, mp 156-157°. Sol in water, alcohol, chloroform. Sparingly sol in acetone, benzene. Practically insol in ether. pH of aq soln about 5.5.
Melting point: mp 156-157°
 
Derivative Type: Citrate
CAS Registry Number: 4682-36-4
Trademarks: Banflex (Forest); Norflex (3M Pharma); X-Otag (Tutag)
Molecular Formula: C18H23NO.C6H8O7
Molecular Weight: 461.50
Percent Composition: C 62.46%, H 6.77%, N 3.04%, O 27.73%
 
Therap-Cat: Muscle relaxant (skeletal); antihistaminic.
Keywords: Antihistaminic; Aminoalkylethers; Muscle Relaxant (Skeletal).

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