clofedanol

clofedanol Basic information
Product Name:clofedanol
Synonyms:1-(2-chlorophenyl)-3-dimethylamino-1-phenylpropan-1-ol;clofedanol;clofedano;CHLOPHENDIANOL;1-o-Chlorophenyl-1-phenyl-3-dimethylamino-1-propanol;1-o-Chlorophenyl-3-dimethylamino-1-phenylpropan-1-ol;1-Phenyl-1-(o-chlorophenyl)-3-dimethylaminopropanol;1-Phenyl-1-o-chlorophenyl-3-(dimethylamino)-1-propanol
CAS:791-35-5
MF:C17H20ClNO
MW:289.7998
EINECS:2123409
Product Categories:
Mol File:791-35-5.mol
clofedanol Structure
clofedanol Chemical Properties
Melting point 120°
Boiling point 429.8±45.0 °C(Predicted)
density 1.148±0.06 g/cm3(Predicted)
pka13.03±0.29(Predicted)
CAS DataBase Reference791-35-5
Safety Information
ToxicityLD50 i.v. in mice: 70 mg/kg (Lorenz)
MSDS Information
clofedanol Usage And Synthesis
OriginatorDetigon,Bayer,W. Germany,1958
Uses(±)-Chlophedianol is an inhalation eutectic compound, used for treatment of respiratory diseases.Also, used in preparation of Deuterated morphine derivatives useful in treatment of pain or as as antitussive agents with reduced risk of possibility of drug abuse.
DefinitionChEBI: Clofedanol is a diarylmethane that is 2-chlorophenyl(phenyl)methane substituted on the methane carbon by a 2-(dimethylamino)ethyl group. Used in the treatment of dry cough, it suppresses the cough reflex by a direct effect on the cough centre in the medulla of the brain. It has a role as an antitussive. It is a diarylmethane and a tertiary amino compound. It is a conjugate base of a clofedanol(1+).
Manufacturing ProcessThis compound may be produced by reacting o-chlorobenzophenone with acetonitrile in the presence of sodium amide or another strongly basic condensing agent, to form the nitrile of beta-phenyl-beta-o-chlorophenyl-hydracrylic acid, which is then hydrogenated to yield 1-phenyl-1-o-chlorophenyl-3-aminopropanol-1. The latter intermediate compound is subsequently dimethylated with an agent such as methyl sulfate to provide the desired end product 1-o-chlorophenyl-1-phenyl-3-dimethylaminopropanol.
Therapeutic FunctionAntitussive
clofedanol Preparation Products And Raw materials
Raw materialsDimethyl sulfate-->Sodium amide-->Hydrogen-->(2-Chlorophenyl)phenyl-methanone-->Acetonitrile
Robenidine hydrochloride Dextromethorphan Atropine Trimethylolpropane Cimetidine Ranitidine 2-CHLORO-ALPHA-[2-DIMETHYLAMINOETHYL]BENZHYDROL HYDROCHLORIDE Daptomycin 3-Dimethylamino-1-propanol

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