clofedanol

Originator

Detigon,Bayer,W. Germany,1958

The Uses of clofedanol

(±)-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.

Background

Clofedanol is a centrally-acting cough suppressant available in Canada under the trade name Ulone. It is not available in the United States.

Indications

Used in the treatment of dry cough.

Definition

ChEBI: 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 Process

This 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 Function

Antitussive

Pharmacokinetics

Chlophedianol (or Clofedanol) is a centrally-acting cough suppressant. It has local anesthetic and antihistamine properties, and may have anticholinergic effects at high doses.

Metabolism

Hepatic.