2066. Chlophedianol

Nomenclature

CAS number: 791-35-5
2-Chloro-α-[2-(dimethylamino)ethyl]-α-phenylbenzenemethanol; 2-chloro-α-(2-dimethylaminoethyl)benzhydrol; 1-o-chlorophenyl-1-phenyl-3-dimethylamino-1-propanol; 1-phenyl-1-(o-chlorophenyl)-3-dimethylaminopropanol; α-(dimethylaminoethyl)-o-chlorobenzhydrol; clofedanol; Tussistop.
C17H20ClNO; mol wt 289.80.
C 70.46%, H 6.96%, Cl 12.23%, N 4.83%, O 5.52%.

Description and references

Prepn: Henecka, Lorenz, DE 1083277 (1960); Lorenz et al., US 3031377 (1962, both to Bayer).

Chemical structure

Properties

mp 120°. LD50 i.v. in mice: 70 mg/kg (Lorenz).

Derivative

Hydrochloride.

Nomenclature

CAS number: 511-13-7
Coldrin (Nippon Shinyaku); Pectolitan (3M Pharma); Refugal (Bayer); Ulone (3M Pharma); ULO (3M Pharma).
C17H20ClNO.HCl; mol wt 326.26.
C 62.58%, H 6.49%, Cl 21.73%, N 4.29%, O 4.90%.

Properties

Crystals, mp 190-191°. Freely sol in water, methanol, ethanol. Sparingly sol in ether, benzene, ethyl acetate. LD50 orally in rats: 350 mg/kg; s.c. in mice: 95 mg/kg (Lorenz).

Therapeutic Category

Antitussive.

Keywords

Antitussive