2365. Clobutinol

Nomenclature

CAS number: 14860-49-2
4-Chloro-α-[2-(dimethylamino)-1-methylethyl]-α-methylbenzeneethanol; p-chloro-α-[2-(dimethylamino)-1-methylethyl]-α-methylphenethyl alcohol; 2-(p-chlorobenzyl)-3-dimethylaminomethyl-2-butanol; 1-p-chlorophenyl-2,3-dimethyl-4-dimethylamino-2-butanol.
C14H22ClNO; mol wt 255.78.
C 65.74%, H 8.67%, Cl 13.86%, N 5.48%, O 6.26%.

Description and references

Prepn: GB 898010; Berg, US 3121087 (1962, 1964 both to Thomae). Pharmacology: Engelhorn, Arzneim.-Forsch. 10, 785 (1960). Metabolism: Beisenherz et al., ibid. 19, 79 (1969).

Chemical structure

Properties

bp12 179-180°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 1215-83-4
KAT-256; Biotertussin (Lisapharma); Silomat (Thomae).
C14H22ClNO.HCl; mol wt 292.24.
C 57.54%, H 7.93%, Cl 24.26%, N 4.79%, O 5.47%.

Properties

Minute crystals, mp 169-170°. Slightly bitter, acidic taste. Numbs the tongue. Sol in water. LD50 in mice (mg/kg): 600 orally; 130 i.p. (Engelhorn).

Therapeutic Category

Antitussive.

Keywords

Antitussive