2181. Chlorphenoxamine

Nomenclature

CAS number: 77-38-3
2-[1-(4-Chlorophenyl)-1-phenylethoxy]-N,N-dimethylethanamine; 2-[(p-chloro-α-methyl-α-phenylbenzyl)oxy]-N,N-dimethylethylamine; β-dimethylaminoethyl (p-chloro-α-methylbenzhydryl) ether; [1-(p-chlorophenyl)-1-phenyl]ethyl (β-dimethylaminoethyl) ether.
C18H22ClNO; mol wt 303.83.
C 71.16%, H 7.30%, Cl 11.67%, N 4.61%, O 5.27%.

Description and references

Prepn: Arnold et al., US 2785202 (1957 to Asta-Werke). Synthesis: G. Cahiez et al., Tetrahedron Lett. 29, 3659 (1988). Pharmacology: eidem, Arzneim.-Forsch. 4, 189 (1954); Brock et al., ibid. 262. Toxicity studies: Kerley et al., Toxicol. Appl. Pharmacol. 4, 638 (1962). Metabolism: C. Koppel et al., Arzneim.-Forsch. 37, 1062 (1987). GC-MS determn in urine: H. Maurer, K. Pfleger, J. Chromatogr. 428, 43 (1988).

Chemical structure

Properties

bp0.05 150-155°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 562-09-4
Clorevan (Bago); Systral (Viatris).
C18H22ClNO.HCl; mol wt 340.29.
C 63.53%, H 6.81%, Cl 20.84%, N 4.12%, O 4.70%.

Properties

Needles, mp 128°. Soluble in water; aq solns are stable.

Therapeutic Category

Antihistaminic.

Keywords

Antihistaminic; Aminoalkylethers