7256. Phenoxybenzamine

Nomenclature

CAS number: 59-96-1
N-(2-Chloroethyl)-N-(1-methyl-2-phenoxyethyl)benzenemethanamine; N-(2-chloroethyl)-N-(1-methyl-2-phenoxyethyl)benzylamine; N-phenoxyisopropyl-N-benzyl-β-chloroethylamine; bensylyt; 688-A.
C18H22ClNO; mol wt 303.83.
C 71.16%, H 7.30%, Cl 11.67%, N 4.61%, O 5.27%.

Description and references

Irreversible α-adrenergic antagonist. Prepn: Kerwin, Ullyot, US 2599000 (1952 to SK&F). Review of clinical use in urinary tract disorders: A. E. Te, Clin. Ther. 24, 851-861 (2002).

Chemical structure

Properties

Crystals from petr ether, mp 38-40°. Sol in benzene.

Derivative

Hydrochloride.

Nomenclature

CAS number: 63-92-3
Dibenyline (SKB); Dibenzyline (Wellspring); Dibenzyran (Procter & Gamble).
C18H22ClNO.HCl; mol wt 340.29.
C 63.53%, H 6.81%, Cl 20.84%, N 4.12%, O 4.70%.

Properties

Crystals from alcohol + ether, mp 137.5-140°. Sol in alcohol, propylene glycol, water, chloroform. Insol in ether. Solutions in propylene glycol should be sterilized by filtration.

Caution

Phenoxybenzamine hydrochloride is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-216.

Therapeutic Category

Antihypertensive.

Therapeutic Category (Veterinary)

In small animals to reduce internal urethral sphincter tone.

Keywords

Antipheochromocytoma