4560. Guanethidine

Nomenclature

CAS number: 55-65-2
[2-(Hexahydro-1(2H)-azocinyl)ethyl]guanidine; [2-(octahydro-1-azocinyl)ethyl]guanidine; 1-(2-guanidinoethyl)octahydroazocine; 2-(1′-azacyclooctyl)ethylguanidine; N-(2-perhydroazocin-1-ylethyl)guanidine; 2-(1-N,N-heptamethylenimino)ethylguanidine; oktadin; oktatenzin.
C10H22N4; mol wt 198.31.
C 60.57%, H 11.18%, N 28.25%.

Description and references

Prepn: R. A. Maxwell et al., Experientia 15, 267 (1959); R. P. Mull, US 2928829 (1960 to Ciba). Pharmacology: H. J. Sah et al., Arzneim.-Forsch. 16, 53 (1966). Clinical trial in hypertension: E. A. Ramirez et al., Circulation 55, 519 (1977); in glaucoma: R. A. Hitchings, D. Glover, Br. J. Ophthalmol. 66, 247 (1982).

Chemical structure

Derivative

Sulfate.

Nomenclature

CAS number: 60-02-6
Su-5864.
(C10H22N4)2.H2SO4; mol wt 494.70.
C 48.56%, H 9.37%, N 22.65%, S 6.48%, O 12.94%.

Properties

Crystals from dil ethanol, mp 276-281° (dec).

Derivative

Monosulfate.

Nomenclature

CAS number: 645-43-2
Sanotensin (Egis); Ismelin (Novartis).
C10H22N4.H2SO4; mol wt 296.39.
C 40.52%, H 8.16%, N 18.90%, S 10.82%, O 21.59%.

Properties

Colorless, crystalline, almost odorless powder. Sol in 1.5 parts water at 20°. Very slightly sol in alcohol. Practically insol in ether, chloroform.

Therapeutic Category

Antihypertensive; antiglaucoma.

Keywords

Antihypertensive; Guanidine Derivatives