12-06223. Metizoline [Archived]

Nomenclature

CAS number: 17692-22-7
4,5-Dihydro-2-[(2-methylbenzo[b]thien-3-yl)methyl]-1H-imidazole; 2-[(2-methylbenzo[b]thien-3-yl)methyl]-2-imidazoline; 2-methyl-3-(Δ2-imidazolinylmethyl)benzo[b]thiophene; benazoline (obsolete).
C13H14N2S; mol wt 230.33.
C 67.79%, H 6.13%, N 12.16%, S 13.92%.

Description and references

α-Adrenergic agonist. Prepn: FR M1614; FR 1355049 (1963, 1964 both to E. Merck), C.A. 58, 12574e (1963); 61, 4146e (1964). Pharmacology and toxicity: G. F. Rosati, M. G. Poletto, Farmaco Ed. Prat. 21, 204 (1966).

Chemical structure

Properties

Crystals, mp 156-157°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 5090-37-9
C13H14N2S.HCl; mol wt 266.79.
C 58.53%, H 5.67%, N 10.50%, S 12.02%, Cl 13.29%.

Properties

Crystalline powder, mp 244-246°. Slightly sol in water; very sol in ethanol, methanol. Practically insol in chloroform. LD50 in mice (mg/kg): 49 i.p.; 9.1 i.v.; 155 orally; in rats (mg/kg): 74 orally (Rosati, Poletto).

Status

This monograph has been retired and is no longer subject to revision or update.