6148. Metomidate

Nomenclature

CAS number: 5377-20-8
1-(1-Phenylethyl)-1H-imidazole-5-carboxylic acid methyl ester; 1-(α-methylbenzyl)imidazole-5-carboxylic acid methyl ester; methyl 1-(α-methylbenzyl)imidazole-5-carboxylate; methoxymol; methomidate.
C13H14N2O2; mol wt 230.26.
C 67.81%, H 6.13%, N 12.17%, O 13.90%.

Description and references

Injectable hypnotic related to etomidate, q.v. Prepn: BE 662474; E. F. Godefroi, C. A. M. van der Eijcken, US 3354173 (1965, 1967 both to Janssen); E. F. Godefroi et al., J. Med. Chem. 8, 220 (1965). Anaesthetic effect of combination with azaperone, q.v.: J. F. F. Callear, J. F. E. Van Gestel, Vet. Rec. 92, 284 (1973); of combination with fentanyl, q.v.: W. Erhardt, J. Small Anim. Pract. 19, 401 (1978); C. J. Green, Lab. Anim. 15, 171 (1981).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

R-7315; Hypnodil (Janssen).
C13H14N2O2.HCl; mol wt 266.72.
C 58.54%, H 5.67%, N 10.50%, O 12.00%, Cl 13.29%.

Properties

Crystals from methanol-ether, mp 173-174°. LD50 i.v. in rats: 50 mg/kg (Godefroi).

Therapeutic Category (Veterinary)

Hypnotic.