Structural Formula Vector Image
Title: Etomidate
CAS Registry Number: 33125-97-2
CAS Name: 1-[(1R)-1-Phenylethyl]-1H-imidazole-5-carboxylic acid ethyl ester
Additional Names: (R)-(+)-1-(a-methylbenzyl)imidazole-5-carboxylic acid ethyl ester
Manufacturers' Codes: R-16659
Trademarks: Amidate (Abbott); Hypnomidate (Janssen)
Molecular Formula: C14H16N2O2
Molecular Weight: 244.29
Percent Composition: C 68.83%, H 6.60%, N 11.47%, O 13.10%
Literature References: Prepn of the (±)-form: 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). Prepn of the (R)-(+)-form: L. F. C. Roevens et al., DE 2609573; eidem, US 3991072 (both 1976 to Janssen). Metabolism: E. Goetz, Anaesthesist 23, 331 (1974). Pharmacokinetics: M. J. Van Hamme et al., Anesthesiology 49, 274 (1978). Pharmacology: P. A. J. Janssen et al., Arch. Int. Pharmacodyn. Ther. 214, 92 (1975). Clinical study: R. J. Fragen, N. Caldwell, Anesthesiology 50, 242 (1979). Comprehensive description: Z. L. Chang, J. B. Martin, Anal. Profiles Drug Subs. 12, 191-214 (1983).
Properties: Crystals from diisopropyl ether, mp 67°. [a]D20 +66° (c = 1 in ethanol). uv max (isopropanol): 240 nm (e 12200). Soly in water at 25°: 0.0045 mg/100 ml. Sol in chloroform, methanol, ethanol, propylene glycol, acetone. LD50 in mice, rats (mg/kg): 29.5, 14.8-24.3 i.v. (Janssen).
Melting point: mp 67°
Optical Rotation: [a]D20 +66° (c = 1 in ethanol)
Absorption maximum: uv max (isopropanol): 240 nm (e 12200)
Toxicity data: LD50 in mice, rats (mg/kg): 29.5, 14.8-24.3 i.v. (Janssen)
Therap-Cat: Hypnotic.
Keywords: Sedative/Hypnotic.

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