methyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate

• ChemBase ID: 128394
• Molecular Formular: C13H14N2O2
• Molecular Mass: 230.26246
• Monoisotopic Mass: 230.1055277
• SMILES: O=C(OC)c1cncn1C(c1ccccc1)C
• Canonical SMILES: COC(=O)c1cncn1C(c1ccccc1)C
• InChI: InChI=1S/C13H14N2O2/c1-10(11-6-4-3-5-7-11)15-9-14-8-12(15)13(16)17-2/h3-10H,1-2H3
• InChIKey: FHFZEKYDSVTYLL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate
• IUPAC Traditional name: metomidate
• Synonyms: Metomidate; 1-(1-Phenylethyl)-1H-imidazole-5-carboxylic Acid Methyl Ester; 1-(α-Methylbenzyl)imidazole-5-carboxylic Acid Methyl Ester; Aquacalm; Hypnodil; Methomidate; Methoxymol; Methoxymol R-7315; Methyl 1-(α-Methylbenzyl)imidazole-5-carboxylate; R 7315

Database IDs

• CAS Number: 5377-20-8
• PubChem SID: 162222701
• PubChem CID: 21474
• ATC CODE: QN05CM94
• CHEMBL: 494039
• Chemspider ID: 20182
• Unique Ingredient Identifier: Z18ZYL8Y51
• Wikipedia Title: Metomidate

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.109338
• LogD (pH = 7.4): 2.1425254
• Log P: 2.1429782
• Molar Refractivity: 64.8437 cm^3
• Polarizability: 24.76663 Å^3
• Polar Surface Area: 44.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Legal Status: Rx-only

DETAILS

Toronto Research Chemicals - M338755

Metomidate is a the methyl ester analogue of Etomidate (E933300), with sedative and hypnotic properties. Metomidate is mainly used as an anesthetic for veterinary use on its own or in combination with Azaperone (A802200) and other sedatives.

REFERENCES

• Mgasa, M.N. et al.: J. Vet. Med. Ser. A, 36, 225 (1989)
• Roztocil, V. et al.: Acta Vet. Brno, 41, 339 (1989)
• Mattson, N.S. et al.: Aquaculture, 83, 89 (1989)