1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylic acid

• ChemBase ID: 168811
• Molecular Formular: C12H12N2O2
• Molecular Mass: 216.23588
• Monoisotopic Mass: 216.08987763
• SMILES: c1c(cccc1)[C@H](n1c(cnc1)C(=O)O)C
• Canonical SMILES: OC(=O)c1cncn1[C@@H](c1ccccc1)C
• InChI: InChI=1S/C12H12N2O2/c1-9(10-5-3-2-4-6-10)14-8-13-7-11(14)12(15)16/h2-9H,1H3,(H,15,16)/t9-/m1/s1
• InChIKey: RGYCCBLTSWHXIS-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylic acid
• IUPAC Traditional name: 3-[(1R)-1-phenylethyl]imidazole-4-carboxylic acid
• Synonyms: 1-[(1R)-1-Phenylethyl]-1H-imidazole-5-carboxylic Acid; (R)-(+)-1-(1-Phenylethyl)-1H-imidazole-5-carboxylic Acid; 1-((1R)-1-Phenylethyl)-1H-imidazole-5-carboxylic Acid; 1-(1R)-(1-Phenylethyl)-1H-imidazole-5-carboxylic Acid; R 28141; Etomidate Acid

Database IDs

• CAS Number: 56649-48-0
• PubChem SID: 162262943
• PubChem CID: 759856

CALCULATED PROPERTIES

• Acid pKa: 0.83669716
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.9638587
• LogD (pH = 7.4): 0.42381042
• Log P: 0.9775658
• Molar Refractivity: 60.0746 cm^3
• Polarizability: 22.676937 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E933310

Etomidate Acid is a metabolite and carboxylic acid analogue of the short-acting hypnotic drug, Etomidate (E933310).

REFERENCES

• Heykants, J.J. et al.: Arch. Int. Pharnacodyn. Ther., 216, 113 (1975)
• Hammitzsch, M. et al.: Electrophoresis, 27, 4334 (1975)