5-[(1R)-1-(2,3-dimethylphenyl)ethyl]-1H-imidazole

• ChemBase ID: 172283
• Molecular Formular: C13H16N2
• Molecular Mass: 200.27954
• Monoisotopic Mass: 200.13134852
• SMILES: c1(cccc(c1C)C)[C@H](c1cnc[nH]1)C
• Canonical SMILES: Cc1cccc(c1C)[C@H](c1cnc[nH]1)C
• InChI: InChI=1S/C13H16N2/c1-9-5-4-6-12(10(9)2)11(3)13-7-14-8-15-13/h4-8,11H,1-3H3,(H,14,15)/t11-/m1/s1
• InChIKey: CUHVIMMYOGQXCV-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(1R)-1-(2,3-dimethylphenyl)ethyl]-1H-imidazole
• IUPAC Traditional name: 4-[(1R)-1-(2,3-dimethylphenyl)ethyl]-3H-imidazole
• Synonyms: 4-[(1R)-1-(2,3-Dimethylphenyl)ethyl]-1H-imidazole; (-)-Medetomidine; (R)-Medetomidine; MPV 1441; l-Medetomidine; Levomedetomidine

Database IDs

• CAS Number: 119717-21-4
• PubChem SID: 164228193
• PubChem CID: 60612

CALCULATED PROPERTIES

• Acid pKa: 13.1336355
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.5437615
• LogD (pH = 7.4): 2.9845104
• Log P: 3.102479
• Molar Refractivity: 63.3355 cm^3
• Polarizability: 23.891598 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - L375700

α2-Adrenergic agonist; (-)-isomer of Medetomidine; sedative; analgesic.

REFERENCES

• Rajala, R., et al.: Eur. J. Pharm. Sci., 1, 219 (1994)
• Jalonen, J., et al.: Anesthesiology, 86, 331 (1994)
• Talke, P., et al.: Anesth. Analg., 85, 1136 (1994)
• Bhana, N., et al.: Drugs, 59, 263 (1994)