2-hydroxy-3-(1H-imidazol-4-ylmethyl)-6-methylbenzamide hydrochloride

• ChemBase ID: 170659
• Molecular Formular: C12H14ClN3O2
• Molecular Mass: 267.71146
• Monoisotopic Mass: 267.07745438
• SMILES: [nH]1cc(nc1)Cc1ccc(c(c1O)C(=O)N)C.Cl
• Canonical SMILES: NC(=O)c1c(C)ccc(c1O)Cc1c[nH]cn1.Cl
• InChI: InChI=1S/C12H13N3O2.ClH/c1-7-2-3-8(4-9-5-14-6-15-9)11(16)10(7)12(13)17;/h2-3,5-6,16H,4H2,1H3,(H2,13,17)(H,14,15);1H
• InChIKey: OVJGNUKKEBWREQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3-(1H-imidazol-4-ylmethyl)-6-methylbenzamide hydrochloride
• IUPAC Traditional name: 2-hydroxy-3-(1H-imidazol-4-ylmethyl)-6-methylbenzamide hydrochloride
• Synonyms: 2-Hydroxy-3-(1H-imidazol-4-ylmethyl)-6-methylbenzamide Monohydrochloride; 2-Hydroxy-3-(1H-imidazol-5-ylmethyl)-6-methylbenzamide Hydrochloride

Database IDs

• CAS Number: 127170-87-0
• PubChem SID: 164226569
• PubChem CID: 3080080

CALCULATED PROPERTIES

• Acid pKa: 6.0963726
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.64914834
• LogD (pH = 7.4): 0.4771499
• Log P: 0.7018847
• Molar Refractivity: 64.4267 cm^3
• Polarizability: 23.722809 Å^3
• Polar Surface Area: 92.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H943270

A benzylimidazole derivative as α2-adrenergic agonist.

REFERENCES

• Cordi, A.A., et al.: Eur. J. Med. Chem., 25, 557 (1990)