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

• ChemBase ID: 170658
• Molecular Formular: C12H13N3O2
• Molecular Mass: 231.25052
• Monoisotopic Mass: 231.10077667
• SMILES: [nH]1cc(nc1)Cc1cccc(c1O)C(=O)NC
• Canonical SMILES: CNC(=O)c1cccc(c1O)Cc1c[nH]cn1
• InChI: InChI=1S/C12H13N3O2/c1-13-12(17)10-4-2-3-8(11(10)16)5-9-6-14-7-15-9/h2-4,6-7,16H,5H2,1H3,(H,13,17)(H,14,15)
• InChIKey: KAUJMHZAEJZTRD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 127170-74-5
• PubChem SID: 164226568
• PubChem CID: 3080069

CALCULATED PROPERTIES

• Acid pKa: 6.007378
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.33927983
• LogD (pH = 7.4): 0.08316091
• Log P: 0.4441239
• Molar Refractivity: 64.2822 cm^3
• Polarizability: 23.796843 Å^3
• Polar Surface Area: 78.01 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H943265

A benzylimidazole derivative as α2-adrenergic agonist.

REFERENCES

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