2-benzyl-1H-1,3-benzodiazole

• ChemBase ID: 60155
• Molecular Formular: C14H12N2
• Molecular Mass: 208.25848
• Monoisotopic Mass: 208.10004839
• SMILES: c1(nc2c([nH]1)cccc2)Cc1ccccc1
• Canonical SMILES: c1ccc(cc1)Cc1nc2c([nH]1)cccc2
• InChI: InChI=1S/C14H12N2/c1-2-6-11(7-3-1)10-14-15-12-8-4-5-9-13(12)16-14/h1-9H,10H2,(H,15,16)
• InChIKey: YTLQFZVCLXFFRK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-benzyl-1H-1,3-benzodiazole
• IUPAC Traditional name: bendazole; 2-benzyl-1H-1,3-benzodiazole
• Synonyms: 2-benzyl-1H-benzo[d]imidazole; 2-Benzyl-1H-benzimidazole; 2-benzylbenzimidazole; 2-Benzyl-1H-benzoimidazole; 2-Benzylbenzimidazole; Bendazol

Database IDs

• CAS Number: 621-72-7
• MDL Number: MFCD00022680
• PubChem SID: 162025896
• PubChem CID: 12132

CALCULATED PROPERTIES

• Acid pKa: 12.250181
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.7228122
• LogD (pH = 7.4): 3.2044775
• Log P: 3.2169085
• Molar Refractivity: 64.1311 cm^3
• Polarizability: 26.11112 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): 3.632

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Pharmacology Properties

• Mechanism of Action: Spasmolytic; Vasodilator

Product Information

• Purity: 95%; 98%
• Application(s): Antihypertensive agent; Coronary vasodilator; Hypotensive; Spasmolytic

REFERENCES

• Feitelson, K. et al., J.C.S., 1958, 2426, (synth, pharmacol)
• Rabiger, D.J. et al., J.O.C., 1964, 29, 476, (uv, ir, props)
• Andreeva, L.G., Pharmazie, 1965, 20, 95, (chromatog)
• Mousseron, M. et al., Eur. J. Med. Chem. (Chim. Ther.), 1967, 2, 95, (synth, activity)
• Akopyan, O.A. et al., Farm. Zh. (Kiev), 1972, 27, 45, (anal)
• Raban, M. et al., J.O.C., 1985, 50, 2205, (synth, pmr, cmr)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, BEA825