5-methoxy-1H-1,3-benzodiazol-2-ol

• ChemBase ID: 170740
• Molecular Formular: C8H8N2O2
• Molecular Mass: 164.16132
• Monoisotopic Mass: 164.05857751
• SMILES: c1(ccc2c(c1)nc([nH]2)O)OC
• Canonical SMILES: COc1ccc2c(c1)nc([nH]2)O
• InChI: InChI=1S/C8H8N2O2/c1-12-5-2-3-6-7(4-5)10-8(11)9-6/h2-4H,1H3,(H2,9,10,11)
• InChIKey: AUPLVAKFTYFHTA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methoxy-1H-1,3-benzodiazol-2-ol
• IUPAC Traditional name: 5-methoxy-1H-1,3-benzodiazol-2-ol
• Synonyms: 1,3-Dihydro-5-methoxy-2H-benzimidazol-2-one; 5-Methoxy-2-benzimidazolinone; 5-Methoxy-1,3-dihydrobenzimidazol-2-one; 5-Methoxy-1H-benzo[d]imidazol-2(3H)-one; 2-Hydroxy-5-methoxybenzimidazole

Database IDs

• CAS Number: 2080-75-3
• PubChem SID: 164226650
• PubChem CID: 591101

CALCULATED PROPERTIES

• Acid pKa: 10.507281
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4745504
• LogD (pH = 7.4): 1.4820824
• Log P: 1.4825174
• Molar Refractivity: 42.8859 cm^3
• Polarizability: 17.765745 Å^3
• Polar Surface Area: 58.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Ethanol; Hot Water,; Methanol
• Apperance: Off-White Crystalline Solid
• Melting Point: 255°C dec.

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H946100

Benzimidazole derivative. An intermediate for a novel class of 2-{3-oxospiro[isobenzofuran-1(3H),4'-piperidin]-1'-yl}benzimidazole NPY Y5 receptor antagonist.

REFERENCES

• Tatemoto, K., et al.: Nature, 285, 417 (1980)
• Norman, M., et al.: J. Med. Chem., 43, 4288 (1980)
• Shibata, Y., et al.: Drug Metab. Dispos., 28, 1518 (1980)
• Gillman, K., et al.: Bioorg. Med. Chem., 14, 5517 (1980)