methyl 2-ethoxy-1-[(4-{2-[(Z)-N'-hydroxycarbamimidoyl]phenyl}phenyl)methyl]-1H-1,3-benzodiazole-7-carboxylate

• ChemBase ID: 168347
• Molecular Formular: C25H24N4O4
• Molecular Mass: 444.48246
• Monoisotopic Mass: 444.17975527
• SMILES: c1cc(c2c(c1)nc(n2Cc1ccc(cc1)c1c(cccc1)/C(=N/O)/N)OCC)C(=O)OC
• Canonical SMILES: CCOc1nc2c(n1Cc1ccc(cc1)c1ccccc1/C(=N/O)/N)c(ccc2)C(=O)OC
• InChI: InChI=1S/C25H24N4O4/c1-3-33-25-27-21-10-6-9-20(24(30)32-2)22(21)29(25)15-16-11-13-17(14-12-16)18-7-4-5-8-19(18)23(26)28-31/h4-14,31H,3,15H2,1-2H3,(H2,26,28)
• InChIKey: OQJREYQHKLULTR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-ethoxy-1-[(4-{2-[(Z)-N'-hydroxycarbamimidoyl]phenyl}phenyl)methyl]-1H-1,3-benzodiazole-7-carboxylate
• IUPAC Traditional name: methyl 2-ethoxy-3-[(4-{2-[(Z)-N'-hydroxycarbamimidoyl]phenyl}phenyl)methyl]-1,3-benzodiazole-4-carboxylate
• Synonyms: 2-Ethoxy-1-[[2'-[(hydroxyamino)iminomethyl][1,1'-biphenyl]-4-yl]methyl]-1H-benzimidazole-7-carboxylic Acid Methyl Ester

Database IDs

• CAS Number: 147403-65-4
• PubChem SID: 162262479
• PubChem CID: 15237010

CALCULATED PROPERTIES

• Acid pKa: 9.79522
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 4.5411267
• LogD (pH = 7.4): 4.655302
• Log P: 4.659029
• Molar Refractivity: 125.3466 cm^3
• Polarizability: 50.131718 Å^3
• Polar Surface Area: 111.96 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - E892030

Azilsartan (A926900) derivative. Intermediate in the synthesis of angiotensin II receptor antagonist.

REFERENCES

• Kohara, Y. et al.; J. Med. Chem. 39, 5228 (1996)