1-{[4-(2-carboxyphenyl)phenyl]methyl}-4-methyl-2-propyl-1H-1,3-benzodiazole-6-carboxylic acid

• ChemBase ID: 166392
• Molecular Formular: C26H24N2O4
• Molecular Mass: 428.47976
• Monoisotopic Mass: 428.17360726
• SMILES: c1(cc2c(c(c1)C)nc(n2Cc1ccc(cc1)c1ccccc1C(=O)O)CCC)C(=O)O
• Canonical SMILES: CCCc1nc2c(n1Cc1ccc(cc1)c1ccccc1C(=O)O)cc(cc2C)C(=O)O
• InChI: InChI=1S/C26H24N2O4/c1-3-6-23-27-24-16(2)13-19(25(29)30)14-22(24)28(23)15-17-9-11-18(12-10-17)20-7-4-5-8-21(20)26(31)32/h4-5,7-14H,3,6,15H2,1-2H3,(H,29,30)(H,31,32)
• InChIKey: XVWHGXBWUBIPAA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[4-(2-carboxyphenyl)phenyl]methyl}-4-methyl-2-propyl-1H-1,3-benzodiazole-6-carboxylic acid
• IUPAC Traditional name: 3-{[4-(2-carboxyphenyl)phenyl]methyl}-7-methyl-2-propyl-1,3-benzodiazole-5-carboxylic acid
• Synonyms: 1-[(2'-Carboxy[1,1'-biphenyl]-4-yl)methyl]-4-methyl-2-propyl-1H-benzimidazole-6-carboxylic Acid; Telmisartan Diacid Impurity; 6-Des(1-methyl-2-benzimidazolyl)-6-carboxy Telmisartan

Database IDs

• CAS Number: 884330-12-5
• PubChem SID: 162260525
• PubChem CID: 56605215

CALCULATED PROPERTIES

• Acid pKa: 3.094879
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.5936074
• LogD (pH = 7.4): 0.12370203
• Log P: 4.4158506
• Molar Refractivity: 122.8362 cm^3
• Polarizability: 48.827324 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D291020

An impurity of Telmisartan (T017000).

REFERENCES

• Yu, W. et al.: Youji Huaxue, 26, 318 (2006)