2-ethoxy-1-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl](2H4)phenyl}methyl)-1H-1,3-benzodiazole-7-carboxylic acid

• ChemBase ID: 163592
• Molecular Formular: C24H20N6O3
• Molecular Mass: 440.454
• Monoisotopic Mass: 440.15968853
• SMILES: c1ccc(c2c1nc(n2Cc1ccc(cc1)c1ccccc1c1[nH]nnn1)OCC)C(=O)O
• Canonical SMILES: CCOc1nc2c(n1Cc1ccc(cc1)c1ccccc1c1nnn[nH]1)c(ccc2)C(=O)O
• InChI: InChI=1S/C24H20N6O3/c1-2-33-24-25-20-9-5-8-19(23(31)32)21(20)30(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-26-28-29-27-22/h3-13H,2,14H2,1H3,(H,31,32)(H,26,27,28,29)
• InChIKey: HTQMVQVXFRQIKW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-ethoxy-1-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl](^2H₄)phenyl}methyl)-1H-1,3-benzodiazole-7-carboxylic acid
• IUPAC Traditional name: 2-ethoxy-3-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl](^2H₄)phenyl}methyl)-1,3-benzodiazole-4-carboxylic acid
• Synonyms: 2-Ethoxy-1-[[2'-(1H-tetrazol-5-yl)[1-(phenyl-d4)-1’-phenyl]-4-yl]methyl]-1H-benzimidazole-7-carboxylic Acid; CV-11974-d4; Candesartan M1-d4; 3-[[2'-(1H-Tetrazol-5-yl)[1-(phenyl-d4)-1’-phenyl]-4-yl]methyl]-2-ethoxy-3H-benzimidazole-4-carboxylic Acid; Candesartan-d4

Database IDs

• CAS Number: 1346604-70-3
• PubChem SID: 162257727
• PubChem CID: 49849588

CALCULATED PROPERTIES

• Acid pKa: 2.9523642
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.0018892
• LogD (pH = 7.4): -0.40843076
• Log P: 4.4107194
• Molar Refractivity: 134.9175 cm^3
• Polarizability: 49.003094 Å^3
• Polar Surface Area: 118.81 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 196-199°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C175578

Labelled Candesartan, an angiotensin II type-1 receptor antagonist. Used in treatment of congestive heart failure. Antihypertensive.

REFERENCES

• Shibouta, Y., et al.: J. Pharmacol. Exp. Ther., 266, 114 (1993)
• Ogihara, T., et al.: Clin. Ther., 16, 74 (1993)