4-(prop-1-en-2-yl)-2-propyl-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazole-5-carboxylic acid

• ChemBase ID: 165674
• Molecular Formular: C24H24N6O2
• Molecular Mass: 428.48636
• Monoisotopic Mass: 428.19607404
• SMILES: c1(c(cccc1)c1ccc(cc1)Cn1c(c(nc1CCC)C(=C)C)C(=O)O)c1nn[nH]n1
• Canonical SMILES: CCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)C(=O)O)C(=C)C
• InChI: InChI=1S/C24H24N6O2/c1-4-7-20-25-21(15(2)3)22(24(31)32)30(20)14-16-10-12-17(13-11-16)18-8-5-6-9-19(18)23-26-28-29-27-23/h5-6,8-13H,2,4,7,14H2,1,3H3,(H,31,32)(H,26,27,28,29)
• InChIKey: LLECTTOFSXVBBY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(prop-1-en-2-yl)-2-propyl-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazole-5-carboxylic acid
• IUPAC Traditional name: 5-(prop-1-en-2-yl)-2-propyl-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)imidazole-4-carboxylic acid
• Synonyms: 4-(1-Methylethenyl)-2-propyl-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-carboxylic Acid; Dehydro Olmesartan

Database IDs

• CAS Number: 172875-98-8
• PubChem SID: 162259807
• PubChem CID: 9888820

CALCULATED PROPERTIES

• Acid pKa: 0.99888545
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.701473
• LogD (pH = 7.4): 2.5424657
• Log P: 3.7484665
• Molar Refractivity: 135.4191 cm^3
• Polarizability: 47.919395 Å^3
• Polar Surface Area: 109.58 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: N/AOff-White Solid
• Melting Point: >300°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D229960

Olmesartan acid (O550001) derivative. A nonpeptide angiotensin II receptor antagonist.

REFERENCES

• Yanagisawa, H., et al.: J. Med. Chem., 39, 323 (1996)