potassium [2-butyl-5-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl](2H4)phenyl}methyl)-1H-imidazol-4-yl]methanolate

• ChemBase ID: 172409
• Molecular Formular: C22H22ClKN6O
• Molecular Mass: 461.00098
• Monoisotopic Mass: 460.11806871
• SMILES: c1(c(cccc1)c1ccc(cc1)Cn1c(nc(c1Cl)C[O-])CCCC)c1nn[nH]n1.[K+]
• Canonical SMILES: CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)Cl)C[O-].[K+]
• InChI: InChI=1S/C22H22ClN6O.K/c1-2-3-8-20-24-19(14-30)21(23)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22;/h4-7,9-12H,2-3,8,13-14H2,1H3,(H,25,26,27,28);/q-1;+1
• InChIKey: WBEUZWUCMDLLLJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium [2-butyl-5-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl](^2H₄)phenyl}methyl)-1H-imidazol-4-yl]methanolate
• IUPAC Traditional name: potassium [2-butyl-5-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl](^2H₄)phenyl}methyl)imidazol-4-yl]methanolate
• Synonyms: 2-Butyl-5-chloro-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-4-methanol Potassium Salt; Losartan Isomer Impurity, Potassium Salt

Database IDs

• CAS Number: 860644-28-6
• PubChem SID: 164228319
• PubChem CID: 71749844

CALCULATED PROPERTIES

• Acid pKa: 7.4000144
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.600252
• LogD (pH = 7.4): 4.426929
• Log P: 4.7169914
• Molar Refractivity: 140.94 cm^3
• Polarizability: 46.14428 Å^3
• Polar Surface Area: 95.34 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Off-White Solid
• Melting Point: 227-234°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - L470525

Losartan (L470500) impurity.

REFERENCES

• Munafo, A., et al.: Clin. Pharmacol. Ther., 51, 513 (1992)
• McCarthy, K., et al.: J. Pharm. Biomed. Anal., 17, 671 (1992)
• Fang, X., et al.: J. Pharm. Sci., 90, 1800 (1992)