{2-[(4,4,4-2H3)butyl]-4-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazol-5-yl}methanol

• ChemBase ID: 172401
• Molecular Formular: C22H23ClN6O
• Molecular Mass: 422.91062
• Monoisotopic Mass: 422.16218707
• SMILES: c1(c(cccc1)c1ccc(cc1)Cn1c(nc(c1CO)Cl)CCCC)c1nn[nH]n1
• Canonical SMILES: CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)CO)Cl
• InChI: InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28)
• InChIKey: PSIFNNKUMBGKDQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-[(4,4,4-^2H₃)butyl]-4-chloro-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazol-5-yl}methanol
• IUPAC Traditional name: {2-[(4,4,4-^2H₃)butyl]-5-chloro-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)imidazol-4-yl}methanol
• Synonyms: 2-(Butyl-d3)-4-chloro-1-[[2’-(1H-tetrazol-5yl)[1,1’-biphenyl]-4-yl]methyl]-1H-imidazole-5-methanol; Cozaar-d3; MK-954-d3; DuP753; Losartan-d3

Database IDs

• CAS Number: 1030936-74-3
• PubChem SID: 164228311
• PubChem CID: 45039667

CALCULATED PROPERTIES

• Acid pKa: 7.399772
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 5.0622497
• LogD (pH = 7.4): 4.7956624
• Log P: 5.084907
• Molar Refractivity: 131.8496 cm^3
• Polarizability: 46.464104 Å^3
• Polar Surface Area: 92.51 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Light Brown Solid
• Melting Point: 109-118°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - L470502

A labelled version of Losartan, a nonpeptide angiotensin II AT1-receptor antagonist. Antihypertensive.

REFERENCES

• Chiu, T.A., et al.: J. Pharmacol. Exp. Ther., 252, 711 (1990)
• McIntyre, M., et al.: Pharmacol. Ther., 74, 181 (1990)
• Pitt, B., et al.: Lancet, 355, 1582 (2000)