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

• ChemBase ID: 124977
• Molecular Formular: C22H22ClKN6O
• Molecular Mass: 461.00098
• Monoisotopic Mass: 460.11806871
• SMILES: n1(c(c(nc1CCCC)Cl)CO)Cc1ccc(c2c(c3[n-]nnn3)cccc2)cc1.[K+]
• Canonical SMILES: CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1[n-]nnn1)CO)Cl.[K+]
• InChI: InChI=1S/C22H22ClN6O.K/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;/q-1;+1
• InChIKey: OXCMYAYHXIHQOA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}phenyl)phenyl]-1H-1,2,3,4-tetrazol-1-ide
• IUPAC Traditional name: potassium 5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl}phenyl)phenyl]-1H-1,2,3,4-tetrazol-1-ide; potassium 5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}phenyl)phenyl]-1H-1,2,3,4-tetrazol-1-ide
• Synonyms: potassium 5-(4'-((2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl)methyl)-[1,1'-biphenyl]-2-yl)tetrazol-1-ide; Cozaar; Losartan Potassium

Database IDs

• CAS Number: 124750-99-8
• PubChem SID: 162219330
• PubChem CID: 11751549

CALCULATED PROPERTIES

• Acid pKa: 4.288871
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.288697
• LogD (pH = 7.4): 2.8201647
• Log P: 3.9572647
• Molar Refractivity: 132.4603 cm^3
• Polarizability: 46.18671 Å^3
• Polar Surface Area: 89.61 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Angiotensin II AT1-receptor antagonist

Product Information

• Salt Data: K+
• Application(s): Orally active antihypertensive agent; Used in the treatment of congestive heart failure

REFERENCES

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• Wong, P.C. et al., Cardiovasc. Drug Rev., 1991, 9, 317, (rev)
• Carini, D.J. et al., J. Med. Chem., 1991, 34, 2525, (synth, pmr, pharmacol)
• Timmermans, P.B.M. et al., Trends Pharmacol. Sci., 1991, 12, 55, (rev)
• Stearns, R.A. et al., Drug Metab. Dispos., 1992, 20, 281, (metab)
• Furtek, C.I. et al., J. Chromatogr., 1992, 573, 295, (hplc)
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• Ohtawa, M. et al., Br. J. Clin. Pharmacol., 1993, 35, 290, (pharmacokinet)
• Siegl, P.K.S., J. Hypertens., 1993, 11, S19, (rev)
• Larsen, R.D. et al., J.O.C., 1994, 59, 6391, (synth)
• Schricker, K. et al., Proc. Natl. Acad. Sci. U.S.A., 1995, 92, 8006, (pharmacol)
• Mavromoustakos, T. et al., J. Med. Chem., 1999, 42, 1714-1722, (nmr, conformn)
• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 899