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

• ChemBase ID: 172408
• Molecular Formular: C44H44Cl2N12O2
• Molecular Mass: 843.80536
• Monoisotopic Mass: 842.30872407
• SMILES: C(c1ccc(cc1)c1ccccc1c1nnn[nH]1)n1c(c(nc1CCCC)Cl)C(C(c1nc(c(n1Cc1ccc(cc1)c1c(cccc1)c1[nH]nnn1)CO)Cl)CCC)O
• Canonical SMILES: CCCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1[nH]nnn1)C(C(c1nc(c(n1Cc1ccc(cc1)c1ccccc1c1[nH]nnn1)CO)Cl)CCC)O)Cl
• InChI: InChI=1S/C44H44Cl2N12O2/c1-3-5-15-37-47-41(46)38(58(37)25-28-18-22-30(23-19-28)32-12-7-9-14-34(32)43-51-55-56-52-43)39(60)35(10-4-2)44-48-40(45)36(26-59)57(44)24-27-16-20-29(21-17-27)31-11-6-8-13-33(31)42-49-53-54-50-42/h6-9,11-14,16-23,35,39,59-60H,3-5,10,15,24-26H2,1-2H3,(H,49,50,53,54)(H,51,52,55,56)
• InChIKey: FLBMRAUQPGDBON-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-butyl-4-chloro-1-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazol-5-yl]-2-[4-chloro-5-(hydroxymethyl)-1-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-imidazol-2-yl]pentan-1-ol
• IUPAC Traditional name: 1-[2-butyl-5-chloro-3-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)imidazol-4-yl]-2-[4-chloro-5-(hydroxymethyl)-1-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)imidazol-2-yl]pentan-1-ol
• Synonyms: Losartan Impurity B; Losartan α-Butyl-losartan Aldehyde Adduct (Losartan Impurity)

Database IDs

• CAS Number: 1159977-48-6
• PubChem SID: 164228318
• PubChem CID: 46782082

CALCULATED PROPERTIES

• Acid pKa: 4.1218863
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 6.424419
• LogD (pH = 7.4): 5.480959
• Log P: 7.9924207
• Molar Refractivity: 261.4573 cm^3
• Polarizability: 92.20299 Å^3
• Polar Surface Area: 185.02 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO (Sparingly); Methanol
• Apperance: Light Yellow Solid
• Melting Point: >200°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - L470520

Losartan Impurity B.

REFERENCES

• Duncia, J.V., et al.: J. Med. Chem., 33, 1312 (1990)