1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 1-({4-[2-(1-ethyl-1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-2-hydroxy-1H-1,3-benzodiazole-7-carboxylate

• ChemBase ID: 166136
• Molecular Formular: C33H34N6O6
• Molecular Mass: 610.65966
• Monoisotopic Mass: 610.25398284
• SMILES: c1ccc(c2c1nc(n2Cc1ccc(cc1)c1ccccc1c1nnnn1CC)O)C(=O)OC(OC(=O)OC1CCCCC1)C
• Canonical SMILES: CCn1nnnc1c1ccccc1c1ccc(cc1)Cn1c(O)nc2c1c(ccc2)C(=O)OC(OC(=O)OC1CCCCC1)C
• InChI: InChI=1S/C33H34N6O6/c1-3-39-30(35-36-37-39)26-13-8-7-12-25(26)23-18-16-22(17-19-23)20-38-29-27(14-9-15-28(29)34-32(38)41)31(40)43-21(2)44-33(42)45-24-10-5-4-6-11-24/h7-9,12-19,21,24H,3-6,10-11,20H2,1-2H3,(H,34,41)
• InChIKey: DEGBAMTUFHKMQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 1-({4-[2-(1-ethyl-1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-2-hydroxy-1H-1,3-benzodiazole-7-carboxylate
• IUPAC Traditional name: 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 3-({4-[2-(1-ethyl-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-2-hydroxy-1,3-benzodiazole-4-carboxylate
• Synonyms: 2-Hydroxy-1-[[2'-(1-ethyl-1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-benzimidazole-7-carboxylic Acid 1-[[(Cyclohexyloxy)carbonyl]oxy]ethyl Ester; Candesartan Cilexetil Impurity C; (RS)-1-[[Cyclohexyloxy)carbonyl]oxy]ethyl-3-[[2’-(1-ethyl-1H-tetrazol-5-yl)-4-biphenylyl]methyl]-2-oxo-2,3-dihydro-1H-benzimidazole-4-carboxylate; 2-Desethoxy-2-hydroxy-1H-1-Ethyl Candesartan Cilexetil

Database IDs

• CAS Number: 1185255-99-5
• PubChem SID: 162260269
• PubChem CID: 71315578

CALCULATED PROPERTIES

• Acid pKa: 11.804779
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 7.5092072
• LogD (pH = 7.4): 7.509285
• Log P: 7.509303
• Molar Refractivity: 188.1537 cm^3
• Polarizability: 66.38107 Å^3
• Polar Surface Area: 143.48 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: White Solid
• Melting Point: 179-181°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D288750

Candesartan Cilexetil Impurity C (PHARMEUROPA).

REFERENCES

• Gohlke, P., et al.: Drugs Today, 35, 105 (1999)
• Michihiro, Y., et al.: Clin. Pharmacol., 93, 175 (1999)
• Rao, D., et al.: Chromatographia, 66, 499 (1999)