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

• ChemBase ID: 166242
• Molecular Formular: C50H44N6O6
• Molecular Mass: 824.92096
• Monoisotopic Mass: 824.33223316
• SMILES: c1ccc(c2c1[nH]c(=O)n2Cc1ccc(cc1)c1ccccc1c1nnnn1C(c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)OC(OC(=O)OC1CCCCC1)C
• Canonical SMILES: CC(OC(=O)c1cccc2c1n(Cc1ccc(cc1)c1ccccc1c1nnnn1C(c1ccccc1)(c1ccccc1)c1ccccc1)c(=O)[nH]2)OC(=O)OC1CCCCC1
• InChI: InChI=1S/C50H44N6O6/c1-34(61-49(59)62-40-23-12-5-13-24-40)60-47(57)43-27-16-28-44-45(43)55(48(58)51-44)33-35-29-31-36(32-30-35)41-25-14-15-26-42(41)46-52-53-54-56(46)50(37-17-6-2-7-18-37,38-19-8-3-9-20-38)39-21-10-4-11-22-39/h2-4,6-11,14-22,25-32,34,40H,5,12-13,23-24,33H2,1H3,(H,51,58)
• InChIKey: BTLRWUTVQRHDMQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 2-oxo-3-[(4-{2-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]phenyl}phenyl)methyl]-2,3-dihydro-1H-1,3-benzodiazole-4-carboxylate
• IUPAC Traditional name: 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 2-oxo-3-[(4-{2-[1-(triphenylmethyl)-1,2,3,4-tetrazol-5-yl]phenyl}phenyl)methyl]-1H-1,3-benzodiazole-4-carboxylate
• Synonyms: 2,3-Dihydro-2-oxo-3-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1H-benzimidazole-4-carboxylic Acid 1-[[(Cyclohexyloxy)carbonyl]oxy]ethyl Ester; O-Desethyl N-Trityl Candesartan Cilexetil

Database IDs

• CAS Number: 934495-65-5
• PubChem SID: 162260375
• PubChem CID: 46783640

CALCULATED PROPERTIES

• Acid pKa: 12.720862
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 11.635994
• LogD (pH = 7.4): 11.635992
• Log P: 11.635994
• Molar Refractivity: 260.2466 cm^3
• Polarizability: 91.89278 Å^3
• Polar Surface Area: 137.77 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D289750

Used for the preparation of Candesartan cilexetil.

REFERENCES

• Lu, R., et al.: Tetrahedr. Lett., 41, 2817 (2000)