13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-ol

• ChemBase ID: 170445
• Molecular Formular: C19H19ClN2O
• Molecular Mass: 326.81996
• Monoisotopic Mass: 326.11859092
• SMILES: C1(=C2CCNCC2)c2c(C(Cc3c1nccc3)O)cc(cc2)Cl
• Canonical SMILES: Clc1ccc2c(c1)C(O)Cc1c(C2=C2CCNCC2)nccc1
• InChI: InChI=1S/C19H19ClN2O/c20-14-3-4-15-16(11-14)17(23)10-13-2-1-7-22-19(13)18(15)12-5-8-21-9-6-12/h1-4,7,11,17,21,23H,5-6,8-10H2
• InChIKey: UEQNVDYYIWHWNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-ol
• IUPAC Traditional name: 13-chloro-2-(piperidin-4-ylidene)-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-ol
• Synonyms: 8-Chloro-6,11-dihydro-11-(4-piperidinylidene)- 5H-benzo[5,6]cyclohepta[1,2-b]pyridin-6-ol; Sch 39090; 6-Hydroxy Desloratadine

Database IDs

• CAS Number: 119410-05-8
• PubChem SID: 164226355
• PubChem CID: 14637770

CALCULATED PROPERTIES

• Acid pKa: 14.099144
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.4832383
• LogD (pH = 7.4): 0.45637134
• Log P: 2.737727
• Molar Refractivity: 102.5543 cm^3
• Polarizability: 36.046043 Å^3
• Polar Surface Area: 45.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H936770

A hydroxylated metabolite of Desloratadine.

REFERENCES

• Kiese, M., et al.: Pharmacol. Rev., 18, 1091 (1966)
• Sugimura, T., et al.: Cancer Res., 26, 1717 (1966)
• Covey, T., et al.: Anal. Chem., 58, 1451A (1966)
• Lin, G., et al.: J. Pharm. Sci., 83, 1412 (1966)