[(2H5)benzyl][3-(9H-carbazol-4-yloxy)-2-hydroxypropyl][2-(2-methoxyphenoxy)ethyl]amine

• ChemBase ID: 161466
• Molecular Formular: C31H32N2O4
• Molecular Mass: 496.59678
• Monoisotopic Mass: 496.23620751
• SMILES: c1ccc2c(c1)c1c([nH]2)cccc1OCC(CN(CCOc1ccccc1OC)Cc1ccccc1)O
• Canonical SMILES: COc1ccccc1OCCN(Cc1ccccc1)CC(COc1cccc2c1c1ccccc1[nH]2)O
• InChI: InChI=1S/C31H32N2O4/c1-35-28-15-7-8-16-29(28)36-19-18-33(20-23-10-3-2-4-11-23)21-24(34)22-37-30-17-9-14-27-31(30)25-12-5-6-13-26(25)32-27/h2-17,24,32,34H,18-22H2,1H3
• InChIKey: FFZGDNBZNMTOCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(^2H₅)benzyl][3-(9H-carbazol-4-yloxy)-2-hydroxypropyl][2-(2-methoxyphenoxy)ethyl]amine
• IUPAC Traditional name: [(^2H₅)benzyl][3-(9H-carbazol-4-yloxy)-2-hydroxypropyl][2-(2-methoxyphenoxy)ethyl]amine
• Synonyms: 1-(9H-Carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)ethyl][(phenyl-d5)methyl)]amino]-2-propanol; N-Benzyl Carvedilol-d5

Database IDs

• PubChem SID: 162255601
• PubChem CID: 71313793

CALCULATED PROPERTIES

• Acid pKa: 14.021995
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.7427332
• LogD (pH = 7.4): 4.507984
• Log P: 5.5323753
• Molar Refractivity: 145.545 cm^3
• Polarizability: 59.407257 Å^3
• Polar Surface Area: 66.95 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 48-51°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B233672

Labelled Carvedilol (C184625) impurity. A new degradation product in Carvedilol tablets.

REFERENCES

• Karle, C., et al.: Cardiovasc. Res., 49, 361 (2001)
• Chen, J., et al.: Acta Cardiol. Sin., 19, 93 (2001)
• Xiang, T., et al.: Pharm. Res., 22, 1205 (2001)