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

• ChemBase ID: 157626
• Molecular Formular: C31H32N2O4
• Molecular Mass: 496.59678
• Monoisotopic Mass: 496.23620751
• SMILES: COc1ccccc1OCCN(Cc1ccccc1)CC(COc1cccc2c1c1ccccc1[nH]2)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: benzyl[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl][2-(2-methoxyphenoxy)ethyl]amine
• IUPAC Traditional name: benzyl[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl][2-(2-methoxyphenoxy)ethyl]amine
• Synonyms: 1-(9H-Carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)ethyl](phenylmethyl)amino]-2-propanol; N-Benzyl Carvedilol; N-Benzylcarvedilol; Carvedilol Related Compound C (USP); Carvedilol impurity C (PhEur); (2RS)-1-{Benzyl[2-(2-methoxyphenoxy)ethyl]amino}-3-(9H-carbazol-4-yloxy)-2-propanol

Database IDs

• CAS Number: 72955-94-3
• EC Number: 432-890-5
• MDL Number: MFCD18379193
• Beilstein Number: 1559343
• PubChem SID: 162251763
• PubChem CID: 11038364

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: 59.38406 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: 41-43°C

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Risk Statements: 53
• Safety Statements: 61
• GHS Hazard statements: H413
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Impurities: ≤10.0% related substances; ≤5.0% solvents; ≤5.0% water
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C31H32N2O4

DETAILS

Toronto Research Chemicals - B233670

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)