2-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxy(2H5)propyl]amino}ethoxy)phenol

• ChemBase ID: 166409
• Molecular Formular: C23H24N2O4
• Molecular Mass: 392.44766
• Monoisotopic Mass: 392.17360726
• SMILES: c12c(c(ccc1)OCC(CNCCOc1c(cccc1)O)O)c1c([nH]2)cccc1
• Canonical SMILES: OC(COc1cccc2c1c1ccccc1[nH]2)CNCCOc1ccccc1O
• InChI: InChI=1S/C23H24N2O4/c26-16(14-24-12-13-28-21-10-4-3-9-20(21)27)15-29-22-11-5-8-19-23(22)17-6-1-2-7-18(17)25-19/h1-11,16,24-27H,12-15H2
• InChIKey: XAUKPPPYYOKVQJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxy(^2H₅)propyl]amino}ethoxy)phenol
• IUPAC Traditional name: 2-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxy(^2H₅)propyl]amino}ethoxy)phenol
• Synonyms: 2-[2-[[3-(9H-Carbazol-4-yloxy)-2-hydroxy(propyl-d5)]amino]ethoxy]phenol; BM 14242-d5; Desmethylcarvedilol-d5; O-Desmethyl Carvedilol-d5

Database IDs

• PubChem SID: 162260542
• PubChem CID: 71315724

CALCULATED PROPERTIES

• Acid pKa: 9.985159
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.33784595
• LogD (pH = 7.4): 1.9221545
• Log P: 3.0437684
• Molar Refractivity: 111.1554 cm^3
• Polarizability: 45.985077 Å^3
• Polar Surface Area: 86.74 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D291477

A labelled metabolite of Carvedilol (C184625), a nonselective β-adrenergic blocker with α1-blocking activity.

REFERENCES

• Sponer, G. et al.: J. Cardiovasc. Pharmacol., 9, 317 (1987)
• Fujimaki, M. et al.: Xenobiotica, 20, 1025 (1987)
• Ruffolo, R. et al.: Eur. J. Clin. Pharmacol. 38, S82 (1987)
• ; Clohs, L. et al.: J. Pharm. Biomed. Anal., 31, 407 (1987)