4-(2-hydroxy-3-{[2-(2-methoxyphenoxy)ethyl]amino}(2H5)propoxy)-9H-carbazol-3-ol

• ChemBase ID: 170164
• Molecular Formular: C24H26N2O5
• Molecular Mass: 422.47364
• Monoisotopic Mass: 422.18417194
• SMILES: c1ccc2c(c1)c1c([nH]2)ccc(c1OCC(CNCCOc1c(cccc1)OC)O)O
• Canonical SMILES: COc1ccccc1OCCNCC(COc1c(O)ccc2c1c1ccccc1[nH]2)O
• InChI: InChI=1S/C24H26N2O5/c1-29-21-8-4-5-9-22(21)30-13-12-25-14-16(27)15-31-24-20(28)11-10-19-23(24)17-6-2-3-7-18(17)26-19/h2-11,16,25-28H,12-15H2,1H3
• InChIKey: RWDSIYCVHJZURY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-hydroxy-3-{[2-(2-methoxyphenoxy)ethyl]amino}(^2H₅)propoxy)-9H-carbazol-3-ol
• IUPAC Traditional name: 4-(2-hydroxy-3-{[2-(2-methoxyphenoxy)ethyl]amino}(^2H₅)propoxy)-9H-carbazol-3-ol
• Synonyms: 4-[2-Hydroxy-3-[[2-(2-methoxyphenoxy)ethyl]amino]propoxy-d5]-9H-carbazol-3-ol; (+/-)-4-[2-Hydroxy-3-[[2-(2-methoxyphenoxy)ethyl]amino]propoxy-d9]-9H-carbazol-3-ol; BM 910228-d5; SB 2114755-d5; 3-Hydroxy Carvedilol-d5

Database IDs

• PubChem SID: 164226074
• PubChem CID: 71748839

CALCULATED PROPERTIES

• Acid pKa: 9.179005
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.19091019
• LogD (pH = 7.4): 1.7756792
• Log P: 2.6449103
• Molar Refractivity: 117.6186 cm^3
• Polarizability: 48.47815 Å^3
• Polar Surface Area: 95.97 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H825052

A vascularly inactive labelled metabolite of Carvedilol (C184625). A novel antihypertensive agent, is a potent antioxidant.

REFERENCES

• Sponer, G., et al.: J. Cardiovasc. Pharmacol., 9, 317 (1987)
• Rapola, J., et al.: Lancet, 349, 1715 (1987)
• Gao, F., et al.: Eur. J. Pharmacol., 406, 109 (1987)