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

• ChemBase ID: 170990
• Molecular Formular: C24H26N2O5
• Molecular Mass: 422.47364
• Monoisotopic Mass: 422.18417194
• SMILES: c1ccc2c(c1)c1c([nH]2)cccc1OCC(CNCCOc1c(ccc(c1)O)OC)O
• Canonical SMILES: COc1ccc(cc1OCCNCC(COc1cccc2c1c1ccccc1[nH]2)O)O
• InChI: InChI=1S/C24H26N2O5/c1-29-21-10-9-16(27)13-23(21)30-12-11-25-14-17(28)15-31-22-8-4-7-20-24(22)18-5-2-3-6-19(18)26-20/h2-10,13,17,25-28H,11-12,14-15H2,1H3
• InChIKey: PVUVZUBTCLBJMT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxy(^2H₅)propyl]amino}ethoxy)-4-methoxyphenol
• IUPAC Traditional name: 3-(2-{[3-(9H-carbazol-4-yloxy)-2-hydroxy(^2H₅)propyl]amino}ethoxy)-4-methoxyphenol
• Synonyms: 3-[2-[[3-(9H-Carbazol-4-yloxy)-2-hydroxypropyl-d5]amino]ethoxy]-4-methoxy-phenol; 5-Hydroxycarvedilol-d5; BM 140830-d5; 5'-Hydroxyphenyl Carvedilol-d5

Database IDs

• PubChem SID: 164226900
• PubChem CID: 46781859

CALCULATED PROPERTIES

• Acid pKa: 9.955071
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.1877568
• LogD (pH = 7.4): 1.7786232
• Log P: 2.888631
• Molar Refractivity: 117.6186 cm^3
• Polarizability: 48.476696 Å^3
• Polar Surface Area: 95.97 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO
• Apperance: Tan Solid
• Melting Point: 194-196°C

DETAILS

Toronto Research Chemicals - H949126

A Labelled metabolite of Carvedilol which is a multiple-action, neurohormonal antagonist that is used in the treatment of hypertension.

REFERENCES

• Schaefer, W.H., et al.: Drug Metab. Dispos., 26, 958 (1998).