{2-[2-(benzyloxy)phenoxy]ethyl}[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amine

• ChemBase ID: 161712
• Molecular Formular: C30H30N2O4
• Molecular Mass: 482.5702
• Monoisotopic Mass: 482.22055745
• SMILES: c1ccc2c(c1)c1c([nH]2)cccc1OCC(CNCCOc1c(cccc1)OCc1ccccc1)O
• Canonical SMILES: OC(COc1cccc2c1c1ccccc1[nH]2)CNCCOc1ccccc1OCc1ccccc1
• InChI: InChI=1S/C30H30N2O4/c33-23(21-36-29-16-8-13-26-30(29)24-11-4-5-12-25(24)32-26)19-31-17-18-34-27-14-6-7-15-28(27)35-20-22-9-2-1-3-10-22/h1-16,23,31-33H,17-21H2
• InChIKey: BBRBNXRUKJWSHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-[2-(benzyloxy)phenoxy]ethyl}[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amine
• IUPAC Traditional name: {2-[2-(benzyloxy)phenoxy]ethyl}[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amine
• Synonyms: 1-(9H-Carbazol-4-yloxy)-3-[[2-[2-(phenylmethoxy)phenoxy]ethyl]amino]-2-propanol; 2'-O-Benzyloxy-2-O-desmethyl Carvedilol

Database IDs

• CAS Number: 72955-92-1
• PubChem SID: 162255847
• PubChem CID: 4988622

CALCULATED PROPERTIES

• Acid pKa: 14.030431
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.2088392
• LogD (pH = 7.4): 3.7948344
• Log P: 5.1493278
• Molar Refractivity: 140.2503 cm^3
• Polarizability: 57.534992 Å^3
• Polar Surface Area: 75.74 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B285932

An analogue 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, 10, 958 (1998)