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

• ChemBase ID: 163837
• Molecular Formular: C24H26N2O4
• Molecular Mass: 406.47424
• Monoisotopic Mass: 406.18925732
• SMILES: c1ccc2c(c1)c1c([nH]2)cccc1OC[C@H](CNCCOc1c(cccc1)OC)O
• Canonical SMILES: COc1ccccc1OCCNC[C@@H](COc1cccc2c1c1ccccc1[nH]2)O
• InChI: InChI=1S/C24H26N2O4/c1-28-21-10-4-5-11-22(21)29-14-13-25-15-17(27)16-30-23-12-6-9-20-24(23)18-7-2-3-8-19(18)26-20/h2-12,17,25-27H,13-16H2,1H3/t17-/m0/s1
• InChIKey: OGHNVEJMJSYVRP-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-3-(9H-carbazol-4-yloxy)-2-hydroxypropyl][2-(2-methoxyphenoxy)ethyl]amine
• IUPAC Traditional name: [(2S)-3-(9H-carbazol-4-yloxy)-2-hydroxypropyl][2-(2-methoxyphenoxy)ethyl]amine
• Synonyms: (-)-1-(9H-Carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)ethyl]amino]-2-propanol; (-)-Carvedilol; (S)-Carvedilol; (S)-(-)-Carvedilol

Database IDs

• CAS Number: 95094-00-1
• PubChem SID: 162257972
• PubChem CID: 185395

CALCULATED PROPERTIES

• Acid pKa: 14.030432
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.48382187
• LogD (pH = 7.4): 2.069334
• Log P: 3.4248545
• Molar Refractivity: 115.6377 cm^3
• Polarizability: 47.905235 Å^3
• Polar Surface Area: 75.74 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Off-White Solid
• Melting Point: 114-115°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C184635

The optically active isomer of Carvedilol (C184625), a nonselective β-adrenergic blocker with a1-blocking activity. An antihypertensive used in the treatment of congestive heart failure.

REFERENCES

• Hirohashi, M., et al.: Arzneim.-Forsch., 40, 735 (1990)