N-(2-{[3-(2-cyanophenoxy)-2-hydroxypropyl]amino}ethyl)-2-(4-hydroxyphenyl)acetamide

• ChemBase ID: 168024
• Molecular Formular: C20H23N3O4
• Molecular Mass: 369.41432
• Monoisotopic Mass: 369.16885623
• SMILES: c1cccc(c1C#N)OCC(CNCCNC(=O)Cc1ccc(cc1)O)O
• Canonical SMILES: N#Cc1ccccc1OCC(CNCCNC(=O)Cc1ccc(cc1)O)O
• InChI: InChI=1S/C20H23N3O4/c21-12-16-3-1-2-4-19(16)27-14-18(25)13-22-9-10-23-20(26)11-15-5-7-17(24)8-6-15/h1-8,18,22,24-25H,9-11,13-14H2,(H,23,26)
• InChIKey: YARKMNAWFIMDKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-{[3-(2-cyanophenoxy)-2-hydroxypropyl]amino}ethyl)-2-(4-hydroxyphenyl)acetamide
• IUPAC Traditional name: epanolol
• Synonyms: N-[2-[[3-(2-Cyanophenoxy)-2-hydroxypropyl]amino]ethyl]-4-hydroxybenzeneacetamide; ICI 141292; Visacor; Epanolol

Database IDs

• CAS Number: 86880-51-5
• PubChem SID: 162262156
• PubChem CID: 72014

CALCULATED PROPERTIES

• Acid pKa: 9.575379
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.7330769
• LogD (pH = 7.4): -0.17105356
• Log P: 0.906939
• Molar Refractivity: 101.0261 cm^3
• Polarizability: 39.28722 Å^3
• Polar Surface Area: 114.61 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E565500

Epanolol is a adrenergic β-antagonist. Epanolol is used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety.

REFERENCES

• Andrews, C., et al.: Pharm. Res., 17, 639 (2000)
• Chen, M., et al.: Pharm. Res., 18, 1645 (2000)
• Votano, J., et al.: J. Med. Chem., 49, 7169 (2000)
• Wang, J., et al.: Anal. Chim. Acta, 601, 156 (2000)