(1S)-2-(tert-butylamino)-1-(7-ethyl-1-benzofuran-2-yl)ethan-1-ol hydrochloride

• ChemBase ID: 163088
• Molecular Formular: C16H24ClNO2
• Molecular Mass: 297.82026
• Monoisotopic Mass: 297.14955669
• SMILES: c1(cccc2c1oc(c2)[C@H](CNC(C)(C)C)O)CC.Cl
• Canonical SMILES: CCc1cccc2c1oc(c2)[C@H](CNC(C)(C)C)O.Cl
• InChI: InChI=1S/C16H23NO2.ClH/c1-5-11-7-6-8-12-9-14(19-15(11)12)13(18)10-17-16(2,3)4;/h6-9,13,17-18H,5,10H2,1-4H3;1H/t13-;/m0./s1
• InChIKey: KJBONRGCLLBWCJ-ZOWNYOTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-2-(tert-butylamino)-1-(7-ethyl-1-benzofuran-2-yl)ethan-1-ol hydrochloride
• IUPAC Traditional name: (1S)-2-(tert-butylamino)-1-(7-ethyl-1-benzofuran-2-yl)ethanol hydrochloride
• Synonyms: (αS)-α-[[(1,1-Dimethylethyl)amino]methyl]-7-ethyl-2-benzofuranmethanol; (-)-Bufuralol Hydrochloride; l-Bufuralol Hydrochloride; (S)-Bufuralol Hydrochloride

Database IDs

• CAS Number: 57704-10-6
• PubChem SID: 162257223
• PubChem CID: 46780913

CALCULATED PROPERTIES

• Acid pKa: 13.056745
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.12975577
• LogD (pH = 7.4): 1.1637151
• Log P: 2.992334
• Molar Refractivity: 77.4349 cm^3
• Polarizability: 31.537354 Å^3
• Polar Surface Area: 45.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 119-121°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B689535

The S-Enantiomer of Bufuralol. A β-Adrenergic blocker with peripheral vasodilating activity. Antianginal; antihypertensive.

REFERENCES

• Francis, R.J., et al.: Eur. J. Clin. Pharmacol., 23, 529 (1982)
• Pfisterer, M., et al.: J. Cardiovasc. Pharmacol., 6, 417 (1982)
• Narimatsu, S., et al.: J. Pharmacol. Exp. Ther., 303, 172 (1982)
• Flanagan, J., et al.: Biochem. J., 380, 353 (1982)