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

• ChemBase ID: 154346
• Molecular Formular: C16H24ClNO2
• Molecular Mass: 297.82026
• Monoisotopic Mass: 297.14955669
• SMILES: CCc1cccc2c1oc(c2)C(CNC(C)(C)C)O.Cl
• Canonical SMILES: CCc1cccc2c1oc(c2)C(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
• InChIKey: KJBONRGCLLBWCJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(tert-butylamino)-1-(7-ethyl-1-benzofuran-2-yl)ethan-1-ol hydrochloride
• IUPAC Traditional name: bufuralol hydrochloride
• Synonyms: α-[[(1,1-Dimethylethyl)-amino]methyl]-7-ethyl-2-benzofuranmethanol; Ro-3-4787; Angium; Bufuralol, Hydrochloride; α-[(tert-Butylamino)methyl]-7-ethyl-2-benzofuranmethanol hydrochloride; (±)-Bufuralol hydrochloride

Database IDs

• CAS Number: 59652-29-8; 60398-91-6
• EC Number: 262-216-3
• MDL Number: MFCD00272648
• PubChem SID: 162248485; 24724644
• PubChem CID: 151573

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: Methanol; Water
• Apperance: Off-White Solid; white to off-white
• Melting Point: 143-146 °C; 148-150°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C16H23NO2·HCl

DETAILS

Sigma Aldrich - UC168

Application
CYP2D6 substrate
Biochem/physiol Actions
β-Blocker. Varying β-adrenoceptor agonist/antagonist activity.

Toronto Research Chemicals - B689540

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)