2-(tert-butylamino)-1-[7-(1-hydroxyethyl)-1-benzofuran-2-yl]ethan-1-ol

• ChemBase ID: 170122
• Molecular Formular: C16H23NO3
• Molecular Mass: 277.35872
• Monoisotopic Mass: 277.1677936
• SMILES: c1(cccc2c1oc(c2)C(O)CNC(C)(C)C)C(C)O
• Canonical SMILES: OC(c1cc2c(o1)c(ccc2)C(O)C)CNC(C)(C)C
• InChI: InChI=1S/C16H23NO3/c1-10(18)12-7-5-6-11-8-14(20-15(11)12)13(19)9-17-16(2,3)4/h5-8,10,13,17-19H,9H2,1-4H3
• InChIKey: GTYMTYBCXVOBBB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(tert-butylamino)-1-[7-(1-hydroxyethyl)-1-benzofuran-2-yl]ethan-1-ol
• IUPAC Traditional name: 2-(tert-butylamino)-1-[7-(1-hydroxyethyl)-1-benzofuran-2-yl]ethanol
• Synonyms: α2-[[(1,1-Dimethylethyl)amino]methyl]-α7-methyl-2,7-benzofurandimethanol; 1'-Hydroxybufuralol; 1'-Hydroxy Bufuralol (Mixture of Diastereomers)

Database IDs

• CAS Number: 57704-16-2
• PubChem SID: 164226032
• PubChem CID: 162836

CALCULATED PROPERTIES

• Acid pKa: 13.006147
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.4317136
• LogD (pH = 7.4): -0.11892985
• Log P: 1.6835691
• Molar Refractivity: 79.0274 cm^3
• Polarizability: 32.201508 Å^3
• Polar Surface Area: 65.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ether; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 51-57°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - H830480

A metabolite of Bufuralol, a β-Adrenergic blocker with peripheral vasodilating activity.

REFERENCES

• Boobis, A.R., et al.: Biochem. Pharmacol., 34, 65 (1985)
• Yamazaki, H., et al.: Mol. Pharmacol., 46, 568 (1985)
• Mast, N., et al.: Biochem., 42, 14284 (1985)