1-{2-[2-(tert-butylamino)-1-hydroxyethyl]-1-benzofuran-7-yl}ethan-1-one hydrochloride

• ChemBase ID: 175991
• Molecular Formular: C16H22ClNO3
• Molecular Mass: 311.80378
• Monoisotopic Mass: 311.12882125
• SMILES: c1(cccc2c1oc(c2)C(O)CNC(C)(C)C)C(=O)C.Cl
• Canonical SMILES: OC(c1cc2c(o1)c(ccc2)C(=O)C)CNC(C)(C)C.Cl
• InChI: InChI=1S/C16H21NO3.ClH/c1-10(18)12-7-5-6-11-8-14(20-15(11)12)13(19)9-17-16(2,3)4;/h5-8,13,17,19H,9H2,1-4H3;1H
• InChIKey: AJRDATHVMCLZIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2-[2-(tert-butylamino)-1-hydroxyethyl]-1-benzofuran-7-yl}ethan-1-one hydrochloride
• IUPAC Traditional name: 1-{2-[2-(tert-butylamino)-1-hydroxyethyl]-1-benzofuran-7-yl}ethanone hydrochloride
• Synonyms: 1-[2-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-7-benzofuranyl]ethanone Hydrochloride; Ro 03-7928; 1'-Oxobufuralol Hydrochloride

Database IDs

• CAS Number: 137740-37-5
• PubChem SID: 164231901
• PubChem CID: 46782639

CALCULATED PROPERTIES

• Acid pKa: 12.968059
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.4867998
• LogD (pH = 7.4): -0.08762939
• Log P: 1.5919914
• Molar Refractivity: 78.1955 cm^3
• Polarizability: 31.642607 Å^3
• Polar Surface Area: 62.47 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chlorform; Methanol; Water
• Apperance: Pale Yellow Solid
• Melting Point: 216-218°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O847500

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

REFERENCES

• Francis, R.J., et al.: Eur. J. Clin. Pharmacol., 23, 529 (1982)
• Pringle, T.H., et al.: Br. J. Clin. Pharmacol., 22, 527 (1982)