Bufuralol
Structural Formula Vector Image
Title: Bufuralol
CAS Registry Number: 54340-62-4
CAS Name: a-[[(1,1-Dimethylethyl)amino]methyl]-7-ethyl-2-benzofuranmethanol
Additional Names: a-[(tert-butylamino)methyl]-7-ethyl-2-benzofuranmethanol; 2-(2-tert-butylamino-1-hydroxyethyl)-7-ethylbenzofuran; 1-(7-ethylbenzofuran-2-yl)-2-tert-butylamino-1-hydroxyethane
Molecular Formula: C16H23NO2
Molecular Weight: 261.36
Percent Composition: C 73.53%, H 8.87%, N 5.36%, O 12.24%
Literature References: b-Adrenergic blocker with peripheral vasodilating activity. Prepn: NL 6606441; G. A. Fothergill et al., US 3929836 (1966, 1975 both to Hoffmann-La Roche). Prepn and resolution of isomers: eidem, Experientia 31, 1322 (1975); eidem, Arzneim.-Forsch. 27, 981 (1977). Pharmacology: T. C. Hamilton, M. W. Parkes, ibid. 1410. HPLC determn in plasma: P. Haefelfinger, J. Chromatogr. 221, 327 (1980). Metabolism of isomers and racemate: R. J. Francis et al., Eur. J. Clin. Pharmacol. 23, 529 (1982). Pharmacokinetics in hypertensive patients: M. Eckert et al., ibid. 24, 479 (1983). Hemodynamic effects in patients with angina: M. Pfisterer et al., J. Cardiovasc. Pharmacol. 6, 417 (1984).
 
Derivative Type: Hydrochloride
CAS Registry Number: 59652-29-8
Manufacturers' Codes: Ro-3-4787
Trademarks: Angium (Roche)
Molecular Formula: C16H23NO2.HCl
Molecular Weight: 297.82
Percent Composition: C 64.53%, H 8.12%, N 4.70%, O 10.74%, Cl 11.90%
Properties: Fine, white powder from acetone, mp 146°. LD50 in mice (mg/kg): 29.7 i.v.; 88.0 i.p.; 177 orally; in rats (mg/kg): 1400 s.c.; 750 orally (Hamilton, Parkes).
Melting point: mp 146°
Toxicity data: LD50 in mice (mg/kg): 29.7 i.v.; 88.0 i.p.; 177 orally; in rats (mg/kg): 1400 s.c.; 750 orally (Hamilton, Parkes)
 
Derivative Type: (+)-Hydrochloride
CAS Registry Number: 57704-11-7
Properties: Crystals from ethyl acetate-ether, mp 122-123°. [a]20365 +135.0° (c = 1.0 in ethanol).
Melting point: mp 122-123°
Optical Rotation: [a]20365 +135.0° (c = 1.0 in ethanol)
 
Derivative Type: (-)-Hydrochloride
CAS Registry Number: 57704-10-6
Properties: Crystals from ethyl acetate-ether, mp 122-123°. [a]20365 -136.0° (c = 1.0 in ethanol).
Melting point: mp 122-123°
Optical Rotation: [a]20365 -136.0° (c = 1.0 in ethanol)
 
Therap-Cat: Antianginal; antihypertensive.
Keywords: ?Adrenergic Blocker; Antianginal; Antihypertensive; Arylethanolamine Derivatives.

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