Structural Formula Vector Image
Title: Bucindolol
CAS Registry Number: 71119-11-4
CAS Name: 2-[2-Hydroxy-3-[[2-(1H-indol-3-yl)-1,1-dimethylethyl]amino]propoxy]benzonitrile
Molecular Formula: C22H25N3O2
Molecular Weight: 363.45
Percent Composition: C 72.70%, H 6.93%, N 11.56%, O 8.80%
Literature References: Non-selective b-adrenergic blocker with vasodilating activity. Prepn: BE 868943 (1979 to Bristol-Myers); W. E. Kreighbaum, W. T. Comer, US 4234595 (1980 to Mead Johnson); W. E. Kreighbaum et al., J. Med. Chem. 23, 285 (1980). Crystal structure: J.-M. Léger et al., Acta Crystallogr. C40, 706 (1984). Conformation: E. Coutinho, Indian J. Chem. 34B, 553 (1995). Review of chemistry and pharmacology: D. Deitchman et al., in New Drugs Annual: Cardiovascular Drugs vol. 1, A. Scriabine, Ed. (Raven Press, New York, 1983) pp 1-18. Clinical pharmacokinetics: P. A. Meredith et al, Xenobiotica 15, 979 (1985). Clinical pharmacology: N. Bett et al., Am. J. Cardiol. 57, 678 (1986). GC-MS determn in plasma: M. J. Bartek et al., J. Chromatogr. 377, 183 (1986). Evaluation in congestive heart failure: M. R. Bristow et al., Circulation 89, 1632 (1994).
Properties: White crystals from abs ethanol, mp 125-127°.
Melting point: mp 125-127°
Derivative Type: Hydrochloride
CAS Registry Number: 70369-47-0
Manufacturers' Codes: MJ-13105-1
Molecular Formula: C22H25N3O2.HCl
Molecular Weight: 399.91
Percent Composition: C 66.07%, H 6.55%, N 10.51%, O 8.00%, Cl 8.87%
Properties: White crystals from abs ethanol, mp 185-187°. Sol in water. Nonhygroscopic. pKa 8.86. Partition coefficient (chloroform/0.01M phosphate buffer): 83.4 (pH 7.19); 361 (pH 7.78). LD50 in mice, rats (mg/kg): ~100, ~100 orally (Deitchmann).
Melting point: mp 185-187°
pKa: pKa 8.86
Log P: Partition coefficient (chloroform/0.01M phosphate buffer): 83.4 (pH 7.19); 361 (pH 7.78)
Toxicity data: LD50 in mice, rats (mg/kg): ~100, ~100 orally (Deitchmann)
Therap-Cat: Antihypertensive; in treatment of congestive heart failure.
Keywords: ?Adrenergic Blocker; Antihypertensive; Aryloxypropanolamine Derivatives.

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