Nipradilol
Title: Nipradilol
CAS Registry Number: 81486-22-8
CAS Name: 3,4-Dihydro-8-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-2H-1-benzopyran-3-ol 3-nitrate
Additional Names: 3,4-dihydro-8-(2-hydroxy-3-isopropylamino)propoxy-3-nitroxy-2H-1-benzopyran; 8-[2-hydroxy-3-(isopropylamino)propoxy]-3-chromanol 3-nitrate; nipradolol
Manufacturers' Codes: K-351
Trademarks: Hypadil (Kowa)
Molecular Formula: C15H22N2O6
Molecular Weight: 326.34
Percent Composition: C 55.21%, H 6.79%, N 8.58%, O 29.42%
Literature References: b-Adrenergic blocker with vasodilating activity. Prepn: M. Shiratsuchi et al., EP 42299; eidem, US 4394382 (1981, 1983 both to Kowa). Synthesis: M. Shiratsuchi et al., Chem. Pharm. Bull. 35, 632 (1987). Resolution of isomers: M. Shiratsuchi et al., EP 154511; eidem, US 4727085 (1985, 1988 both to Kowa). Synthesis and activity of isomers: M. Shiratsuchi et al., Chem. Pharm. Bull. 35, 3691 (1987). Pharmacology: Y. Uchida et al., Arch. Int. Pharmacodyn. 262, 132 (1983). Hemodynamic effects in dogs: H. Hisa et al., ibid. 271, 169 (1984). Effects on cardiac function in dogs: M. Sakanashi et al., ibid. 274, 47 (1985); M. Fujii et al., Jpn. Heart J. 27, 233 (1986). Pharmacokinetics and metabolism in rats: S. Kabuto et al., Arzneim.-Forsch. 35, 1674 (1985); H. Kimata et al., ibid. 1680. Metabolic fate in dog and man: M. Yoshimura et al., Chem. Pharm. Bull. 33, 3456 (1985). Clinical evaluation in angina: H. Kishida et al., Jpn. Heart J. 29, 309 (1988).
Properties: Colorless needles, mp 107-116° (Shiratsuchi, 1983); also reported as mp 110-122° (Shiratsuchi, 1987). LD50 i.v. in mice, rats: 74.0, 73.0 mg/kg; orally in mice: 540 mg/kg (Shiratsuchi, 1988).
Melting point: mp 107-116° (Shiratsuchi, 1983); mp 110-122° (Shiratsuchi, 1987)
Toxicity data: LD50 i.v. in mice, rats: 74.0, 73.0 mg/kg; orally in mice: 540 mg/kg (Shiratsuchi, 1988)
Therap-Cat: Antianginal; antihypertensive.
Keywords: ?Adrenergic Blocker; Antianginal; Antihypertensive; Aryloxypropanolamine Derivatives.

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