12-01266. Binedaline [Archived]
Nomenclature
CAS number: 60662-16-0
N,N,N′-Trimethyl-N′-(3-phenyl-1H-indol-1-yl)-1,2-ethanediamine; 1-[[2-(dimethylamino)ethyl]methylamino]-3-phenylindole; binodaline. C19H23N3; mol wt 293.41.
C 77.78%, H 7.90%, N 14.32%.
Description and references
Norepinephrine reuptake inhibitor with antidepressant activity. Prepn: F. Schatz et al., DE 2512702; eidem, US 4204998 (1975, 1980 both to Siegfried); eidem, Arzneim.-Forsch. 30, 919 (1980). Mechanism of action study: D. P. Benfield, D. K. Luscombe, ibid. 33, 847 (1983). Pharmacology, toxicity: U. Jahn et al., ibid. 726. Biochemical studies: J. Maj et al., ibid. 841. Binding to human plasma proteins: D. Morin et al., J. Pharm. Sci. 74, 727 (1985). Clinical pharmacology: P. H. Joubert et al., Eur. J. Clin. Pharmacol. 27, 667 (1985).
Properties
Crystals from petroleum, mp 52-53°.Derivative
Hydrochloride.Nomenclature
CAS number: 57647-35-5
RU-39780; Sgd-Scha-1059. C19H23N3.HCl; mol wt 329.87.
C 69.18%, H 7.33%, N 12.74%, Cl 10.75%.
Properties
Colorless crystals from isopropanol, mp 195-196°. uv max (0.1N HCl): 222, 263 nm (ε 28000, 14500). LD50 in male, female mice, male, female rats (mg/kg): 760, 770, 1380, 1160 orally; 54.0, 54.0, 27.2, 26.0 i.v. (Jahn).Status
This monograph has been retired and is no longer subject to revision or update.