Title: Binedaline
CAS Registry Number: 60662-16-0
CAS Name: N,N,N¢-Trimethyl-N¢-(3-phenyl-1H-indol-1-yl)-1,2-ethanediamine
Additional Names: 1-[[2-(dimethylamino)ethyl]methylamino]-3-phenylindole; binodaline
Molecular Formula: C19H23N3
Molecular Weight: 293.41
Percent Composition: C 77.78%, H 7.90%, N 14.32%
Literature 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°.
Melting point: mp 52-53°
Derivative Type: Hydrochloride
CAS Registry Number: 57647-35-5
Manufacturers' Codes: RU-39780; Sgd-Scha-1059
Molecular Formula: C19H23N3.HCl
Molecular Weight: 329.87
Percent Composition: 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 (e 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).
Melting point: mp 195-196°
Absorption maximum: uv max (0.1N HCl): 222, 263 nm (e 28000, 14500)
Toxicity data: 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.
Binifibrate Binodenoson Biocytin Bioflavonoids Biopterin

Systematic (IUPAC) name
Clinical data
Legal status Uncontrolled
Routes Oral
CAS number 60662-16-0 N
ATC code None
PubChem CID 42509
ChemSpider 38769 YesY
Chemical data
Formula C19H24ClN3 
Mol. mass 329.86696 g/mol
 N (what is this?)  (verify)

Binedaline (Ixprim), also called binodaline, is a drug that was being investigated as an antidepressant in the 1980s but never marketed.[1][2] It acts as a selective norepinephrine reuptake inhibitor (Ki = 25 nM), with relatively insignificant influence on the serotonin (Ki = 847 nM) and dopamine (Ki >= 2 µM) transporters.[3] It has negligible affinity for the α-adrenergic, mACh, H1, or 5-HT2 receptors.[3]