Benzetimide
Title: Benzetimide
CAS Registry Number: 14051-33-3
CAS Name: 3-Phenyl-1¢-(phenylmethyl)-[3,4¢-bipiperidine]-2,6-dione
Additional Names: 2-(1-benzyl-4-piperidyl)-2-phenylglutarimide; 1-benzyl-4-(2,6-dioxo-3-phenyl-3-piperidyl)piperidine
Molecular Formula: C23H26N2O2
Molecular Weight: 362.46
Percent Composition: C 76.21%, H 7.23%, N 7.73%, O 8.83%
Literature References: Anticholinergic. Prepn: Janssen, US 3125578 (1964 to Janssen); Hermans et al., J. Med. Chem. 11, 797 (1968). Synthesis of labelled compound: van Wijngaarden, Soudijn, J. Labelled Compd. 1, 207 (1965). Resolution of isomers and pharmacology: van Wijngaarden, Life Sci. 8, 517 (1969); ibid. 9, part 1, 489 (1970); Janssen et al., Arzneim.-Forsch. 21, 1365 (1971). Metabolism: van Wijngaarden, Soudijn, Life Sci. 7, 225 (1968).
Properties: Crystals, mp 156-159°.
Melting point: mp 156-159°
 
Derivative Type: Hydrochloride
CAS Registry Number: 5633-14-7
Manufacturers' Codes: R-4929
Trademarks: Dioxatrine (Janssen); Spasmentral (Janssen)
Molecular Formula: C23H26N2O2.HCl
Molecular Weight: 398.93
Percent Composition: C 69.25%, H 6.82%, N 7.02%, O 8.02%, Cl 8.89%
Properties: Crystals, mp 299-301.5°. LD50 in rats, mice (mg/kg): 37.6, 46.0 i.v. (Janssen).
Melting point: mp 299-301.5°
Toxicity data: LD50 in rats, mice (mg/kg): 37.6, 46.0 i.v. (Janssen)
 
Derivative Type: l-Form
Properties: mp 180.5-182° (from toluene). [a]D20 -124° (chloroform). LD50 i.v. in mice: 38.5 mg/kg (Janssen).
Melting point: mp 180.5-182° (from toluene)
Optical Rotation: [a]D20 -124° (chloroform)
Toxicity data: LD50 i.v. in mice: 38.5 mg/kg (Janssen)
 
Derivative Type: d-Form see Dexetimide
 
Therap-Cat: Antiparkinsonian.
Therap-Cat-Vet: Antidiarrheal.
Keywords: Antiparkinsonian; Antimuscarinic.

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