Diphenoxylate
Title: Diphenoxylate
CAS Registry Number: 915-30-0
CAS Name: 1-(3-Cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxylic acid ethyl ester
Additional Names: 1-(3-cyano-3,3-diphenylpropyl)-4-phenylisonipecotic acid ethyl ester; ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylisonipecotate; ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxylate; 2,2-diphenyl-4-(4-carbethoxy-4-phenylpiperidino)butyronitrile
Manufacturers' Codes: R-1132
Molecular Formula: C30H32N2O2
Molecular Weight: 452.59
Percent Composition: C 79.61%, H 7.13%, N 6.19%, O 7.07%
Literature References: Prepn: Janssen, US 2898340 (1959). Pharmacokinetics and metabolism: Karim et al., J. Pharmacol. Exp. Ther. 177, 546 (1971); Clin. Pharmacol. Ther. 13, 407 (1972). See also Difenoxin, the active metabolite of diphenoxylate. Comprehensive description: D. D. Hung, Anal. Profiles Drug Subs. 7, 149-169 (1978).
 
Derivative Type: Hydrochloride
CAS Registry Number: 3810-80-8
Molecular Formula: C30H32N2O2.HCl
Molecular Weight: 489.05
Percent Composition: C 73.68%, H 6.80%, N 5.73%, O 6.54%, Cl 7.25%
Properties: Crystals, mp 220.5-222°. uv max (methanol): 252, 258, 264 nm. Soly in mg/ml at 25°: acetic acid 500; DMF 500; chloroform 360; methanol >50; ethanol 3; water 0.8; hexane 0.5.
Melting point: mp 220.5-222°
Absorption maximum: uv max (methanol): 252, 258, 264 nm
 
Derivative Type: Mixture of hydrochloride with atropine sulfate
Trademarks: Lomotil (Searle); Diarsed (Sanofi Winthrop); Reasec (Janssen)
 
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.12.
Therap-Cat: Antiperistaltic; antidiarrheal.
Keywords: Antidiarrheal.

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