| Identification | Back Directory | [Name]
1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylic acid monohydrochloride | [CAS]
35607-36-4 | [Synonyms]
R-15403
Difenoxin HCl
difenoxin hydrochloride
VMIZTXDGZPTKIK-UHFFFAOYSA-N
Diphenoxylate Impurity A hydrochloride
Difenoxin Hydrochloride (1.0mg/ml in Methanol)
1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylic acid monohydrochloride | [EINECS(EC#)]
252-640-7 | [Molecular Formula]
C28H29ClN2O2 | [MDL Number]
MFCD00941510 | [MOL File]
35607-36-4.mol | [Molecular Weight]
460.995 |
| Safety Data | Back Directory | [RIDADR ]
1544 | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [Toxicity]
rat,LD50,oral,149mg/kg (149mg/kg),Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1633, 1974. |
| Hazard Information | Back Directory | [Originator]
Lyspafena,Cilag Chemie,W. Germany,1980 | [Uses]
The active metabolite of Diphenoxylate. Antiperistaltic; antidiarrheal. This is a controlled substance (opiate). | [Definition]
ChEBI: The hydrochloride salt of difenoxin. It has similar actions and uses to diphenoxylate hydrochloride, being administered for the symptomatic treatment of acute and chronic diarrhoea. In an attempt to discourage abuse (at high doses, difenoxin acts like morp
ine), preparations usually contain subclinical amounts of atropine sulfate. | [Manufacturing Process]
To a stirred solution of 5.52 parts of t-potassiurn butanolate in 60 parts of
dimethylsulfoxide are added 1.7 parts of ethyl-1-(3-cyano-3,3-
diphenylpropyl)-4-phenylisonipecotate hydrochloride and the whole is stirred
on an oil bath (90°C) for 4 hours. The reaction mixture is cooled (30°C) and
poured onto 180 parts of water with stirring. After two extractions with
benzene, the aqueous phase is acidified with glacial acetic acid to pH 6.5 with
stirring. The precipitated product is filtered off, washed with water, dried,
dissolved in 50 parts of 0.4 N potassium hydroxide and precipitated again with
glacial acetic acid. The crude free base is filtered off and dissolved in a
mixture of 2-propanol and chloroform and gaseous hydrogen chloride is
introduced into the solution. The whole is filtered and the filtrate is
evaporated. The residue is mixed with benzene and the latter is evaporated
again. The residue is recrystallized from 2-propanol, yielding 1-(3-cyano-3,3-
diphenylpropyl)-4-phenylisonipecotic acid hydrochloride. | [Therapeutic Function]
Antiperistaltic |
|