| Identification | Back Directory | [Name]
Difenoxinum | [CAS]
28782-42-5 | [Synonyms]
Difenoxine
Difenoxinum
McN-JR-15403-11
Difenoxylic Acid
Difenoxilic Acid
Diphenoxylic Acid
Difenoxin EP impurity A
Difenoxil EP impurity A
Diphenoxylate Impurity A
Diphenoxylate EP impurity A
UFIVBRCCIRTJTN-UHFFFAOYSA-N
1-(3-Cyano-3,3-diphenylpropyl)-4-phenylisonipecotic Acid
1-(3-Cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxylic acid
1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylic acid
4-Piperidinecarboxylic acid, 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-
1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylic acid (diphenoxylic acid),
Diphenoxylate Related Compound A CI (1-(3-Cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylic (1219019)
Diphenoxylate Related Compound A CI (25 mg) (1-(3-Cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylic acid) | [Molecular Formula]
C28H28N2O2 | [MOL File]
28782-42-5.mol | [Molecular Weight]
424.53 |
| Chemical Properties | Back Directory | [Boiling point ]
632.7±55.0 °C(Predicted) | [density ]
1.175±0.06 g/cm3(Predicted) | [solubility ]
soluble in DMSO, Methanol | [form ]
Powder | [pka]
3.55±0.20(Predicted) | [color ]
Brown |
| Safety Data | Back Directory | [HS Code ]
2933330000 | [Toxicity]
rat,LD50,oral,149mg/kg (149mg/kg),Drug Development Research. Vol. 1, Pg. 1, 1981. |
| 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: A piperidinemonocarboxylic acid that is 4-phenylpiperidine-4-carboxylic acid in which the hydrogen attached to the nitrogen atom is substituted by a 3-cyano-3,3-diphenylpropyl group. | [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. | [Brand name]
Dioctin;Lyspafen;Lyspofenac;Motofen. | [Therapeutic Function]
Antiperistaltic | [World Health Organization (WHO)]
Difenoxin is the principal metabolite of diphenoxylate. See WHO
comment for diphenoxylate. |
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