DIPHENOXYLATE HYDROCHLORIDE

DIPHENOXYLATE HYDROCHLORIDE Basic information
Product Name:DIPHENOXYLATE HYDROCHLORIDE
Synonyms:Diphenoxylate for system suitability;Diphenoxylate hydrochloride solution;1-(3-cyano-3,3-diphenylpropyl)-4-phenylisonipecoticacidethylesterhydrochl;ethyl1-(3-cyano-3,3-diphenylpropyl)-4-phenylisonipecotatemonohydrochloride;isonipecoticacid,1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-,ethylester,hydro;r1132;Diphenoxylate HCL (Subj To Narcotic Permit);DIPHENOXYLATE HCL
CAS:3810-80-8
MF:C30H33ClN2O2
MW:489.05
EINECS:223-287-6
Product Categories:Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:3810-80-8.mol
DIPHENOXYLATE HYDROCHLORIDE Structure
DIPHENOXYLATE HYDROCHLORIDE Chemical Properties
Melting point 220.5-222°
storage temp. -20°C
solubility Very slightly soluble in water, freely soluble in methylene chloride, sparingly soluble in ethanol (96 per cent).
form Solid
color White to Off-White
Safety Information
RIDADR 1544
HazardClass 6.1(b)
PackingGroup III
HS Code 2933330000
MSDS Information
DIPHENOXYLATE HYDROCHLORIDE Usage And Synthesis
Chemical PropertiesWhite or almost white, crystalline powder.
OriginatorLomotil,Searle,US,1960
UsesAntiperistaltic; antidiarrheal. Controlled substance (opiate).
DefinitionChEBI: The hydrochloride salt of diphenoxylate.
Manufacturing ProcessA mixture of 23 parts of the ethyl ester of 4-phenylisonipecotic acid and 15 parts of 2,2-diphenyl-4-
omobutyronitrile in 19 parts of xylene is heated for 24 hours at 100-120°C and then cooled and filtered to remove the precipitate of the hydro
omide of the ethyl ester of 4-phenylisonipecotic acid. The filtrate is then extracted with dilute hydrochloric acid and the extract is rendered alkaline by addition of concentrated aqueous potassium hydroxide and extracted with ether. This ether extract is treated with gaseous hydrogen chloride. The resulting precipitate is collected on a filter. The hydrochloride of the ethyl ester of 2,2-diphenyl-4-(4'-carboxy-4'-phenyl-1'- piperidino)butyronitrile thus obtained melts at about 220.5-222°C. See meperidine hydrochloride for synthesis of 4-phenyl-isonipecotic acid ethyl ester.

Therapeutic FunctionAntidiarrheal
Veterinary Drugs and TreatmentsDiphenoxylate is an opiate in combination with atropine in antidiarrheal products used primarily in dogs; it also has antitussive properties. Use in cats is controversial and many clinicians do not recommend its use in this species.
DIPHENOXYLATE HYDROCHLORIDE Preparation Products And Raw materials
Raw materialsNORMEPERIDINE-->4-BROMO-2,2-DIPHENYLBUTYRONITRILE
1-ETHYLPIPERIDINE-4-CARBOXYLIC ACID 4-(METHOXYMETHYL)PIPERIDINE 2,2-Diphenylpropionitrile Lomotil Diphenylacetonitrile 4-Hydroxymethyl-4-methylpiperidine ethyl 2-phenylbutyrate Ethyl 2,2-dimethylphenylacetate 4-PHENYL-4-PIPERIDINECARBOXALDEHYDE DIPHENOXYLATE HYDROCHLORIDE ETHYL 4-(DIMETHYLAMINO)BUTANOATE 4-PHENYLPIPERIDINE HYDROCHLORIDE N-METHYL-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER Methyl 2,2-dimethylphenylacetate Ethyl 1-methyl-4-piperidinecarboxylate Ethyl 4-Methylpiperidine-4-carboxylate Hydrochloride Isonipecotic acid hydrochloride TRIMETHYLACETONITRILE

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