CHEBI:4639 - diphenoxylate

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ChEBI Name diphenoxylate ChEBI ID CHEBI:4639 Definition A piperidinecarboxylate ester that is the ethyl ester of difenoxin. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C30H32N2O2 Net Charge 0 Average Mass 452.58730 Monoisotopic Mass 452.24638 InChI InChI=1S/C30H32N2O2/c1-2-34-28(33)29(25-12-6-3-7-13-25)18-21-32(22-19-29)23-20-30(24-31,26-14-8-4-9-15-26)27-16-10-5-11-17-27/h3-17H,2,18-23H2,1H3 InChIKey HYPPXZBJBPSRLK-UHFFFAOYSA-N SMILES CCOC(=O)C1(CCN(CC1)CCC(C#N)(c1ccccc1)c1ccccc1)c1ccccc1 Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Application(s): antidiarrhoeal drug Any drug found useful in the symptomatic treatment of diarrhoea. View more via ChEBI Ontology ChEBI Ontology Outgoing diphenoxylate (CHEBI:4639) has functional parent difenoxin (CHEBI:4534) diphenoxylate (CHEBI:4639) has role antidiarrhoeal drug (CHEBI:55323) diphenoxylate (CHEBI:4639) is a ethyl ester (CHEBI:23990) diphenoxylate (CHEBI:4639) is a nitrile (CHEBI:18379) diphenoxylate (CHEBI:4639) is a piperidinecarboxylate ester (CHEBI:48630) diphenoxylate (CHEBI:4639) is a tertiary amine (CHEBI:32876) Incoming diphenoxylate hydrochloride (CHEBI:59784) has part diphenoxylate (CHEBI:4639) IUPAC Name ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylate INNs Sources difenoxilato ChemIDplus diphenoxylate ChemIDplus diphenoxylatum ChemIDplus Synonyms Sources 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-isonipecotic acid ethyl ester NIST Chemistry WebBook 2,2-diphenyl-4-(4-carbethoxy-4-phenylpiperidino)butyronitrile ChemIDplus 4-ethoxycarbonyl-α,α,4-triphenyl-1-piperidinebutyronitrile ChEBI ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-4-piperidinecarboxylate NIST Chemistry WebBook ethyl 1-(3-cyano-3,3-diphenylpropyl)-4-phenylisonipecotate ChemIDplus Manual Xrefs Databases 918 DrugCentral C07872 KEGG COMPOUND D07861 KEGG DRUG DB01081 DrugBank Diphenoxylate Wikipedia HMDB0015213 HMDB LSM-5534 LINCS US2898340 Patent View more database links Registry Numbers Types Sources 503374 Reaxys Registry Number Reaxys 503374 Beilstein Registry Number Beilstein 915-30-0 CAS Registry Number ChemIDplus 915-30-0 CAS Registry Number NIST Chemistry WebBook Last Modified 22 February 2017

General Comment 2011-05-09 A synthetic derivative of meperidine with little or no analgesic activity, diphenoxylate reduces intestinal motility and is used as the hydrochloride in the symptomatic treatment of acute and chronic diarrhoea; its active metabolite is the corresponding carboxylic acid, difenoxin. In an attempt to discourage abuse (at high doses, diphenoxylate acts like morphine), preparations usually contain subclinical amounts of atropine sulfate.