CHEBI:61203 - anileridine

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ChEBI Name anileridine
ChEBI ID CHEBI:61203
Definition A piperidinecarboxylate ester that is the ethyl ester of isonipecotic acid in which the hydrogen α- to the carboxyl group is substituted by a phenyl group, and the hydrogen attached to the nitrogen is substituted by a 2-(4-aminophenyl)ethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H28N2O2
Net Charge 0
Average Mass 352.46990
Monoisotopic Mass 352.215
InChI InChI=1S/C22H28N2O2/c1-2-26-21(25)22(19-6-4-3-5-7-19)13-16-24(17-14-22)15-12-18-8-10-20(23)11-9-18/h3-11H,2,12-17,23H2,1H3
InChIKey LKYQLAWMNBFNJT-UHFFFAOYSA-N
SMILES CCOC(=O)C1(CCN(CCc2ccc(N)cc2)CC1)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 )
Biological Role(s): opioid receptor agonist
An agent that selectively binds to and activates an opioid receptor.
opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
Application(s): opioid receptor agonist
An agent that selectively binds to and activates an opioid receptor.
opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
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ChEBI Ontology
Outgoing anileridine (CHEBI:61203) has functional parent N-[2-(4-aminophenyl)ethyl]-4-phenylisonipecotic acid (CHEBI:61209)
anileridine (CHEBI:61203) has role opioid analgesic (CHEBI:35482)
anileridine (CHEBI:61203) has role opioid receptor agonist (CHEBI:60606)
anileridine (CHEBI:61203) is a ethyl ester (CHEBI:23990)
anileridine (CHEBI:61203) is a piperidinecarboxylate ester (CHEBI:48630)
anileridine (CHEBI:61203) is a substituted aniline (CHEBI:48975)
anileridine (CHEBI:61203) is conjugate base of anileridine(2+) (CHEBI:61207)
Incoming anileridine(2+) (CHEBI:61207) is conjugate acid of anileridine (CHEBI:61203)
IUPAC Name
ethyl 1-[2-(4-aminophenyl)ethyl]-4-phenylpiperidine-4-carboxylate
INNs Sources
anileridina ChemIDplus
anileridine ChemIDplus
anileridinum ChemIDplus
Synonyms Sources
1-[2-(4-aminophenyl)ethyl]-4-phenyl-4-piperidinecarboxlic acid ethyl ester NIST Chemistry WebBook
ethyl 1-(2-(4-aminophenyl)ethyl)-4-phenyl-4-piperidinecarboxylate ChemIDplus
ethyl 1-(4-aminophenethyl)-4-phenylisonipecotate ChemIDplus
ethyl 1-(p-aminophenethyl)-4-phenylisonipecotate ChemIDplus
N-(β-(p-aminophenyl)ethyl)-4-phenyl-4-carbethoxypiperidine ChemIDplus
N-β-(p-aminophenyl)ethylnormeperidine ChemIDplus
Manual Xrefs Databases
220 DrugCentral
Anileridine Wikipedia
D02941 KEGG DRUG
DB00913 DrugBank
HMDB0015049 HMDB
US2966490 Patent
View more database links
Registry Numbers Types Sources
144-14-9 CAS Registry Number KEGG DRUG
144-14-9 CAS Registry Number NIST Chemistry WebBook
144-14-9 CAS Registry Number ChemIDplus
331255 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
581295 PubMed citation Europe PMC
779391 PubMed citation Europe PMC
779392 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2011-02-04 Anileridine is a synthetic opioid analgesic, administered (usually by mouth as the dihydrochloride salt, but also by injection as the phosphate) for the management of moderate to severe pain. It is no longer manufactuerd in Canada or the United States.