EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:6754 - pethidine

ChEBI IDCHEBI:6754
ChEBI Namepethidine
Stars
DefinitionA piperidinecarboxylate ester that is piperidine which is substituted by a methyl group at position 1 and by phenyl and ethoxycarbonyl groups at position 4. It is an analgesic which is used for the treatment of moderate to severe pain, including postoperative pain and labour pain.
Last Modified15 April 2020
DownloadsMolfile
FormulaC15H21NO2
Net Charge0
Average Mass247.338
Monoisotopic Mass247.15723
SMILESCCOC(=O)C1(c2ccccc2)CCN(C)CC1
InChIInChI=1S/C15H21NO2/c1-3-18-14(17)15(9-11-16(2)12-10-15)13-7-5-4-6-8-13/h4-8H,3,9-12H2,1-2H3
InChIKeyXADCESSVHJOZHK-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
kappa-opioid receptor agonist  A compound that exhibits agonist activity at the κ-opioid receptor.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
Applications:
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
kappa-opioid receptor agonist  A compound that exhibits agonist activity at the κ-opioid receptor.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
antispasmodic drug  A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder.
ChEBI Ontology
Outgoing Relation(s)
pethidine (CHEBI:6754) has role antispasmodic drug (CHEBI:53784)
pethidine (CHEBI:6754) has role opioid analgesic (CHEBI:35482)
pethidine (CHEBI:6754) has role κ-opioid receptor agonist (CHEBI:59282)
pethidine (CHEBI:6754) has role μ-opioid receptor agonist (CHEBI:55322)
pethidine (CHEBI:6754) is a ethyl ester (CHEBI:23990)
pethidine (CHEBI:6754) is a piperidinecarboxylate ester (CHEBI:48630)
pethidine (CHEBI:6754) is a tertiary amino compound (CHEBI:50996)
pethidine (CHEBI:6754) is conjugate base of pethidine(1+) (CHEBI:149471)
Incoming Relation(s)
pethidine(1+) (CHEBI:149471) is conjugate acid of pethidine (CHEBI:6754)
IUPAC Name 
ethyl 1-methyl-4-phenylpiperidine-4-carboxylate
INNs  Source
pethidineWHO MedNet
petidinaWHO MedNet
péthidineWHO MedNet
pethidinumWHO MedNet
Synonyms  Source
meperidineKEGG COMPOUND
1-methyl-4-phenyl-4-piperidinecarboxylic acid ethyl esterChEBI
pethidineterChemIDplus
isonipecaineDrugCentral
1-methyl-4-phenylisonipecotic acid ethyl esterChemIDplus
petydynaChemIDplus
Brand Names  Source
MeperidolChemIDplus
DemerolChemIDplus
NemerolChemIDplus
PethanolChemIDplus
Manual XrefsDatabases
C07128KEGG COMPOUND
D08343KEGG DRUG
1690DrugCentral
HMDB0014597HMDB
DB00454DrugBank
PethidineWikipedia
Registry NumbersSources
CAS:57-42-1ChemIDplus
CAS:57-42-1NIST Chemistry WebBook
Citations