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CHEBI:6754 - pethidine

Default Structure
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.
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.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
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
péthidineWHO MedNet
pethidinumWHO MedNet
petidinaWHO MedNet
Synonyms  Source
1-methyl-4-phenyl-4-piperidinecarboxylic acid ethyl esterChEBI
1-methyl-4-phenylisonipecotic acid ethyl esterChemIDplus
1-methyl-4-phenylpiperidine-4-carboxylic acid ethyl esterChemIDplus
N-methyl-4-phenyl-4-carbethoxypiperidineChemIDplus
ethyl 1-methyl-4-phenylisonipecotateChemIDplus
IDS-NP-001DrugBank
Brand Names  Source
DemerolChemIDplus
MeperidolChemIDplus
NemerolChemIDplus
PethanolChemIDplus
Manual XrefsDatabases
1690DrugCentral
C07128KEGG COMPOUND
D08343KEGG DRUG
DB00454DrugBank
HMDB0014597HMDB
PethidineWikipedia
Registry NumbersSources
CAS:57-42-1ChemIDplus
CAS:57-42-1NIST Chemistry WebBook
Citations