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CHEBI:9316 - sufentanil

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ChEBI Name sufentanil
ChEBI ID CHEBI:9316
Definition An anilide resulting from the formal condensation of the aryl amino group of 4-(methoxymethyl)-N-phenyl-1-[2-(2-thienyl)ethyl]piperidin-4-amine with propanoic acid.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H30N2O2S
Net Charge 0
Average Mass 386.55100
Monoisotopic Mass 386.203
InChI InChI=1S/C22H30N2O2S/c1-3-21(25)24(19-8-5-4-6-9-19)22(18-26-2)12-15-23(16-13-22)14-11-20-10-7-17-27-20/h4-10,17H,3,11-16,18H2,1-2H3
InChIKey GGCSSNBKKAUURC-UHFFFAOYSA-N
SMILES CCC(=O)N(c1ccccc1)C1(CCN(CCc2cccs2)CC1)COC
Roles Classification
Biological Role(s): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
Application(s): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
anaesthesia adjuvant
Any substance that possesses little anaesthetic effect by itself, but which enhances or potentiates the anaesthetic action of other drugs when given at the same time.
intravenous anaesthetic

View more via ChEBI Ontology
ChEBI Ontology
Outgoing sufentanil (CHEBI:9316) has role μ-opioid receptor agonist (CHEBI:55322)
sufentanil (CHEBI:9316) has role anaesthesia adjuvant (CHEBI:60807)
sufentanil (CHEBI:9316) has role intravenous anaesthetic (CHEBI:38877)
sufentanil (CHEBI:9316) has role opioid analgesic (CHEBI:35482)
sufentanil (CHEBI:9316) is a anilide (CHEBI:13248)
sufentanil (CHEBI:9316) is a ether (CHEBI:25698)
sufentanil (CHEBI:9316) is a piperidines (CHEBI:26151)
sufentanil (CHEBI:9316) is a thiophenes (CHEBI:26961)
IUPAC Name
N-{4-(methoxymethyl)-1-[2-(2-thienyl)ethyl]piperidin-4-yl}-N-phenylpropanamide
INNs Sources
sufentanil KEGG DRUG
sufentanilum DrugBank
Synonyms Sources
N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidinyl)-N-phenylpropanamide ChemIDplus
N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)propionanilide ChemIDplus
Sufentanyl DrugBank
Database Links Databases
C08022 KEGG COMPOUND
D05938 KEGG DRUG
DB00708 DrugBank
DE2610228 Patent
HMDB14846 HMDB
Sufentanil Wikipedia
US3998834 Patent
View more database links
Registry Numbers Types Sources
499558 Reaxys Registry Number Reaxys
56030-54-7 CAS Registry Number KEGG COMPOUND
56030-54-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10628901 PubMed citation Europe PMC
10945855 PubMed citation Europe PMC
11137863 PubMed citation Europe PMC
11504823 PubMed citation Europe PMC
15475572 PubMed citation Europe PMC
15828831 PubMed citation Europe PMC
16621415 PubMed citation Europe PMC
17118343 PubMed citation Europe PMC
9580589 PubMed citation Europe PMC
Last Modified
14 July 2014
General Comment
2014-07-14 Sufentanil can be found in blood and urine samples of individuals who have taken this drug.