sufentanil (CHEBI:9316)

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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

Average Mass

386.55100

Monoisotopic Mass

386.20280

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

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

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

Last Modified

22 February 2017

General Comment
2014-07-14	Sufentanil can be found in blood and urine samples of individuals who have taken this drug.