CHEBI:2569 - alfentanil

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ChEBI Name alfentanil
ChEBI ID CHEBI:2569
Definition A member of the class of piperidines that is piperidine having a 2-(4-ethyl-5-oxo-4,5-dihydro-1H-tetrazol-1-yl)ethyl group at the 1-position as well as N-phenylpropanamido- and methoxymethyl groups at the 4-position.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H32N6O3
Net Charge 0
Average Mass 416.51720
Monoisotopic Mass 416.254
InChI InChI=1S/C21H32N6O3/c1-4-19(28)27(18-9-7-6-8-10-18)21(17-30-3)11-13-24(14-12-21)15-16-26-20(29)25(5-2)22-23-26/h6-10H,4-5,11-17H2,1-3H3
InChIKey IDBPHNDTYPBSNI-UHFFFAOYSA-N
SMILES CCC(=O)N(c1ccccc1)C1(CCN(CCn2nnn(CC)c2=O)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.
intravenous anaesthetic

central nervous system depressant
A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
peripheral nervous system drug
A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
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ChEBI Ontology
Outgoing alfentanil (CHEBI:2569) has role μ-opioid receptor agonist (CHEBI:55322)
alfentanil (CHEBI:2569) has role central nervous system depressant (CHEBI:35488)
alfentanil (CHEBI:2569) has role intravenous anaesthetic (CHEBI:38877)
alfentanil (CHEBI:2569) has role opioid analgesic (CHEBI:35482)
alfentanil (CHEBI:2569) has role peripheral nervous system drug (CHEBI:49110)
alfentanil (CHEBI:2569) is a monocarboxylic acid amide (CHEBI:29347)
alfentanil (CHEBI:2569) is a piperidines (CHEBI:26151)
IUPAC Name
N-{1-[2-(4-ethyl-5-oxo-4,5-dihydro-1H-tetrazol-1-yl)ethyl]-4-(methoxymethyl)piperidin-4-yl}-N-phenylpropanamide
INNs Sources
alfentanil KEGG DRUG
alfentanilum DrugBank
Synonyms Sources
Alfentanyl DrugBank
N-(1-(2-(4-Ethyl-5-oxo-2-tetrazolin-1-yl)ethyl)-4-(methoxymethyl)-4-piperidyl)propionanilide ChemIDplus
Database Links Databases
114 DrugCentral
Alfentanil Wikipedia
C08005 KEGG COMPOUND
D07122 KEGG DRUG
DB00802 DrugBank
DE2819873 Patent
HMDB0014940 HMDB
US2014005223 Patent
US4167574 Patent
View more database links
Registry Numbers Types Sources
1188293 Beilstein Registry Number Beilstein
1188293 Reaxys Registry Number Reaxys
71195-58-9 CAS Registry Number KEGG DRUG
71195-58-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11240593 PubMed citation Europe PMC
11999595 PubMed citation Europe PMC
16621415 PubMed citation Europe PMC
23446076 PubMed citation Europe PMC
Last Modified
22 February 2017