CHEBI:8802 - remifentanil

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name remifentanil
ChEBI ID CHEBI:8802
Definition A piperidinecarboxylate ester that is methyl piperidine-4-carboxylate in which the hydrogen attached to the nitrogen is substituted by a 3-methoxy-3-oxopropyl group and the hydrogen at position 4 is substituted the nitrogen of N-propanoylaniline.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:211871
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C20H28N2O5
Net Charge 0
Average Mass 376.44670
Monoisotopic Mass 376.19982
InChI InChI=1S/C20H28N2O5/c1-4-17(23)22(16-8-6-5-7-9-16)20(19(25)27-3)11-14-21(15-12-20)13-10-18(24)26-2/h5-9H,4,10-15H2,1-3H3
InChIKey ZTVQQQVZCWLTDF-UHFFFAOYSA-N
SMILES CCC(=O)N(c1ccccc1)C1(CCN(CCC(=O)OC)CC1)C(=O)OC
Roles Classification
Biological Role(s): mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
Application(s): mu-opioid receptor agonist
A compound that exhibits agonist activity at the mu-opioid receptor.
opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
intravenous anaesthetic

sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing remifentanil (CHEBI:8802) has role μ-opioid receptor agonist (CHEBI:55322)
remifentanil (CHEBI:8802) has role intravenous anaesthetic (CHEBI:38877)
remifentanil (CHEBI:8802) has role opioid analgesic (CHEBI:35482)
remifentanil (CHEBI:8802) has role sedative (CHEBI:35717)
remifentanil (CHEBI:8802) is a α-amino acid ester (CHEBI:46874)
remifentanil (CHEBI:8802) is a anilide (CHEBI:13248)
remifentanil (CHEBI:8802) is a monocarboxylic acid amide (CHEBI:29347)
remifentanil (CHEBI:8802) is a piperidinecarboxylate ester (CHEBI:48630)
Incoming remifentanil hydrochloride (CHEBI:32091) has part remifentanil (CHEBI:8802)
IUPAC Name
methyl 1-(3-methoxy-3-oxopropyl)-4-[phenyl(propanoyl)amino]piperidine-4-carboxylate
INN Source
remifentanil ChemIDplus
Synonyms Sources
REMIFENTANIL ChEMBL
Remifentanil KEGG COMPOUND
Manual Xrefs Databases
2363 DrugCentral
C08021 KEGG COMPOUND
D08473 KEGG DRUG
DB00899 DrugBank
EP383579 Patent
HMDB0015036 HMDB
Remifentanil Wikipedia
US5019583 Patent
View more database links
Registry Numbers Types Sources
132875-61-7 CAS Registry Number ChemIDplus
4358750 Reaxys Registry Number Reaxys
Last Modified
22 February 2017
General Comment
2010-12-14 Remifentanil is a potent short-acting (5-10 minutes) opioid μ-receptor agonist administered intravenously as the hydrochloride for analgesia during induction and/or maintenance of general anaesthesia, and for analgesia and sedation in ventilated patients under intensive care.