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AttributesValues
rdf:type
rdfs:label
  • Fentanyl
rdfs:subClassOf
Has_Salt_Form
Concept_In_Subset
Semantic_Type
  • Organic Chemical
  • Pharmacologic Substance
Preferred_Name
  • Fentanyl
UMLS_CUI
  • C0591423
CAS_Registry
  • 437-38-7
FDA_UNII_Code
  • UF599785JZ
Contributing_Source
  • FDA
Chemical_Formula
  • C22H28N2O
Legacy_Concept_Name
  • Fentanyl
CHEBI_ID
  • CHEBI:119915
FULL_SYN
  • FENTANYLPTFDAUF599785JZ
  • AbstralBRNCI
  • N-(1-phenethylpiperidin-4-yl)-N-phenylpropionamideSNNCI
  • FentanylPTNCI
  • DuragesicBRNCI
DEFINITION
  • A synthetic, lipophilic phenylpiperidine opioid agonist with analgesic and anesthetic properties. Fentanyl selectively binds to the mu-receptor in the central nervous system (CNS) thereby mimicking the effects of endogenous opiates. Stimulation of the mu-subtype opioid receptor stimulates the exchange of GTP for GDP on the G-protein complex and subsequently inhibits adenylate cyclase. This results in a decrease in intracellular cAMP and leads to a reduction in the release of neurotransmitters such as substance P, GABA, dopamine, acetylcholine and noradrenaline. The analgesic effect of fentanyl is likely due to its metabolite morphine, which induces opening of G-protein-coupled inwardly rectifying potassium (GIRK) channels and blocks the opening of N-type voltage-gated calcium channels, thereby resulting in hyperpolarization and reduced neuronal excitability.NCI
code
  • C494
is Has_Free_Acid_Or_Base_Form of
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