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Fentanyl
Fentanyl
2D structure of fentanyl
Fentanyl-xtal
3D structure of fentanyl
Names
Synonyms Fentanil
Brand names Actiq, Denpax, Durogesic, Sublimaze

IUPAC name
IUPAC name
N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
Clinical information
Preg. cat.
AU: C
US: C
Legal status
AU: Controlled Drug (S8)
CA: Schedule I
UK: Class A
US: Schedule II
Routes Buccal, IM, intranasal, IV, SL, TD

Salts Citrate
Identifiers
ATC code N02AB03
ChemSpider 3228
DrugBank DB00813
PubChem 3345
MedlinePlus a605043
MeSH ID D005283
External links
DailyMed fentanyl search
Drugs.com international, monograph
Jmol 3D crystal structure
Licensing data US FDA: link.
MSR monograph
emc fentanyl search
TGA-eBS fentanyl search
Chemical properties
Formula C22H28N2O
Mol. mass
Mol. mass for MFs
336.470 g/mol
SMILES
SMILES
CCC(=O)N(C1CCN(CCC2=CC=CC=C2)CC1)C1=CC=CC=C1
InChI
InChI
1S/C22H28N2O/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19/h3-12,21H,2,13-18H2,1H3
InChIKey
InChIKey
PJMPHNIQZUBGLI-UHFFFAOYSA-N


Fentanyl is a synthetic lipophilic high-potency opioid, on a dose-by-dose basis it is some 50-100 times more potent than morphine (e.g., 0.1 mg fentanyl is equianalgesic to 5-10 mg morphine).[1]


External linksEdit

Reference listEdit

  1. Vardanyan, RS; Hruby, VJ (March 2014). "Fentanyl-related compounds and derivatives: current status and future prospects for pharmaceutical applications.". Future Medicinal Chemistry 6 (4): 385–412. PMC 4137794. PMID 24635521. doi:10.4155/fmc.13.215. 

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