File:Fentanyl.svg · Wikimedia Commons · See Wikimedia Commons
فنتانیل تجویز دکتر رپفا
Sign in to saveAlso known as N-(1-phenethylpiperidin-4-yl)-N-phenylpropionamide, N-(1-phenethyl-4-piperidinyl)-N-phenylpropionamide, N-(1-phenethyl-4-piperidyl)propionanilide, 1-phenethyl-4-N-propionylanilinopiperidine, 1-phenethyl-4-(N-phenylpropionamido)piperidine, N-phenyl-N-(1-(2-phenylethyl)-4-piperidinyl)propanamide, N-phenethyl-4-(N-propionylanilino)piperidine, 1-Phenethyl-4-(N-phenylpropionamido)piperidine
فنتالین ازنظرازمایشگاهی ۵۰۰ برابرقویترازهرویین است
OverviewAI-generated
Fentanyl is a chemical compound with the formula C₂₂H₂₈N₂O. Its IUPAC name is N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide. The substance has a melting point of 83 and a median lethal dose (LD50) of 3.1. It possesses a mass of 336.220164 and a weight of 336.5. The compound is characterized by a charge of 0, an xlogp of 4, and a tpsa of 23.6. It contains 0 hydrogen bond donors and 2 hydrogen bond acceptors.
The canonical SMILES representation for fentanyl is CCC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2)C3=CC=CC=C3. It is associated with the MCN code 2933.33.63. A stylized version of its name is written as "fentaNYL".
In scientific literature, fentanyl is the subject of 32265 PubMed entries. Additionally, the compound is referenced by 1,947 other encyclopedia articles.
Synthesized by Vinony from 21 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 443760208
- Drug.image
- Fentanyl 2D-Skeletal.png
- Drug.image2
- Fentanyl 3D Ball-and-Stick.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 280
- Drug.pronounce
- /ˈfɛntəˌnɪl/
- Drug.tradename
- Actiq, Duragesic, Sublimaze, others
- Drug.MedlinePlus
- a605043
- Drug.DailyMedID
- Fentanyl
- Drug.pregnancy_AU
- C
- Drug.dependency_liability
- High
- Drug.routes_of_administration
- Buccal, epidural, intramuscular, intrathecal, intravenous, sublingual, transdermal
- Drug.class
- Opioid
- Drug.ATC_prefix
- N01
- Drug.ATC_suffix
- AH01
- Drug.legal_AU
- S8
- Drug.legal_BR
- Class A1
via Wikipedia infobox
Chemical data
- Formula
- C22H28N2O
- Molecular weight
- 336.5 g/mol
- IUPAC name
- N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
- SMILES
- CCC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2)C3=CC=CC=C3
- InChIKey
- PJMPHNIQZUBGLI-UHFFFAOYSA-N
- XLogP
- 4
- Polar surface area
- 23.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
32,265 papers- The anomalous pharmacology of fentanyl.ReviewBritish journal of pharmacology · 2023Kelly E, Sutcliffe K, Cavallo D et al.DOI: 10.1111/bph.15573
- Fentanyl Absorption, Distribution, Metabolism, and Excretion: Narrative Review and Clinical Significance Related to Illicitly Manufactured Fentanyl.ReviewJournal of addiction medicine · 2023Bird HE, Huhn AS, Dunn KEDOI: 10.1097/ADM.0000000000001185
- [Fentanyl].ReviewUgeskrift for laeger · 2025Vestergaard SV, Nielsen AVA, Hollingdal M et al.DOI: 10.61409/V01250023
- The fentanyl story.The journal of pain · 2014Stanley THDOI: 10.1016/j.jpain.2014.08.010
- Caring for Hospitalized Adults With Opioid Use Disorder in the Era of Fentanyl: A Review.ReviewJAMA internal medicine · 2024Englander H, Thakrar AP, Bagley SM et al.DOI: 10.1001/jamainternmed.2023.7282
- Fentanyl Overdose.JAMA · 2023Walter KDOI: 10.1001/jama.2022.22462
- Reasons to avoid fentanyl.ReviewAnnals of palliative medicine · 2020Davis MP, Behm BDOI: 10.21037/apm.2020.01.12
- Detection of Fentanyl and Fentanyl Analogs.ReviewClinics in laboratory medicine · 2025Crews BODOI: 10.1016/j.cll.2025.01.012
via PubMed
Gallery (43)
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