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Details

Stereochemistry ACHIRAL
Molecular Formula C22H28N2O
Molecular Weight 336.4705
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FENTANYL

SMILES

CCC(=O)N(C1CCN(CCC2=CC=CC=C2)CC1)C3=CC=CC=C3

InChI

InChIKey=PJMPHNIQZUBGLI-UHFFFAOYSA-N
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

HIDE SMILES / InChI
Molecular Formula C22H28N2O
Molecular Weight 336.4705
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:45:50 UTC 2023
Edited
by admin
on Sat Dec 16 17:45:50 UTC 2023
Record UNII
UF599785JZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FENTANYL
EMA EPAR   EP   HSDB   INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
USAN   INN  
Official Name English
DURAGESIC
Brand Name English
N-(1-Phenethylpiperidin-4-yl)-N-phenylpropionamide
Systematic Name English
FENTANYL [HSDB]
Common Name English
N02AB03
Code English
FENTANYL CII
USP-RS  
Common Name English
FENTANYL [JAN]
Common Name English
MATRIFEN
Common Name English
FENTANYL [MI]
Common Name English
PHENTANYL
Common Name English
FENTANYL [EMA EPAR]
Common Name English
FENTANYL [MART.]
Common Name English
RECUVYRA
Brand Name English
FENTANYL [EP IMPURITY]
Common Name English
FENTANYL [USAN]
Common Name English
FENTANYL [GREEN BOOK]
Common Name English
AD 923
Code English
FENTANYL [ORANGE BOOK]
Common Name English
FENTANYL [VANDF]
Common Name English
PECFENT
Brand Name English
ABSTRAL-
Common Name English
EN3267
Common Name English
FENTANYL [EP MONOGRAPH]
Common Name English
AD-923
Code English
IDS-NF-001
Code English
Tranq component fentanyl
Common Name English
FENDROP
Common Name English
R 4263
Code English
EN-3267
Code English
FENTANYL [USP MONOGRAPH]
Common Name English
DUROGESIC D-TRANS
Common Name English
fentanyl [INN]
Common Name English
Fentanyl [WHO-DD]
Common Name English
FENTANYL CII [USP-RS]
Common Name English
SUBLIMASE
Common Name English
FENTANYL [EMA EPAR VETERINARY]
Common Name English
FENTANEST
Common Name English
PROPANAMIDE, N-PHENYL-N-(1-(2-PHENYLETHYL)-4-PIPERIDINYL)
Common Name English
Classification Tree Code System Code
WHO-VATC QN01AH51
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
NCI_THESAURUS C67413
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
NDF-RT N0000175684
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
LIVERTOX NBK548026
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
CFR 21 CFR 524.916
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
WHO-VATC QN02AB03
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
WHO-ATC N01AH01
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
WHO-VATC QN02AB53
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
NDF-RT N0000175690
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
WHO-ATC N01AH51
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
WHO-ATC N02AB03
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
WHO-VATC QN02AB73
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
WHO-VATC QN01AH01
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
EMA ASSESSMENT REPORTS EFFENTORA (AUTHORIZED: PAIN)
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
DEA NO. 9801
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
EMA ASSESSMENT REPORTS PECFENT (AUTHORIZED: PAIN)
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
NCI_THESAURUS C1506
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
Code System Code Type Description
PUBCHEM
3345
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
CHEBI
119915
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
ChEMBL
CHEMBL596
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
EPA CompTox
DTXSID9023049
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
RXCUI
4337
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY RxNorm
DAILYMED
UF599785JZ
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
MESH
D005283
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
HSDB
3329
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
FDA UNII
UF599785JZ
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
EVMPD
SUB07597MIG
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
SMS_ID
100000090377
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
LACTMED
Fentanyl
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
USAN
SS-102
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
IUPHAR
1626
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
ECHA (EC/EINECS)
207-113-6
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
DRUG BANK
DB00813
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
INN
1608
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
CAS
437-38-7
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
EMA VETERINARY ASSESSMENT REPORTS
RECUVYRA [AUTHORIZED]
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY DOGS
MERCK INDEX
m5298
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY Merck Index
DRUG CENTRAL
1164
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
RS_ITEM_NUM
1269902
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
NCI_THESAURUS
C494
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
WIKIPEDIA
FENTANYL
Created by admin on Sat Dec 16 17:45:54 UTC 2023 , Edited by admin on Sat Dec 16 17:45:54 UTC 2023
PRIMARY
Related Record Type Details
Structure of FENTANYL
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
NFEPP
DERIVATIVE -> PARENT
Structure of FENTANYL
CUMULATIVE EXCRETION
URINE
Structure of N-PHENETHYL-4-PIPERIDINONE
PRECURSOR->PARENT
MU-TYPE OPIOID RECEPTOR
TARGET -> AGONIST
HUMAN RECEPTOR
AGONIST
Ki
Structure of 4-ANILINOPIPERIDINE
PRECURSOR->PARENT
Structure of PROPIONIC ANHYDRIDE
PRECURSOR->PARENT
Structure of 2-FURANYLFENTANYL
DERIVATIVE -> PARENT
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
Possible deadly drug interaction with CYP3A4 inhibitors
MAJOR
Structure of FENTANYL HYDROCHLORIDE
SALT/SOLVATE -> PARENT
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> SUBSTRATE
KAPPA-TYPE OPIOID RECEPTOR
OFF TARGET->NON-INHIBITOR
MU-TYPE OPIOID RECEPTOR
TARGET -> AGONIST
AGONIST
EC50
DELTA-TYPE OPIOID RECEPTOR
OFF TARGET->NON-INHIBITOR
Structure of FENTANYL
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
3-METHYLFENTANYL
PARENT -> DERIVATIVE
Structure of FENTANYL CITRATE
SALT/SOLVATE -> PARENT
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
Structure of FENTANYL
CUMULATIVE EXCRETION
FECAL
Structure of FENTANYL
EXCRETED UNCHANGED
FECAL; URINE
Related Record Type Details
Structure of NORFENTANYL
METABOLITE -> PARENT
Structure of .BETA.-HYDROXYFENTANYL
METABOLITE ACTIVE -> PARENT
Structure of DESPROPIONYLFENTANYL
METABOLITE INACTIVE -> PARENT
Structure of NORFENTANYL
METABOLITE INACTIVE -> PARENT
MAJOR
URINE
Structure of HYDROXYNORFENTANYL
METABOLITE INACTIVE -> PARENT
URINE
Structure of FENTANYL OPEN RING METABOLITE
METABOLITE INACTIVE -> PARENT
Structure of FENTANYL N-OXIDE
METABOLITE -> PARENT
Structure of NORFENTANYL
METABOLITE INACTIVE -> PARENT
MAJOR
PLASMA
Related Record Type Details
Structure of DESPROPIONYLFENTANYL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 4-ANILINOPIPERIDINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of N-PHENYL-1-(PHENYLMETHYL)-4-PIPERIDINAMINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of ACETYLFENTANYL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of NORFENTANYL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of ACETYLFENTANYL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of DESPROPIONYLFENTANYL
IMPURITY -> PARENT
Relative Response Factor - 1.0
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of Phenethyl-4-ANPP
IMPURITY -> PARENT
Structure of BENZYLFENTANYL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of PHENETHYL BROMIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of NORFENTANYL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of BENZALDEHYDE
IMPURITY -> PARENT
Structure of 2-CHLORO-N-PHENYL-N-(1-(2-PHENYLETHYL)PIPERIDIN-4-YL)PROPANAMIDE, (±)-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of FENTANYL
ACTIVE MOIETY
ED50(mg/kg) = 0.0061, LD50(mg/kg) = 62, Potency ratio to morphine = 54.1, Potency ratio to fentanyl = 1
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
NIH
NCATS
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ACCESSIBILITY
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