e-Drug3D

357

FENTANYL


INN
FENTANYL

cas 437-38-7
CLASS

NERVOUS SYSTEM
ANALGESIC
ANESTHETICS
NARCOTICS
MU-TYPE OPIOID RECEPTOR AGONISTS

ROUTE (list)

INJECTION TRANSDERMAL ORAL TRANSMUCOSAL IONTOPHORESIS BUCCAL SUBLINGUAL NASAL INTRAVENOUS

ATC code

N01AH01
N02AB03
N01AH51

PK parameters

F 50 PERCENT
Tmax 0.33 HOUR
VD 260 LITER (65 KILOGRAM)
Cl 32.5 LITER / HOUR (65 KILOGRAM)
PPB 82 PERCENT
t1/2 7 HOUR

Solubility

SPARINGLY SOLUBLE IN WATER


Target

TARGET MU-TYPE OPIOID RECEPTOR

PDB
5TZO (COMPUTATIONALLY DESIGNED FENTANYL BINDER - FEN49*-COMPLEX)

Ligand code = 7V7 (link to the list of PDB complexes)

Download experimental 3D coordinates of 7V7 with added hydrogens

DrugCentral

Mu-type opioid receptor UNIPROT P35372 OPRM1

Download SDF file N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide

Formula:
C22H28N2O

Calculated chemical properties:

MW 336.46
NB_atoms 25
XLogP 4.14
PSA 20.437
NB_HD 0
NB_HA 3
fsp3 0.41
Lipinski(0=no;1=yes) 1

FDA
NDA 016049 (pdf not found) INN (DROPERIDOL ; FENTANYL CITRATE) INNOVAR (EPIC PHARMA LLC) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072026 (pdf not found) INN (DROPERIDOL ; FENTANYL CITRATE) FENTANYL CITRATE AND DROPERIDOL (ASTRAZENECA) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072027 (pdf not found) INN (DROPERIDOL ; FENTANYL CITRATE) FENTANYL CITRATE AND DROPERIDOL (ASTRAZENECA) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072028 (pdf not found) INN (DROPERIDOL ; FENTANYL CITRATE) FENTANYL CITRATE AND DROPERIDOL (ASTRAZENECA) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 073488 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 016619 (pdf not found) INN (FENTANYL CITRATE) SUBLIMAZE PRESERVATIVE FREE (RISING) APPROVAL= AP YEAR= 1968
NDA 019101 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (HIKMA) APPROVAL= AP YEAR= 1984
NDA 019115 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (HOSPIRA) APPROVAL= AP YEAR= 1985
NDA 071982 (pdf not found) INN (DROPERIDOL ; FENTANYL CITRATE) FENTANYL CITRATE AND DROPERIDOL (HOSPIRA) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 019813 (pdf not found) INN (FENTANYL) DURAGESIC-100 (JANSSEN PHARMS) APPROVAL= AP YEAR= 1990 DISCONTINUED
NDA 070636 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (ABBOTT) APPROVAL= AP YEAR= 1990 DISCONTINUED
NDA 070637 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (ABBOTT) APPROVAL= AP YEAR= 1990 DISCONTINUED
NDA 072786 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE PRESERVATIVE FREE (HOSPIRA) APPROVAL= AP YEAR= 1991 DISCONTINUED
NDA 020195 (pdf not found) INN (FENTANYL CITRATE) FENTANYL (CEPHALON) APPROVAL= AP YEAR= 1993 DISCONTINUED
NDA 020747 (pdf not found) INN (FENTANYL CITRATE) ACTIQ (CEPHALON) APPROVAL= AP YEAR= 1998 DISCONTINUED
NDA 074917 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE PRESERVATIVE FREE (DR REDDYS) APPROVAL= AP YEAR= 1998 DISCONTINUED
NDA 076258 (pdf not found) INN (FENTANYL) FENTANYL-25 (MYLAN TECHNOLOGIES) APPROVAL= AP YEAR= 2005
NDA 021338 (pdf not found) INN (FENTANYL HYDROCHLORIDE) IONSYS (THE MEDICINES CO) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 021947 (pdf not found) INN (FENTANYL CITRATE) FENTORA (CEPHALON) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 077051 (pdf not found) INN (FENTANYL) FENTANYL-25 (LAVIPHARM LABS) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 076709 (pdf not found) INN (FENTANYL) FENTANYL-25 (ACTAVIS LABS UT INC) APPROVAL= AP YEAR= 2007 DISCONTINUED
NDA 077062 (pdf not found) INN (FENTANYL) FENTANYL-25 (MAYNE PHARMA) APPROVAL= AP YEAR= 2007 DISCONTINUED
NDA 077449 (pdf not found) INN (FENTANYL) FENTANYL-25 (DIFGEN PHARMS) APPROVAL= AP YEAR= 2008
NDA 022266 (pdf not found) INN (FENTANYL CITRATE) ONSOLIS (ADALVO) APPROVAL= AP YEAR= 2009 DISCONTINUED
NDA 077312 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (PAR PHARM) APPROVAL= AP YEAR= 2009 DISCONTINUED
NDA 077775 (pdf not found) INN (FENTANYL) FENTANYL-25 (NOVEN) APPROVAL= AP YEAR= 2009 DISCONTINUED
NDA 078907 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (SPECGX LLC) APPROVAL= AP YEAR= 2009 DISCONTINUED
NDA 079075 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (WATSON LABS) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 022510 (pdf not found) INN (FENTANYL CITRATE) ABSTRAL (SENTYNL THERAPS INC) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 077154 (pdf not found) INN (FENTANYL) FENTANYL-25 (SPECGX LLC) APPROVAL= AP YEAR= 2011
NDA 022569 (pdf not found) INN (FENTANYL CITRATE) LAZANDA (BTCP PHARMA) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 202788 (pdf not found) INN (FENTANYL) SUBSYS (BTCP PHARMA) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 202577 (pdf not found) INN (FENTANYL) FENTANYL (MYLAN PHARMS INC) APPROVAL= TA YEAR= 2015
NDA 202097 (pdf not found) INN (FENTANYL) FENTANYL-12 (KINDEVA) APPROVAL= AP YEAR= 2016
NDA 207338 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (ACTAVIS LABS FL INC) APPROVAL= AP YEAR= 2017 DISCONTINUED
NDA 210762 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE PRESERVATIVE FREE (FRESENIUS KABI USA) APPROVAL= AP YEAR= 2019
NDA 212086 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (FRESENIUS KABI USA) APPROVAL= AP YEAR= 2020
NDA 206329 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (DR REDDYS LABS SA) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 209655 (pdf not found) INN (FENTANYL) FENTANYL-12 (ZYDUS PHARMS) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 215870 (pdf not found) INN (FENTANYL CITRATE) FENTANYL CITRATE (EXELA PHARMA) APPROVAL= AP YEAR= 2023 DISCONTINUED

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL