U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C22H27FN2O
Molecular Weight 354.461
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of p-Fluorofentanyl

SMILES

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

InChI

InChIKey=KXUBAVLIJFTASZ-UHFFFAOYSA-N
InChI=1S/C22H27FN2O/c1-2-22(26)25(20-10-8-19(23)9-11-20)21-13-16-24(17-14-21)15-12-18-6-4-3-5-7-18/h3-11,21H,2,12-17H2,1H3

HIDE SMILES / InChI

Description

Parafluorofentanyl is a selective mu-opioid agonist, an analog of fentanyl, developed by Janssen. The drug was not developed for human use but is produced and abused illegally.

CNS Activity

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
 4.2 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

20070224129
2
US3164600
2
WO2015157738A1
4

Sample Use Guides

In Vivo Use Guide
On a black market, parafluorofentanyl is distributed in form of capsules and tablets containing the drug in the range of 33.8-408.7 ug. In preclinical studies parafluorofentanyl was administered to rats subcutaneously.
Route of Administration: Other
In Vitro Use Guide
The potency of parafluorofentanyl with respect to cloned hMOR was investigated using the heterologous expression in X. laevis. Receptor subtype was individually coexpressed with GIRK1/GIRK2 channels and RGS4, mimicking the native neuronal G protein-mediated pathway of K1 channel activation. The two-microelectrode voltage-clamp technique was then used to measure the opioid receptor-activated GIRK1/GIRK2 channel response as the increase of the inward K1 current at 270 mV, evoked by the application of increasing concentrations of opioid ligands. Parafluorofentanyl activated hMOR with EC50 of 4.2 nM.
Name Type Language
p-Fluorofentanyl
WHO-DD  
Common Name English
P-fluorofentanyl [WHO-DD]
Preferred Name English
IDS-NF-003
Code English
PARAFLUOROFENTANYL
Common Name English
4'-FLUOROFENTANYL
Common Name English
4-FLUOROFENTANYL
Common Name English
N-(4-FLUOROPHENYL)-N-(1-(2-PHENYLETHYL)-4-PIPERIDINYL)PROPANAMIDE
Systematic Name English
P-FF
Common Name English
IDS-NF-003(SECT.3)
Code English
4-FF
Common Name English
DEA NO. 9812
Code English
PROPANAMIDE, N-(4-FLUOROPHENYL)-N-(1-(2-PHENYLETHYL)-4-PIPERIDINYL)-
Systematic Name English
PARA-FLUOROFENTANYL
Common Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-4-Fluorofentanyl
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
DEA NO. 9812
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
WIKIPEDIA List_of_fentanyl_analogues
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
YELLOW LIST NF 003
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
Code System Code Type Description
DRUG BANK
DB09177
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
PRIMARY
CAS
90736-23-5
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
PRIMARY
FDA UNII
I45R05QM0Z
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
PRIMARY
PUBCHEM
62300
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
PRIMARY
SMS_ID
300000013173
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
PRIMARY
EPA CompTox
DTXSID0048929
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
PRIMARY
WEB RESOURCE
4-FLUOROFENTANYL
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
PRIMARY
WIKIPEDIA
Parafluorofentanyl
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
PRIMARY Parafluorofentanyl (4-Fluorofentanyl) is an opioid analgesic being an analogue of fentanyl developed by Janssen Pharmaceutica in the 1960s. Side effects of fentanyl analogs are similar to those of fentanyl itself, which include itching, nausea and potentially serious respiratory depression, which can be life-threatening. Fentanyl analogs have killed hundreds of people throughout Europe and the former Soviet republics since the most recent resurgence in use began in Estonia in the early 2000s, and novel derivatives continue to appear.
CHEBI
61074
Created by admin on Fri Dec 15 19:38:46 GMT 2023 , Edited by admin on Fri Dec 15 19:38:46 GMT 2023
PRIMARY
PARENT (METABOLITE INACTIVE)
Structure of DESPROPIONYL P-FLUOROFENTANYL
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966