p-Fluorofentanyl

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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

Structure Search

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

Molecular Formula	C22H27FN2O
Molecular Weight	354.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:38:46 UTC 2023` Edited by `admin` on `Fri Dec 15 19:38:46 UTC 2023`
Record UNII	I45R05QM0Z
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

p-Fluorofentanyl

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 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

DEA NO.

9812

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

WIKIPEDIA

List_of_fentanyl_analogues

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

YELLOW LIST

NF 003

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

Code System Code Type Description

DRUG BANK

DB09177

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

PRIMARY

CAS

90736-23-5

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

PRIMARY

FDA UNII

I45R05QM0Z

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

PRIMARY

PUBCHEM

62300

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

PRIMARY

SMS_ID

300000013173

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

PRIMARY

EPA CompTox

DTXSID0048929

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

PRIMARY

WEB RESOURCE

4-FLUOROFENTANYL

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

PRIMARY

WIKIPEDIA

Parafluorofentanyl

Created by admin on Fri Dec 15 19:38:46 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 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 UTC 2023 , Edited by admin on Fri Dec 15 19:38:46 UTC 2023

PRIMARY

Related Record Type Details


					R8ZH1EQ95Y

DESPROPIONYL P-FLUOROFENTANYL

PRECURSOR->PARENT

Comments:

Immediate precursor

Amount:


					1PE72K8X46

MU-TYPE OPIOID RECEPTOR

TARGET -> AGONIST

Qualification:

EC50

Amount:


					VP0NU00C3G

P-FLUOROFENTANYL HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Comments:

APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)

Amount:


					1PE72K8X46

MU-TYPE OPIOID RECEPTOR

TARGET -> AGONIST

Interaction Type:

BINDING

Qualification:

Ki

Amount:


					1PE72K8X46

MU-TYPE OPIOID RECEPTOR

TARGET -> AGONIST

Comments:

Rat tail withdrawal test. Morphine ED50 3.15 mg/kg Fentanyl ED50 0.1 mg/kg

Qualification:

ED50

Amount:

Related Record Type Details


					R8ZH1EQ95Y

DESPROPIONYL P-FLUOROFENTANYL

PARENT -> METABOLITE INACTIVE

Comments:

Assumed from Fentanyl

Interaction Type:

MINOR

Amount:

Related Record Type Details


					R8ZH1EQ95Y

DESPROPIONYL P-FLUOROFENTANYL

IMPURITY -> PARENT

Amount:

Related Record Type Details


					I45R05QM0Z

p-Fluorofentanyl

ACTIVE MOIETY

Comments:

ED50-PO(mg/kg) = 0.021, LD50-PO(mg/kg) = 9.3, Potency ratio to morphine = 15.7, Potency ratio to fentanyl = 0.29

Amount: