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Details

Stereochemistry ACHIRAL
Molecular Formula C14H20N2O
Molecular Weight 232.3214
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORFENTANYL

SMILES

CCC(=O)N(C1CCNCC1)C2=CC=CC=C2

InChI

InChIKey=PMCBDBWCQQBSRJ-UHFFFAOYSA-N
InChI=1S/C14H20N2O/c1-2-14(17)16(12-6-4-3-5-7-12)13-8-10-15-11-9-13/h3-7,13,15H,2,8-11H2,1H3

HIDE SMILES / InChI
Molecular Formula C14H20N2O
Molecular Weight 232.3214
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/14607008

Norfentanyl is a major urinary metabolite of a potent, synthetic narcotic analgesic fentanyl.

Originator

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Development of novel enkephalin analogues that have enhanced opioid activities at both mu and delta opioid receptors.
2007-11-01
Development of an enzyme-linked immunosorbent assay for fentanyl and applications of fentanyl antibody-coated nanoparticles for sample preparation.
2006-06-16
Patents

Patents

FR1344366
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:24:55 GMT 2025
Edited
by admin
on Mon Mar 31 21:24:55 GMT 2025
Record UNII
2MK6D8JV6J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FENTANYL RELATED COMPOUND C
USP  
Preferred Name English
NORFENTANYL
Common Name English
PROPANAMIDE, N-PHENYL-N-4-PIPERIDINYL-
Systematic Name English
N-PHENYL-N-(PIPERIDIN-4-YL)PROPANAMIDE
Systematic Name English
N-PHENYL-N-(PIPERIDIN-4-YL)PROPIONAMIDE
Common Name English
FENTANYL IMPURITY B [EP IMPURITY]
Common Name English
FENTANYL CITRATE IMPURITY B [EP IMPURITY]
Common Name English
FENTANYL RELATED COMPOUND C [USP IMPURITY]
Common Name English
N-(PIPERIDIN-4-YL)-N-PHENYLPROPIONAMIDE
Systematic Name English
NSC-89293
Code English
4-(N-PROPIONYLANILINE)PIPERIDINE
Common Name English
4-(N-PROPIONANILIDO)PIPERIDINE
Common Name English
N-PHENYL-N-(4-PIPERIDINYL)PROPANAMIDE
Systematic Name English
N-PHENYL-N-4-PIPERIDINYLPROPIONAMIDE
Systematic Name English
Classification Tree Code System Code
DEA NO. 8366
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
Code System Code Type Description
CHEBI
62685
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
PRIMARY
PUBCHEM
259381
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
PRIMARY
NSC
89293
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
PRIMARY
ECHA (EC/EINECS)
216-543-3
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
PRIMARY
FDA UNII
2MK6D8JV6J
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
PRIMARY
EVMPD
SUB34914
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
PRIMARY
CAYMAN
15899
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
PRIMARY
SMS_ID
100000128157
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
PRIMARY
CAS
1609-66-1
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
PRIMARY
EPA CompTox
DTXSID2057657
Created by admin on Mon Mar 31 21:24:55 GMT 2025 , Edited by admin on Mon Mar 31 21:24:55 GMT 2025
PRIMARY
Related Record Type Details
Structure of NORFENTANYL-D5 (PHENYL-D5) HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of FENTANYL
PARENT -> METABOLITE
Structure of .ALPHA.-METHYLFENTANYL
PARENT -> METABOLITE INACTIVE
MAJOR
Structure of FENTANYL
PARENT -> METABOLITE INACTIVE
MAJOR
PLASMA
Structure of .OMEGA.-1 HYDROXYPROPIONYL NOR-FENTANYL
METABOLITE -> PARENT
Stereochemistry unknown for metabolite. Excreted in rat urine of metabolite .omega.-1 Hydroxypropionyl nor-fentanyl (%):Time after the injection(0?24 h) 2.2+-0.8, (24?48 h) 3.2+-0.6, (48?72 h) 1.9+-0.4, limit of detection- (72?96 h)
Related Record Type Details
Structure of FENTANYL
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of FENTANYL CITRATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of NORFENTANYL
ACTIVE MOIETY
NIH
NCATS
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