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Details

Stereochemistry ACHIRAL
Molecular Formula C7H5F3N2O2
Molecular Weight 206.1223
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-NITRO-3-TRIFLUOROMETHYLANILINE

SMILES

c1cc(c(cc1N)C(F)(F)F)N(=O)=O

InChI

InChIKey=UTKUVRNVYFTEHF-UHFFFAOYSA-N
InChI=1S/C7H5F3N2O2/c8-7(9,10)5-3-4(11)1-2-6(5)12(13)14/h1-3H,11H2

HIDE SMILES / InChI

Molecular Formula C7H5F3N2O2
Molecular Weight 206.1223
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

4-Nitro-3-trifluoromethylaniline is one of the two main products of flutamide metabolism in human liver microsomes. Also, it is a major urinary metabolite of S-1 [3-(4-fluorophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-propanamide] - a member of a series of potent selective androgen receptor modulators.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Glutathione
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Flutamide-induced hepatic dysfunction in relation to steady-state plasma concentrations of flutamide and its metabolites.
2003 Oct
Flutamide metabolism in four different species in vitro and identification of flutamide metabolites in human patient urine by high performance liquid chromatography/tandem mass spectrometry.
2006 Jun
Microbial metabolism. Part 11. Metabolites of flutamide.
2010 Apr
Patents

Sample Use Guides

Mice: 200 mg/kg for 5 days
Route of Administration: Oral
4-Nitro-3-trifluoromethylaniline (Flu-1) (5–100 uM) was incubated for 1 h at 37°C in an incubation system, consisting of 100 mM potassium phosphate buffer (pH 7.4), 2 mg of human liver microsomes, 5 mM of reduced glutathione (GSH), and 1 mM NADPH in a final volume of 1 ml. Two adducts (Flu-1-G1 AND Flu-1-G2) were identified and characterized.
Substance Class Chemical
Created
by admin
on Sat Jun 26 02:08:40 UTC 2021
Edited
by admin
on Sat Jun 26 02:08:40 UTC 2021
Record UNII
15YY91105I
Record Status Validated (UNII)
Record Version
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Name Type Language
4-NITRO-3-TRIFLUOROMETHYLANILINE
Systematic Name English
3-TRIFLUOROMETHYL-4-NITROANILINE
Systematic Name English
FLUTAMIDE IMPURITY A [EP]
Common Name English
4-NITRO-3-(TRIFLUOROMETHYL)ANILINE
Systematic Name English
.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-4-NITRO-M-TOLUIDINE
Systematic Name English
FLUTAMIDE SPECIFIED IMPURITY A [EP]
Common Name English
(4-NITRO-3-TRIFLUOROMETHYLPHENYL)AMINE
Systematic Name English
FLUTAMIDE RELATED COMPOUND A [USP-RS]
Common Name English
NSC-10323
Code English
5-AMINO-2-NITROBENZOTRIFLUORIDE
Common Name English
BENZENAMINE, 4-NITRO-3-(TRIFLUOROMETHYL)-
Systematic Name English
FLUTAMIDE RELATED COMPOUND A
USP-RS  
Common Name English
Code System Code Type Description
FDA UNII
15YY91105I
Created by admin on Sat Jun 26 02:08:41 UTC 2021 , Edited by admin on Sat Jun 26 02:08:41 UTC 2021
PRIMARY
ECHA (EC/EINECS)
206-884-6
Created by admin on Sat Jun 26 02:08:41 UTC 2021 , Edited by admin on Sat Jun 26 02:08:41 UTC 2021
PRIMARY
EPA CompTox
393-11-3
Created by admin on Sat Jun 26 02:08:41 UTC 2021 , Edited by admin on Sat Jun 26 02:08:41 UTC 2021
PRIMARY
USP_CATALOG
1285997
Created by admin on Sat Jun 26 02:08:41 UTC 2021 , Edited by admin on Sat Jun 26 02:08:41 UTC 2021
PRIMARY USP-RS
PUBCHEM
94955
Created by admin on Sat Jun 26 02:08:41 UTC 2021 , Edited by admin on Sat Jun 26 02:08:41 UTC 2021
PRIMARY
CAS
393-11-3
Created by admin on Sat Jun 26 02:08:41 UTC 2021 , Edited by admin on Sat Jun 26 02:08:41 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
MAJOR
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP