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Details

Stereochemistry ACHIRAL
Molecular Formula C7H5F3N2O2
Molecular Weight 206.122
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

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

SMILES

NC1=CC(=C(C=C1)[N+]([O-])=O)C(F)(F)F

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 206.122
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
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Detection of a new N-oxidized metabolite of flutamide, N-[4-nitro-3-(trifluoromethyl)phenyl]hydroxylamine, in human liver microsomes and urine of prostate cancer patients.
2006 May
Bioactivation of flutamide metabolites by human liver microsomes.
2008 Jul
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 Dec 16 05:31:52 UTC 2023
Edited
by admin
on Sat Dec 16 05:31:52 UTC 2023
Record UNII
15YY91105I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-NITRO-3-TRIFLUOROMETHYLANILINE
Systematic Name English
3-TRIFLUOROMETHYL-4-NITROANILINE
Systematic Name English
4-NITRO-3-(TRIFLUOROMETHYL)ANILINE
Systematic Name English
.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-4-NITRO-M-TOLUIDINE
Systematic Name English
FLUTAMIDE RELATED COMPOUND A [USP IMPURITY]
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
NIFELINE
Common Name English
FLUTAMIDE IMPURITY A [EP IMPURITY]
Common Name English
NILUTAMIDE IMPURITY B [EP IMPURITY]
Common Name English
Code System Code Type Description
FDA UNII
15YY91105I
Created by admin on Sat Dec 16 05:31:52 UTC 2023 , Edited by admin on Sat Dec 16 05:31:52 UTC 2023
PRIMARY
RS_ITEM_NUM
1285997
Created by admin on Sat Dec 16 05:31:52 UTC 2023 , Edited by admin on Sat Dec 16 05:31:52 UTC 2023
PRIMARY
ECHA (EC/EINECS)
206-884-6
Created by admin on Sat Dec 16 05:31:52 UTC 2023 , Edited by admin on Sat Dec 16 05:31:52 UTC 2023
PRIMARY
EPA CompTox
DTXSID7057731
Created by admin on Sat Dec 16 05:31:52 UTC 2023 , Edited by admin on Sat Dec 16 05:31:52 UTC 2023
PRIMARY
NSC
10323
Created by admin on Sat Dec 16 05:31:52 UTC 2023 , Edited by admin on Sat Dec 16 05:31:52 UTC 2023
PRIMARY
PUBCHEM
94955
Created by admin on Sat Dec 16 05:31:52 UTC 2023 , Edited by admin on Sat Dec 16 05:31:52 UTC 2023
PRIMARY
CAS
393-11-3
Created by admin on Sat Dec 16 05:31:52 UTC 2023 , Edited by admin on Sat Dec 16 05:31:52 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
MAJOR
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP