CAS 393-11-3 4-Nitro-3-(trifluoromethyl)aniline (HCID 94955)

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Basic information

CAS: 393-11-3
Standard SMILES: Nc1ccc([N+](=O)[O-])c(C(F)(F)F)c1
InChIKey: UTKUVRNVYFTEHF-UHFFFAOYSA-N
Molecular formula: C7H5F3N2O2
Average molar mass: 206.12 g/mol
Monoisotopic mass: 206.03031206

Overview

major metabolite of flutamide

Names & identifiers

Preferred name: 4-Nitro-3-(trifluoromethyl)aniline
IUPAC: 4-nitro-3-(trifluoromethyl)aniline
English name: 4-Nitro-3-trifluoromethyl aniline
Molecular formula: C7H5F3N2O2
Molecular weight: 206.12

Names & synonyms

4-Nitro-3-(trifluoromethyl)aniline393-11-34-Nitro-3-trifluoromethylaniline3-Trifluoromethyl-4-nitroanilideDTXSID7057731NSC-1032315YY91105IDTXCID8031520RefChem:5258703-TFM-4-NA206-884-65-Amino-2-nitrobenzotrifluoride

Show more names

FlutaMide Related CoMpound AFLU-14-Nitro-α,α,αTIMTEC-BB SBB006652Flutamide Impurity ANilutamide Impurity 3Nilutamide impurity B CRSLinagliptin Impurity CD10103

4-Nitro-3-trifluoromethyl aniline3-trifluoromethyl-4-nitroanilineBenzenamine, 4-nitro-3-(trifluoromethyl)-3-amino-6-nitrobenzotrifluoride4-NITRO-3-(TRIFLUOROMETHYL)BENZENAMINEMFCD000147174-Nitro-3-(trifluoromethyl)aniline (FLU-1)4-nitro-3-trifluoromethylanilin

Database identifiers

CAS: 393-11-3
PubChem CID: 94955
DTXSID: DTXSID7057731

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 71.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 6
Rotatable bonds: 0
Heavy atoms: 14
Formal charge: 0
Complexity: 226

Experimental & physicochemical properties

PFASPFAS -> PFAS identified in REACH Regulation EC No. 1272/2008

Physicochemical properties

Melting point: 125 · 125-129 °C (lit.)
Boiling point: 326.4 · 326.4±42.0 °C(Predicted)
Density: 1.4711 · 1.4711 (estimate)
storage temp.: 2 · 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: -0.22 · -0.22±0.10(Predicted)
color: Yellow to Orange-Yellow
BRN: 2650702 · 2650702
InChI: InChI=1S/C7H5F3N2O2/c8-7(9,10)5-3-4(11)1-2-6(5)12(13)14/h1-3H,11H2
InChIKey: UTKUVRNVYFTEHF-UHFFFAOYSA-N
SMILES: C1(N)=CC=C([N+]([O-])=O)C(C(F)(F)F)=C1
CAS DataBase Reference

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 1.2% (1 of 81) of reports.

Danger

H301 (38.3%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 81 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 25-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/21854

Benzenamine, 4-nitro-3-(trifluoromethyl)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesAcute Tox. 3 (38.3%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 2
hs_code: 29214200
risk_code: 36/37/38-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
hazard_note: Irritant
safety_code: 26-36-36/37
Storage Class: 11 - Combustible Solids
target organs: Respiratory system

Chemistry & industry

Pharmacology

Metabolism/Metabolites4-nitro-3-(trifluoromethyl)aniline has known human metabolites that include 2-amino-5-nitro-4-(trifluoromethyl)phenol and N-[4-nitro-3-(trifluoromethyl)phenyl]-acetamide.

Applications · 3 items

Description4-Nitro-3-trifluoromethyl aniline is an organic intermediate, which can be used to prepare 4-bromo-2-nitrotrifluorotoluene, an intermediate of medicine and optical waveguide materials, and flutamide, a non steroidal anti androgen drug.

Uses4-Nitro-3-(trifluoromethyl)aniline is a metabolite of Flutamide (F598850) (FLU-1 or M2).

UsesA metabolite of Flutamide (FLU-1 or M2).