320-21-8

Basic information

• Product Name: 2,4-Bis(trifluoroMethyl)-6-nitroaniline
• Synonyms: 2,4-Bis(trifluoroMethyl)-6-nitroaniline;2-Nitro-4,6-bis(trifluoroMethyl)aniline
• CAS NO: 320-21-8
• Molecular Formula: C₈H₄F₆N₂O₂
• Molecular Weight: 274.1199792
• Mol File: 320-21-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 69-70 °C
• Boiling Point: 229.2±40.0 °C(Predicted)
• Appearance: /
• Density: 1.607±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: -5.24±0.25(Predicted)
• CAS DataBase Reference: 2,4-Bis(trifluoroMethyl)-6-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Bis(trifluoroMethyl)-6-nitroaniline(320-21-8)
• EPA Substance Registry System: 2,4-Bis(trifluoroMethyl)-6-nitroaniline(320-21-8)

Safety Data

• Hazardous Substances Data: 320-21-8(Hazardous Substances Data)

Usage

General Description

2,4-Bis(trifluoroMethyl)-6-nitroaniline is a chemical compound with the molecular formula C8H5F6N3O2. It is a nitroaniline derivative with two trifluoromethyl groups attached to the benzene ring. 2,4-Bis(trifluoroMethyl)-6-nitroaniline is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and dyes. It is also used as a raw material in the production of various chemical products. 2,4-Bis(trifluoroMethyl)-6-nitroaniline is a solid substance with a yellow to orange color and has a molecular weight of 271.14 g/mol. It is important to handle this chemical with care as it may be harmful if ingested or inhaled, and may cause irritation to the skin and eyes.

Upstream product

• 367-71-5 2,4-bis(trifluoromethyl)aniline 
• 654-55-7 2-chloro-1-nitro-3,5-bis-trifluoromethyl-benzene 

Downstream Products

• 367-65-7 3,5-bis(trifluoromethyl)-1,2-benzenediamine 

Relevant articles and documents

Synthesis and structure-activity relationships of substituted 1,4- dihydroquinoxaline-2,3-diones: Antagonists of N-methyl-D-aspartate (NMDA) receptor glycine sites and non-NMDA glutamate receptors

A series of mono-, di-, tri-, and tetrasubstituted 1,4- dihydroquinoxaline-2,3-diones (QXs) were synthesized and evaluated as antagonists at N-methyl-D-aspartate (NMDA)/glycine sites and α-amino-3- hydroxy-5-methylisoxazole-4-propionic acid-preferring non-NMDA receptors. Antagonist potencies were measured by electrical assays in Xenopus oocytes expressing rat whole brain poly(A)+ RNA. Trisubstituted QXs 17a (ACEA 1021), 17b (ACEA 1031), 24a, and 27, containing a nitro group in the 5 position and halogen in the 6 and 7 positions, displayed high potency (K(b) ~ 6-8 nM) at the glycine site, moderate potency at non-NMDA receptors (K(b) = 0.9-1.5 μM), and the highest (120-250-fold) selectivity in favor of glycine site antagonism over non-NMDA receptors. Tetrasubstituted QXs 17d,e were more than 100-fold weaker glycine site antagonists than the corresponding trisubstituted QXs with F being better tolerated than Cl as a substituent at the 8 position. Di- and monosubstituted QXs showed progressively weaker antagonism compared to trisubstituted analogues. For example, removal of the 5-nitro group of 17a results in a ~100-fold decrease in potency (10a,b,z), while removal of both halogens from 17a results in a ~3000-fold decrease in potency (10v). In terms of steady-state inhibition, most QX substitution patterns favor antagonism at NMDA/glycine sites over antagonism at non-NMDA receptors. Among the QXs tested, only 17i was slightly selective for non- NMDA receptors.