790-75-0

Basic information

• Product Name: 2-CHLORO(BIS-3',5'-TRIFLUOROMETHYLACETANILIDE)
• Synonyms: BUTTPARK 30\07-54;AKOS BBS-00003986;3',5'-BIS(TRIFLUOROMETHYL)-2-CHLOROACETANILIDE;2-CHLORO(BIS-3',5'-TRIFLUOROMETHYLACETANILIDE);N-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]-2-CHLOROACETAMIDE;N1-[3,5-DI(TRIFLUOROMETHYL)PHENYL]-2-CHLOROACETAMIDE;N-CHLOROACETYL-3,5-BIS(TRIFLUOROMETHYL)ANILINE;N-(Chloroacetyl)-3,5-bis(trifluoromethyl)aniline98%
• CAS NO: 790-75-0
• Molecular Formula: C₁₀H₆ClF₆NO
• Molecular Weight: 305.6
• Mol File: 790-75-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: 85 °C
• Boiling Point: 296°C at 760 mmHg
• Flash Point: 132.8°C
• Appearance: /
• Density: 1.52g/cm³
• Vapor Pressure: 0.00148mmHg at 25°C
• Refractive Index: 1.462
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 11.81±0.70(Predicted)
• CAS DataBase Reference: 2-CHLORO(BIS-3',5'-TRIFLUOROMETHYLACETANILIDE)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO(BIS-3',5'-TRIFLUOROMETHYLACETANILIDE)(790-75-0)
• EPA Substance Registry System: 2-CHLORO(BIS-3',5'-TRIFLUOROMETHYLACETANILIDE)(790-75-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 790-75-0(Hazardous Substances Data)

Usage

General Description

2-Chloro(bis-3',5'-trifluoromethylacetanilide) is a chemical compound that belongs to the class of acetanilide derivatives. It is also known by its systematic name 2-chloro-N-(3,5-difluoro-2-methylphenyl)-N-(3,5-difluorophenyl)acetamide. 2-CHLORO(BIS-3',5'-TRIFLUOROMETHYLACETANILIDE) is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It has a molecular formula of C16H12ClF6N2O and a molar mass of 414.72 g/mol. 2-Chloro(bis-3',5'-trifluoromethylacetanilide) is a white solid with a melting point of 112-114°C and is sparingly soluble in water but soluble in organic solvents. It is important to handle this compound with proper care and follow safety protocols for handling hazardous chemicals.

InChI:InChI=1/C10H6ClF6NO/c11-4-8(19)18-7-2-5(9(12,13)14)1-6(3-7)10(15,16)17/h1-3H,4H2,(H,18,19)

Upstream product

• 328-74-5 3,5-Bis-(trifluoromethyl)aniline 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 1080474-88-9 methyl 3-(2-(3,5-bis(trifluoromethyl)phenylamino)-2-oxoethyl)-5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxylate 
• 1607457-15-7 (2E)-N-(2-aminophenyl)-3-[3-(2-{[3,5-bis(trifluoromethyl)phenyl]amino}-2-oxoethoxy)-4-methoxyphenyl]acrylamide 
• 1607457-43-1 methyl (2E)-3-(3-{2-[3,5-bis(trifluoromethyl)phenyl]amino-2-oxoethoxy}-4-methoxyphenyl)acrylate 
• 1607457-30-6 (2E)-N-(2-amino-4-methylphenyl)-3-[3-(2-{[3,5-bis(trifluoromethyl)phenyl]amino}-2-oxoethoxy)-4-methoxyphenyl]acrylamide 
• 1384282-48-7 C₄₀H₃₄F₁₂N₄O₈ 
• 1384282-56-7 C₄₄H₄₂F₁₂N₄O₈ 
• 1384282-50-1 C₄₂H₃₈F₁₂N₄O₈ 
• 1384282-49-8 C₃₈H₃₀F₁₂N₄O₈ 
• 1313223-13-0 C₂₉H₂₅F₆N₅O 
• 1313223-45-8 C₃₁H₂₉F₆N₅O₃ 
• 1313222-83-1 C₂₈H₂₄F₆N₆O 
• 610264-47-6 2-(5-amino-1,3,4-thiadiazol-2-ylthio)-N-(3,5-bis(trifluoromethyl)phenyl)acetamide 
• 312499-63-1 2-(1H-benzo[d]imidazol-2-ylthio)-N-(3,5-bis(trifluoromethyl)phenyl)acetamide 
• 270262-80-1 N-(3,5-bis(trifluoromethyl)phenyl)-2-(pyridin-2-ylthio)acetamide 

Relevant articles and documents

Assessment of Tractable Cysteines for Covalent Targeting by Screening Covalent Fragments

Targeted covalent inhibition and the use of irreversible chemical probes are important strategies in chemical biology and drug discovery. To date, the availability and reactivity of cysteine residues amenable for covalent targeting have been evaluated by proteomic and computational tools. Herein, we present a toolbox of fragments containing a 3,5-bis(trifluoromethyl)phenyl core that was equipped with chemically diverse electrophilic warheads showing a range of reactivities. We characterized the library members for their reactivity, aqueous stability and specificity for nucleophilic amino acids. By screening this library against a set of enzymes amenable for covalent inhibition, we showed that this approach experimentally characterized the accessibility and reactivity of targeted cysteines. Interesting covalent fragment hits were obtained for all investigated cysteine-containing enzymes.

Comparative reactivity analysis of small-molecule thiol surrogates

Targeted covalent inhibitors represent an increasingly popular approach to modulate challenging drug targets. Since covalent and non-covalent interactions are both contributing to the affinity of these compounds, evaluation of their reactivity is a key-step to find feasible warheads. There are well-established HPLC- and NMR-based kinetic assays to tackle this task, however, they use a variety of cysteine-surrogates including cysteamine, cysteine or acetyl-cysteine and GSH. The diverse nature of the thiol sources often makes the results incomparable that prevents compiling a comprehensive knowledge base for the design of covalent inhibitors. To evaluate kinetic measurements from different sources we performed a comparative analysis of the different thiol surrogates against a designed set of electrophilic fragments equipped with a range of warheads. Our study included seven different thiol models and 13 warheads resulting in a reactivity matrix analysed thoroughly. We found that the reactivity profile might be significantly different for various thiol models. Comparing the different warheads, we concluded that – in addition to its human relevance - glutathione (GSH) provided the best estimate of reactivity with highest number of true positives identified.

Reinforced Ni(II)-cyclam derivatives as dual 1H/19F MRI probes

Reinforced cross-bridged Ni2+-cyclam complexes were functionalised with pendant arms containing both amide protons and CF3 groups that lead to a dual 1H/19F response. The resulting complexes possess very high in