2368-64-1

Basic information

• Product Name: AcetaMide, 2,2,2-trifluoro-N-[2-(trifluoroMethyl)phenyl]-
• Synonyms: AcetaMide, 2,2,2-trifluoro-N-[2-(trifluoroMethyl)phenyl]-
• CAS NO: 2368-64-1
• Molecular Formula: C₉H₅F₆NO
• Molecular Weight: 257.1325192
• Mol File: 2368-64-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 247.5°C at 760 mmHg
• Flash Point: 103.5°C
• Appearance: /
• Density: 1.491g/cm³
• Vapor Pressure: 0.0256mmHg at 25°C
• Refractive Index: 1.445
• CAS DataBase Reference: AcetaMide, 2,2,2-trifluoro-N-[2-(trifluoroMethyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: AcetaMide, 2,2,2-trifluoro-N-[2-(trifluoroMethyl)phenyl]-(2368-64-1)
• EPA Substance Registry System: AcetaMide, 2,2,2-trifluoro-N-[2-(trifluoroMethyl)phenyl]-(2368-64-1)

Safety Data

• Hazardous Substances Data: 2368-64-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H5F6NO/c10-8(11,12)5-3-1-2-4-6(5)16-7(17)9(13,14)15/h1-4H,(H,16,17)

Upstream product

• 407-25-0 trifluoroacetic anhydride 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 183266-61-7 1-(trifluoroacetyl)benzotriazole 
• 76-05-1 trifluoroacetic acid 
• 61984-67-6 2,2,2-trifluoro-N-[2-(trifluoromethyl)phenyl]ethanimidoyl chloride 

Downstream Products

• 65767-78-4 C₁₃H₁₆BF₆N₃O 
• 61984-67-6 2,2,2-trifluoro-N-[2-(trifluoromethyl)phenyl]ethanimidoyl chloride 
• 1228757-62-7 N-(2-trifluoromethylphenyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) trifluoroacetimidate 
• 1228757-58-1 N-(2-trifluoromethylphenyl)-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl) trifluoroacetimidate 

Relevant articles and documents

Acetanilide and bromoacetyl-lysine derivatives as activators for human histone deacetylase 8

In the current study, seven compounds (i.e. 1–7) were found to be novel activators for the Nε-acetyl-lysine deacetylation reaction catalyzed by human histone deacetylase 8 (HDAC8). When assessed with the commercially available HDAC8 peptide substrate Fluor-de-Lys-HDAC8 that harbors the unnatural 7-amino-4-methylcoumarin (AMC) residue immediately C-terminal to the Nε-acetyl-lysine residue to be deacetylated, our compounds exhibited comparable activation potency to that of TM-2-51, the strongest HDAC8 activator reported in the current literature. However, when assessed with an AMC-less peptide substrate derived from the native HDAC8 non-histone substrate protein Zinc finger protein ZNF318, while our compounds were all found to be able to activate HDAC8 deacetylation reaction, TM-2-51 was found not to be able to. Our compounds also seemed to be largely selective for HDAC8 over other classical HDACs. Moreover, treatment with the strongest activator among our compounds (i.e. 7) was found to decrease the KM of the above AMC-less HDAC8 substrate, while nearly maintaining the kcat of the HDAC8-catalyzed deacetylation on this substrate.

Trapped in misbelief for almost 40 years: Selective synthesis of the four stereoisomers of mefloquine

Here we report the synthesis of all four stereoisomers of mefloquine. Mefloquine (Lariam) is an important anti-malaria drug that is applied as a racemate of the erythro form. However, the (-)-isomer induces psychosis, while the (+)-enantiomer does not have this undesired side effect. There are six syntheses of which five lead to the wrong enantiomer without the authors of these syntheses noting that they had synthesized the wrong compound. At the same time physical chemistry investigations had assigned the absolute configuration correctly and the last enantioselective synthesis that took these results into account delivered the correct absolute configuration. Since various synthetic approaches failed to provide the correct stereoisomers in previous syntheses, we submit here a synthetic approach with a domino Sonogashira-6π- electrocyclisation as key step that confirmed synthetically the correct absolute configuration of all four isomers. Five to four: A total synthesis that yields all four stereoisomers of the important antimalarial drug mefloquine (Lariam) has been developed. This five-step approach with a domino Sonogashira-6π- electrocyclisation as key step has confirmed synthetically the correct absolute configuration of all four isomers (see scheme).

N-trifluoroacetyl derivatives as pharmacological agents. II. Trifluoroacetanilides: Synthesis and antiinflammatory activity

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