402568-10-9

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]-2-OXOACETATE is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and properties make it a valuable component in the development of new drugs with improved therapeutic effects and reduced side effects.
Used in Agrochemical Industry:
In the agrochemical industry, ETHYL 2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]-2-OXOACETATE is utilized as a building block for the preparation of agrochemicals. Its incorporation into these products enhances their effectiveness in pest control and crop protection, contributing to increased agricultural productivity.
Used in Specialty Chemicals Manufacturing:
ETHYL 2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]-2-OXOACETATE is also employed in the manufacturing of specialty chemicals. Its unique properties allow it to be incorporated into a variety of chemical products, enhancing their performance and expanding their applications in various industries.
Used as a Laboratory Reagent:
In laboratory research, ETHYL 2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]-2-OXOACETATE serves as a reagent for various chemical reactions and processes. Its unique structure and properties make it a valuable tool for scientists in their quest to discover new compounds and develop innovative applications.
Due to its versatile nature and potential applications, ETHYL 2-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]-2-OXOACETATE has garnered significant interest in the scientific community, paving the way for further research and development in multiple fields.

InChI:InChI=1/C12H8F6O3/c1-2-21-10(20)9(19)6-3-7(11(13,14)15)5-8(4-6)12(16,17)18/h3-5H,2H2,1H3

Upstream product

• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 95-92-1 oxalic acid diethyl ester 
• 112981-69-8 3,5-bis(trifluoromethyl)phenylmagnesium bromide 

Downstream Products

• 1013910-57-0 (R)-(-)-ethyl 2-(3,5-bis(trifluoromethyl)phenyl)-2-hydroxy-3-nitropropanoate 
• 1208864-80-5 C₁₂H₈F₆N₂O 
• 1613439-87-4 2-(3,5-bis(trifluoromethyl)phenyl)-N-(3-(N,N-dimethylaminocarbonylphenyl))-2-oxoacetamide 
• 374794-68-0 3,5-bis(trifluoromethyl)benzoylformic acid 

Relevant academic research and scientific papers

Catalytic formal cycloadditions between anhydrides and ketones: Excellent enantio and diastereocontrol, controllable decarboxylation and the formation of adjacent quaternary stereocentres

It has been shown for the first time that enolisable anhydrides can participate in highly efficient and diastereo/enantioselective additions to activated ketones. In these reactions the anhydride component formally acts (initially) as the nucleophilic component. These processes are promoted by novel, readily prepared urea-substituted cinchona alkaloid-derived catalysts at low loadings under mild conditions. Three classes of enolisable anhydride and three different types of activated ketone were shown to be compatible with the process-generating a diverse range of structurally distinct and densely functionalised lactone products with the formation of two new stereocentres, one of which is quaternary. In one example, a product incorporating two contiguous quaternary stereocentres (one all carbon) was formed with outstanding enantiocontrol. It has been shown in the case of glutaconic anhydride derivatives that the cycloaddtion process is reversible, and can be accompanied by decarboxylation and olefin isomerisation. Reaction conditions can be modified to give access to three types of product with good-excellent ee.

Cationic Ir/Me-BIPAM-catalyzed asymmetric intramolecular direct hydroarylation of α-ketoamides

Asymmetric intramolecular direct hydroarylation of α-ketoamides gives various types of optically active 3-substituted 3-hydroxy-2-oxindoles in high yields with complete regioselectivity and high enantioselectivities (84-98 % ee). This is realized by the use of the cationic iridium complex [Ir(cod) 2](BArF4) and the chiral O-linked bidentate phosphoramidite (R,R)-Me-BIPAM. Carbon's got a brand new bond: Asymmetric intramolecular direct hydroarylation of α-ketoamides gives various optically active 3-substituted 3-hydroxy-2-oxindoles in high yields with complete regioselectivity and high enantioselectivities. This is realized by the use of an asymmetric cationic iridium complex formed in situ (see Scheme).

Synthesis and pharmacological characterization of constrained analogues of Vestipitant as in vitro potent and orally active NK1 receptor antagonists

A focused exploration targeting conformationally restricted analogues of Vestipitant, resulted in the discovery of novel, in vitro potent NK1 antagonists. In particular, two of the compounds reported exhibited a good pharmacokinetic (PK) profile and produced anxiolytic-like effects in the gerbil foot tapping (GFT) in vivo model.

The synthesis and structure-activity relationships of 1,3-diaryl 1,2,4-(4H)-triazol-5-ones: A new class of calcium-dependent, large conductance, potassium (maxi-K) channel openers targeted for urge urinary incontinence

A series of 1,3-diaryl 1,2,4-(4H)-triazol-5-ones was prepared and shown by electrophysiological analysis to activate a cloned maxi-K channel mSlo (or hSlo) expressed in Xenopus laevis oocytes. The effects of these structurally novel maxi-K channel openers on bladder contractile function were studied in vitro using isolated rat bladder strips pre-contracted with carbachol. Several 1,3-diaryl 1,2,4-(4H)-triazol-5-one derivatives were found to be potent smooth muscle relaxants but this activity did not completely correlate with maxi-K channel opening.