351002-89-6

Usage

Uses

Used in Organic Synthesis:
Ethanone, 1-(2-aminophenyl)-2,2,2-trifluoro(9CI) is used as a building block in organic synthesis for the creation of various pharmaceuticals and agrochemicals. Its unique structure allows for the development of new compounds with potential applications in these industries.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, Ethanone, 1-(2-aminophenyl)-2,2,2-trifluoro(9CI) serves as a valuable reagent for the development of fluorinated pharmaceutical compounds. The presence of the trifluoromethyl group endows these compounds with distinct pharmacokinetic and metabolic properties, which can be advantageous in drug design and development.
Used in Research and Development:
This chemical compound is primarily utilized in research and development settings, where it can be explored for its potential applications and properties. Proper safety guidelines and regulations must be followed when handling and using Ethanone, 1-(2-aminophenyl)-2,2,2-trifluoro(9CI) to ensure the safety of researchers and the environment.

Upstream product

• 205756-49-6 1,1,1-trifluoro-2-hydroxy-2-(2-aminophenyl)ethane 
• 251352-64-4 1-(2-chlorophenyl)-2,2,2-trifluoroethanol 
• 124004-75-7 α,α,α-trifluoro-2-fluoroacetophenone 
• 5860-95-7 1-(2-chlorophenyl)-2,2,2-trifluoroethan-1-one 
• 124004-74-6 α-(trifluoromethyl)-2-fluorobenzenemethanol 
• 65854-92-4 N-(2-bromophenyl)-2,2-dimethylpropanamide 
• 407-25-0 trifluoroacetic anhydride 
• 17408-17-2 2,2,2-trifluoro-1-(2-nitrophenyl)ethanone 
• 700362-32-9 2,2,2-trifluoro-1-(2-nitrophenyl) ethanol 
• 552-89-6 2-nitro-benzaldehyde 
• 615-36-1 2-bromoaniline 
• 1885-29-6 anthranilic acid nitrile 
• 154598-53-5 1-(2-amino-5-chloro-phenyl)-2,2,2-trifluoro-ethanone 
• 1150561-03-7 N-[2-(trifluoroacetyl)phenyl]-2,2-dimethylpropionamide 

Downstream Products

• 64196-43-6 2-phenyl-4-(trifluoromethyl)quinoline 
• 1162717-96-5 N-(2-(trifluoroacetyl)phenyl)-3,5-dinitrobenzamide 

Relevant academic research and scientific papers

ALLOSTERIC CHROMENONE INHIBITORS OF PHOSPHOINOSITIDE 3-KINASE (PI3K) FOR THE TREATMENT OF DISEASES ASSOCIATED WITH P13K MODULATION

The disclosure relates to compounds of Formula (I) as allosteric chromenone inhibitors of phosphoinositide 3-kinase (PI3K) useful in the treatment of diseases or disorders associated with PI3K modulation, Formula (I), or a prodrug, solvate, enantiomer, st

Construction of CF3-containing tetrahydropyrano[3,2- b]indoles through DMAP-catalyzed [4+1]/[3+3] domino sequential annulation

A [4+1]/[3+3] domino sequential annulation reaction of o-aminotrifluoroacetophenone derivatives and β′-acetoxy allenoates enabled by DMAP has been reported. A variety of CF3-containing tetrahydropyrano[3,2-b]indoles were obtained as a single diastereomer in high yields (≤98%) under mild conditions. The reaction can build one C-N bond, one C-C bond, and one C-O bond sequentially in a single step. The synthetic utility was demonstrated with gram-scale reactions and various transformations of the products.

Phosphine-Catalyzed Intermolecular Annulations of Fluorinated ortho-Aminophenones with Alkynones – The Switchable [4+2] or [4+2]/[3+2] Cycloaddition

A phosphine-catalyzed intermolecular annulation reaction of functionalized ortho-aminoacetophenones with alkynones has been disclosed in this paper. A variety of 2-alkynylquinolines and benzo-fused indolizine were selectively afforded in moderate to good yields at different reaction temperatures and with different phosphine catalysts via the in situ generated zwitterionic intermediate derived from alkynone and phosphine. (Figure presented.).

ERBB/BTK INHIBITORS

Disclosed are compounds inhibiting ErbBs (e. g., EGFR or Her 2), especially mutant forms of ErbBs, and BTK, pharmaceutically acceptable salts, hydrates, solvates or stereoisomers thereof and pharmaceutical compositions comprising the compounds. The compou

The Reaction of o-Aminoacetophenone N-Tosylhydrazone and CO2 toward 1,4-Dihydro-2H-3,1-benzoxazin-2-ones

A transition-metal-free reaction of o-aminoacetophenone N-tosylhydrazone and CO2 has been developed, leading to a series of 1,4-dihydro-2H-3,1-benzoxazin-2-ones in moderate to good yields. This procedure proceeds with the sequential fixation of CO2 by amino leading to carbamic acid and the intra- molecular insertion of hydroxyl to carbene. (Figure presented.).

NHC-Cu(I)-Catalyzed Friedl?nder-Type Annulation of Fluorinated o-Aminophenones with Alkynes on Water: Competitive Base-Catalyzed Dibenzo[b,f][1,5]diazocine Formation

An efficient, easily scalable synthesis of 4-trifluoromethylquinolines and naphthydrines (as well as their difluoro- and perfluoro-analogues) as a result of tandem direct catalytic alkynylation/dehydrative condensation of o-aminofluoromethylketones (o-FMKs), for the first time catalyzed by NHC-copper(I) complexes on water, is reported. A wide range of terminal alkynes is tolerated under the reaction conditions, including β-lactam-, steroid-, and sugar-derived ones, leading to desired quinolines and naphthydrines with good yields. Further investigations proved that o-FMKs could be efficiently transformed into a rare class of heterocyclic compounds - dibenzo[b,f][1,5]diazocines - by a base-catalyzed condensation, also on water. The developed method was applied for gram-scale synthesis of a fluorinated analogue of G protein-coupled receptor antagonist (GPR91).

Synthesis of 3-fluoromethyl-2,1-benzisoxazoles

A convenient synthetic method to access hitherto unknown 3-(trifluoromethyl)- and 3-(difluoromethyl)-2,1-benzisoxazoles by the reaction of sodium azide with 1-(2-halophenyl)-2,2,2-trifluoroethanones or 1-(2-halophenyl)-2,2-difluoroethanones was developed. 3-Fluoromethyl-2,1-benzisoxazoles are versatile precursors for o-fluoroacetylanilines.

Trifluoromethyl-promoted homocamptothecins: Synthesis and biological activity

The homocamptothecin (hCPT) represents a new class of topoisomerase inhibitor which combines enhanced plasma stability and strong antitumor activity. Fluorine imparts desirable characteristics to drugs by modulating both the pharmacokinetics and pharmacodynamic properties of a drug. Therefore, in an attempt to improve the antitumor activity of homocamptothecins, seven new 7-trifluoromethylated homocamptothecin derivatives were prepared by proline-catalyzed Friedlander annulation. The antitumor activity in vitro and in vivo on cancer cell lines, and inhibitory properties of topoisomerase I-mediated DNA cleavage of compounds 6c and 8b were evaluated. Several of these trifluoromethylated hCPT derivatives (such as 6a, 6b and 6c) possessed higher in vitro antitumor activity than topotecan (TPT). Especially, the compound 6c showed effective in vivo antitumor activity comparable to that of TPT.

An alternative route for synthesis of o-trifluoroacetylanilines as useful fluorine-containing intermediates

A series of o-trifluoroacetyl aniline derivatives were synthesized in three steps. In this method, we first utilized trifluoroacetic anhydride to introduce trifluoroacetyl group to the ortho position of aniline with higher yield than that of some previously reported methods. In addition, the procedure is shown to be highly regiospecific. This type of compounds can be used as the key intermediates in the preparation of a variety of inhibitors of HIV reverse transcriptase which is an important pharmacological target of many anti-AIDS agents.

Selective colorimetric sensing of anions in aqueous media through reversible covalent bonding

(Chemical Equation Presented) Selective colorimetric sensing of anions in aqueous media has been studied, which involves reversible covalent bonding as key binding interactions. By introducing a simple nitro chromophore into an o-(carboxamido)trifluoroace