2727-69-7

Usage

InChI:InChI=1/C9H8F3NO/c1-6-3-2-4-7(5-6)13-8(14)9(10,11)12/h2-5H,1H3,(H,13,14)

Upstream product

• 98-16-8 3-trifluoromethylaniline 
• 144008-11-7 2,2,2-Trifluoro-N-m-tolyl-acetimidoyl iodide 
• 108-44-1 1-amino-3-methylbenzene 
• 76-05-1 trifluoroacetic acid 
• 108-24-7 acetic anhydride 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 33667-90-2 4-methyl-N-(m-tolyl)benzamide 
• 405-00-5 3-methyl-N-(2,2,2-trifluoroethyl)aniline 

Relevant academic research and scientific papers

I-Aza[2.2]metacyclophane: A ring strained secondary amine

1-Aza[2.2]metacyclophane (1), the hitherto most strained cyclophane with a free NH group in the bridge, is synthesised for the first time with a remarkable yield in the last step by a combination of an intramolecular C-C-coupling reaction and removal of t

Novel hybrid conjugates with dual estrogen receptor α degradation and histone deacetylase inhibitory activities for breast cancer therapy

Hormone therapy targeting estrogen receptors is widely used clinically for the treatment of breast cancer, such as tamoxifen, but most of them are partial agonists, which can cause serious side effects after long-term use. The use of selective estrogen receptor down-regulators (SERDs) may be an effective alternative to breast cancer therapy by directly degrading ERα protein to shut down ERα signaling. However, the solely clinically used SERD fulvestrant, is low orally bioavailable and requires intravenous injection, which severely limits its clinical application. On the other hand, double- or multi-target conjugates, which are able to synergize antitumor activity by different pathways, thus may enhance therapeutic effect in comparison with single targeted therapy. In this study, we designed and synthesized a series of novel dual-functional conjugates targeting both ERα degradation and histone deacetylase inhibiton by combining a privileged SERD skeleton 7-oxabicyclo[2.2.1]heptane sulfonamide (OBHSA) with a histone deacetylase inhibitor side chain. We found that substituents on both the sulfonamide nitrogen and phenyl group of OBHSA unit had significant effect on biological activities. Among them, conjugate 16i with N-methyl and naphthyl groups exhibited potent antiproliferative activity against MCF-7 cells, and excellent ERα degradation activity and HDACs inhibitory ability. A further molecular docking study indicated the interaction patterns of these conjugates with ERα, which may provide guidance to design novel SERDs or PROTAC-like SERDs for breast cancer therapy.

Carbon-Carbon Bond Formation of Trifluoroacetyl Amides with Grignard Reagents via C(O)-CF3 Bond Cleavage

The reaction of trifluoroacetyl amides with Grignard reagent for the substitution of CF3 group with various alkyl or aryl groups is described. A variety of aryl, quinolin-8-yl, and (hetero)alkyl functional groups as well as F, Cl, and Br atoms are well tolerated. These moisture-stable and easily available trifluoroacetyl amides can be conveniently obtained and used as new versatile precursors for isocyanates. The control experiments show that the reaction proceeds via an isocyanate intermediate and/or alkoxide/amide dual anionic intermediate.

A simple and efficient method for trifluoroacetylation of arylamines using trifluoroacetic acid and triphosgene

A simple and efficient one-pot procedure for trifluoroacetylation of arylamines using trifluoroacetic acid and triphosgene is reported. A mixed trifluoroacetic anhydride generated in situ reacts with a variety of arylamines to give the corresponding trifluroacetamides in high yields.

Trifluoroacetylation of arylamines using poly-phosphoric acid trimethylsilylester (PPSE)

A new, simple and useful procedure is described for the trifluoroacetylation of arylamines using trifluoroacetic acid and poly-phosphoric acid trimethylsilylester (PPSE) as the condensation agent.

Generation and Reaction of (N-Aryltrifluoroacetimidoyl)zinc Halide

(N-Aryltrifluoroacetimidoyl)zinc halides were easily generated at room temparature by the oxidative addition of imidoyl halides to activated zinc powder. zinc halides react with aldehydes to give the corresponding alcohols smoothly to excellent yields.These adducts could be readily transformed to the α-amino ketones.

Hydroxy pyrimido compounds

Compounds of the formula STR1 and tautomers thereof exhibit central nervous system stimulating properties and act as muscle relaxants.

Intermediates for certain benzothiadiazepine and benzothiadiazocine compounds

Compounds of the formula SPC1 Which exhibit central nervous system stimulating properties and act as muscle relaxants, and intermediate compounds therefore, are disclosed.