4589-43-9

Upstream product

• 333-47-1 1-bromo-4-(trifluoromethyl)thiobenzene 
• 708-67-8 4-aminophenyl trifluoromethylsulfoxide 

Downstream Products

• 1178899-26-7 N-acetyl-S-(p-bromophenyl)-S-(trifluoromethyl)sulfilimine 
• 1199956-72-3 2-[5-bromo-2-(trifluoromethylsulfanyl)phenyl]acetonitrile 
• 1256347-10-0 4-bromophenyl-[4-(trifluoromethylsulfanyl)phenyl]-S-trifluoromethylsulfonium trifluoromethanesulfonate 
• 1421132-92-4 tris[4-({4-[(trifluoromethyl)sulfinyl]phenyl}ethynyl)phenyl]amine 
• 1421133-00-7 N-nonafluorobutylsulfonyl-S-trifluoromethyl-S-p-bromophenylsulfoximine 
• 1421133-03-0 (4-bromophenyl)(imino)(trifluoromethyl)-λ⁶-sulfanone 
• 1421132-94-6 tris[4-({4-[S-(trifluoromethyl)-N-(acyl)sulfinimidoyl]phenyl}ethynyl)phenyl]amine 
• 1421132-95-7 tris{4-[(4-{S-(trifluoromethyl)-N-[(trifluoromethyl)sulfonyl]sulfonimidoyl}phenyl)ethynyl]phenyl}amine 
• 1589535-02-3 5-(((3S)-4-(4-(N-methyl-S-(trifluoromethyl)sulfonimidoyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinyl)sulfonyl)-2-pyridinamine 
• 1572927-50-4 6-(((3S)-3-(1-propyn-1-yl)-4-(4-(S)-S-((trifluoromethyl)sulfonimidoyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridazinamine 
• 1572927-51-5 6-(((3S)-3-(1-propyn-1-yl)-4-(4-(R)-S-((trifluoromethyl)sulfonimidoyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridazinamine 
• 1572928-05-2 benzyl (3S)-3-(1-propyn-1-yl)-4-(4-(S-(trifluoromethyl)sulfonimidoyl)phenyl)-1-piperazinecarboxylate 
• 1572928-81-4 1-bromo-4-((S)-S-(trifluoromethyl)sulfonimidoyl)benzene 
• 1572928-82-5 1-bromo-4-((R)-S-(trifluoromethyl)sulfonimidoyl)benzene 

Relevant academic research and scientific papers

One pot synthesis of trifluoromethyl aryl sulfoxides by trifluoromethylthiolation of arenes and subsequent oxidation with hydrogen peroxide

Hydrogen peroxide was used for oxidation of various aryl trifluoromethyl sulfides. Trifluoroacetic acid was used as an activating solvent that enables non-catalyzed oxidation and increases selectivity for sulfoxide formation. As shown by oxidation of thianthrene TFA enhances electrophilic character of the oxidant and further oxidation of sulfoxide group is blocked. We have joined trifluoromethylthiolation of arenes using a modified Billard reagent (p-ClPhNHSCF3) with oxidation of aryl trifluoromethyl sulfides using 1.2 equiv. of 30% aqueous hydrogen peroxide and this one-pot process has superior yields than would have been obtained in a two step process.

General, practical and selective oxidation protocol for CF3s into CF3S(O) group

A simple and efficient protocol for the oxidation of trifluoromethyl, mono- and difluoromethyl sulfides to the corresponding sulfoxides without over-oxidation to sulfones, using TFPAA prepared in situ from trifluoroacetic acid and 15% H2O2 aqueous solution was developed. The methodology is suitable for a wide range of aromatic and aliphatic substrates in milligram and multigram scales.

Transfer of Electrophilic NH Using Convenient Sources of Ammonia: Direct Synthesis of NH Sulfoximines from Sulfoxides

A new system for NH transfer is developed for the preparation of sulfoximines, which are emerging as valuable motifs for drug discovery. The protocol employs readily available sources of nitrogen without the requirement for either preactivation or for met

FUSED IMIDAZOLE AND PYRAZOLE DERIVATIVES AS MODULATORS OF TNF ACTIVITY

A series of substituted benzimidazole, imidazo[1,2-a]pyridine and pyrazolo[1,5-a]pyridine derivatives, and analogues thereof, being potent modulators of human TNFα activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune and inflammatory disorders; neurological and neurodegenerative disorders; pain and nociceptive disorders; cardiovascular disorders; metabolic disorders; ocular disorders; and oncological disorders.

Small molecule disruptors of the glucokinase-glucokinase regulatory protein interaction: 3. Structure-activity relationships within the aryl carbinol region of the N-arylsulfonamido-N′-arylpiperazine series

We have recently reported a novel approach to increase cytosolic glucokinase (GK) levels through the binding of a small molecule to its endogenous inhibitor, glucokinase regulatory protein (GKRP) these initial investigations culminated in the identification of 2-(4-((2S)-4-((6-amino-3- pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1,3,3, 3-hexafluoro-2-propanol (1, AMG-3969), a compound that effectively enhanced GK translocation and reduced blood glucose levels in diabetic animals. Herein we report the results of our expanded SAR investigations that focused on modifications to the aryl carbinol group of this series. Guided by the X-ray cocrystal structure of compound 1 bound to hGKRP, we identified several potent GK-GKRP disruptors bearing a diverse set of functionalities in the aryl carbinol region. Among them, sulfoximine and pyridinyl derivatives 24 and 29 possessed excellent potency as well as favorable PK properties. When dosed orally in db/db mice, both compounds significantly lowered fed blood glucose levels (up to 58%).

TRICYCLIC ALKYNES THAT INTERACT WITH GLUCOKINASE REGULATORY PROTEIN

The present invention relates to tricyclic alkyne compounds of formula I that interact with glucokinase regulatory protein. In addition, the present invention relates to methods of treating type 2 diabetes, and other diseases and/or conditions where gluco

Novel 5-phenyl-1h-indole derivatives as antagonists of interleukine-8 receptors

The present invention relates to the 5-phenyl-1H-indole derivatives of formula (I): in which R1, R2, R3 and R4 are as defined in claim 1, and their pharmaceutically acceptable salts, solvates and hydrates. The i