369-90-4

Upstream product

• 98-16-8 3-trifluoromethylaniline 
• 98-95-3 nitrobenzene 
• 100-02-7 4-nitro-phenol 
• 1840-19-3 1-isothiocyanato-3-trifluoromethyl-benzene 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 100-01-6 4-nitro-aniline 
• 401-81-0 m-trifluoromethylphenyl iodide 

Downstream Products

• 1611467-04-9 1-(4-{[3-(trifluoromethyl)phenyl]amino}phenyl)urea 

Relevant academic research and scientific papers

Ligand-Enabled Gold-Catalyzed C(sp2)-N Cross-Coupling Reactions of Aryl Iodides with Amines

The first example of ancillary (P,N)-ligand-enabled gold-catalyzed C-N cross-coupling reactions of aryl iodides with amines is reported. The high generality of the reaction in de novo synthesis, late-stage modifications, and cascade processes to access functionalized indolinones and carbazoles underscores the synthetic potential of the presented strategy. Monitoring the reaction with ESI-HRMS and NMR provided strong evidence for the in situ formation of putative high valent Au(III) intermediates.

Optimization of diaryl amine derivatives as kinesin spindle protein inhibitors

Structure-activity relationship studies of diaryl amine-type KSP inhibitors were carried out. Diaryl amine derivatives with a pyridine ring or urea group were less active when compared with the parent carboline and carbazole derivatives. Optimization studies of a lactam-fused diphenylamine-type KSP inhibitor revealed that the aniline NH group and 3-CF3 phenyl group were indispensable for potent KSP inhibition. Modification with a seven-membered lactam-fused phenyl group and a 4-(trifluoromethyl)pyridin-2-yl group improved aqueous solubility while maintaining potent KSP inhibitory activity. From these studies, we identified novel diaryl amine-type KSP inhibitors with a favorable balance of potency and solubility.

A new Synthesis of 4-Isothiocyanato-4'-nitrodiphenylamine (Amoscanate)

4-Isothiocyanato-4'-nitrodiphenylamine (amoscanate)(1a), an anthelmintic drug now under clinical trials, has been synthesized by the base-catalysed reaction of p-nitrophenol with either p-isothiocyanatophenyl isocyanate or 1,4-phenylenediisothiocyanate.