499197-64-7

Basic information

• Product Name: 1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)-3-BENZOYLTHIOUREA
• Synonyms: 1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)-3-BENZOYLTHIOUREA
• CAS NO: 499197-64-7
• Molecular Formula: C₁₆H₁₀F₆N₂OS
• Molecular Weight: 392.32
• Mol File: 499197-64-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)-3-BENZOYLTHIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)-3-BENZOYLTHIOUREA(499197-64-7)
• EPA Substance Registry System: 1-(3,5-BIS(TRIFLUOROMETHYL)PHENYL)-3-BENZOYLTHIOUREA(499197-64-7)

Safety Data

• Hazardous Substances Data: 499197-64-7(Hazardous Substances Data)

Upstream product

• 532-55-8 Benzoyl isothiocyanate 
• 328-74-5 3,5-Bis-(trifluoromethyl)aniline 
• 98-88-4 benzoyl chloride 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 175277-17-5 1-(3,5-bis(trifluoromethyl)phenyl)thiourea 
• 1189385-41-8 N-(3,5-di(trifluoromethyl)phenyl)-4-(4-chlorophenyl)thiazol-2-amine 

Relevant articles and documents

Synthesis and antitumor evaluation of 5-(benzo[: D] [1,3]dioxol-5-ylmethyl)-4-(tert -butyl)- N -arylthiazol-2-amines

A series of novel N-aryl-5-(benzo[d][1,3]dioxol-5-ylmethyl)-4-(tert-butyl)thiazol-2-amines (C1-C31) were synthesized and evaluated for their antitumor activities against HeLa, A549 and MCF-7 cell lines. Some tested compounds showed potent growth inhibition properties with IC50 values generally below 5 μM against the three human cancer cells lines. Compound C27 showed potent activities against HeLa and A549 cell lines with IC50 values of 2.07 ± 0.88 μM and 3.52 ± 0.49 μM, respectively. Compound C7 (IC50 = 2.06 ± 0.09 μM) was the most active compound against A549 cell line, while compound C16 (IC50 = 2.55 ± 0.34 μM) showed the best inhibitory activity against the MCF-7 cell line. The preliminary mechanism of the inhibitory effect was investigated via further experiments, such as morphological analysis by dual AO/EB staining and Hoechst 33342 staining, and cell apoptosis and cycle assessment by FACS analysis. The results illustrated that compound C27 could induce apoptosis and cause both S-phase and G2/M-phase arrests in HeLa cell line. Therefore, compound C27 could be developed as a potential antitumor agent.

Design, synthesis and evaluation of 2-aminothiazole derivatives as sphingosine kinase inhibitors

Sphingosine kinases (SphK1, SphK2) are main regulators of sphingosine-1-phosphate (S1P), which is a pleiotropic lipid mediator involved in numerous physiological and pathophysiological functions. SphKs are targets for novel anti-cancer and anti-inflammatory agents that can promote cell apoptosis and modulate autoimmune diseases. Herein, we describe the design, synthesis and evaluation of an aminothiazole class of SphK inhibitors. Potent inhibitors have been discovered through a series of modifications using the known SKI-II scaffold to define structure-activity relationships. We identified N-(4-methylthiazol-2-yl)-(2,4′-bithiazol)-2′-amine (24, ST-1803; IC50values: 7.3 μM (SphK1), 6.5 μM (SphK2)) as a promising candidate for further in vivo investigations and structural development.