38901-29-0

Usage

Uses

Used in Pharmaceutical and Medicinal Chemistry:
4-[2-(TRIFLUOROMETHYL)PHENYL]-3-THIOSEMICARBAZIDE is used as an antimicrobial and antifungal agent for its potential to combat various microorganisms, contributing to the development of new drugs and therapies.
Used in Chemical Synthesis and Coordination Chemistry:
As a thiosemicarbazide derivative, 4-[2-(TRIFLUOROMETHYL)PHENYL]-3-THIOSEMICARBAZIDE is used in the formation of metal complexes, which is valuable for research and applications in coordination chemistry.
Used in Agricultural and Environmental Science:
4-[2-(TRIFLUOROMETHYL)PHENYL]-3-THIOSEMICARBAZIDE is used as an antimicrobial agent in agriculture to protect crops from diseases and in environmental science to control microbial growth in various settings.

InChI:InChI=1/C8H8F3N3S/c9-8(10,11)5-3-1-2-4-6(5)13-7(15)14-12/h1-4H,12H2,(H2,13,14,15)

Upstream product

• 1743-86-8 2-(trifluoromethyl)phenyl isothiocyanate 

Downstream Products

• 186371-11-9 3-hydroxy-5-[(5-nitrothiazol-2-yl)mercapto]-4-[2-(trifluoromethyl) phenyl]-1,2,4-triazole 
• 1333495-00-3 2-(5-nitro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-N-[2-(trifluoromethyl)phenyl]-1-hydrazinecarbothioamide 
• 1332336-85-2 2-[2-oxo-5-(trifluoromethoxy)-1,2-dihydro-3H-indol-3-ylidene]-N-[2-(trifluoromethyl)phenyl]-1-hydrazinecarbothioamide 
• 1221255-93-1 N-(2-(trifluoromethyl)phenyl)-2-(quinolin-2-ylmethylene)hydrazinecarbothioamide 
• 76457-75-5 4-Methylthio-4-(α,α,α-trifluoro-o-tolyl)-4H-1,2,4-triazole 

Relevant academic research and scientific papers

A series of α-heterocyclic carboxaldehyde thiosemicarbazones inhibit topoisomerase IIα catalytic activity

A series of novel thiosemicarbazone derivatives bearing condensed heterocyclic carboxaldehyde moieties were designed and synthesized. Among them, TSC24 exhibited broad antiproliferative activity in a panel of human tumor cells and suppressed tumor growth in mice. The mechanism research revealed that TSC24 was not only an iron chelator but also a topoisomerase IIα catalytic inhibitor. Its inhibition on topoisomerase IIα was due to direct interaction with the ATPase domain of topoisomerase IIα which led to the block of ATP hydrolysis. Molecular docking predicted that TSC24 might bind at the ATP binding site, which was confirmed by the competitive inhibition assay. These results about the mechanisms involved in the anticancer activities of thiosemicarbazones will aid in the rational design of novel topoisomerase II-targeted drugs and will provide insights into the discovery and development of novel cancer therapeutics based on the dual activity to chelate iron and to inhibit the catalytic activity of topoisomerase IIα.

Antiimplantation Agents: Part I - 1-Arylthiosemicarbazides

Several 1-arylthiosemicarbazides, 2-arylhydrazinothiazolines and 2-arylhydrazinodihydrothiazines have been examined for their antiimplantation activity in rats.Among the active compounds, 4-methyl-1-(3,5-bistrifluoromethylphenyl)thiosemicarbazide (3, C 2696-Go) and the corresponding 4,4-dimethyl (47), ethyl (4), n-butyl (5) and allyl (6) derivatives completely inhibit implantation at doses 10, 3, 20, 20 and 30 mg/kg respectively.The 3,4-dichlorophenyl analogue (32) is effective at a dose of 30 mg/kg. 2-(3,5-Bistrifluoromethylphenyl)hydrazinothiazoline (51) and the corresponding dihydrothiazine (63) show a weaker activity.The biological profile of C 2696-Go has been investigated in detail.It appears to prevent implantation by its antiuterotropic activity and ability to inhibit desiduoma formation.