37526-42-4

Usage

Uses

Used in Pharmaceutical Industry:
2,4,5-trimethyl-2,4-dihydro-3H-1,2,4-triazole-3-thione is used as a potential inhibitor of metalloenzyme carbonic anhydrase for its ability to interact with metalloenzymes, which can have therapeutic applications.
Used in Agricultural Industry:
2,4,5-trimethyl-2,4-dihydro-3H-1,2,4-triazole-3-thione is used as a precursor for the synthesis of various bioactive compounds, which can be utilized in the development of agrochemicals and pesticides.
Used in Cancer Research:
2,4,5-trimethyl-2,4-dihydro-3H-1,2,4-triazole-3-thione is used as a potential anti-cancer agent due to its studied properties that suggest it may have an impact on cancer cell growth and proliferation.
Used in Inflammation Treatment:
2,4,5-trimethyl-2,4-dihydro-3H-1,2,4-triazole-3-thione is used as a potential anti-inflammatory agent, indicating its possible role in reducing inflammation and related symptoms.
Used in Organic Synthesis:
2,4,5-trimethyl-2,4-dihydro-3H-1,2,4-triazole-3-thione is used as a valuable building block in organic synthesis due to its high stability and resistance to hydrolysis, which makes it suitable for the creation of complex organic molecules.

Upstream product

• 63299-86-5 acetaldehyde 2,4-dimethylthiosemicarbazone 
• 6621-75-6 2,4-dimethylthiosemicarbazide 
• 78-39-7 Triethyl orthoacetate 
• 133436-99-4 Acetylacetone 2,4-dimethylthiosemicarbazone 

Relevant academic research and scientific papers

A Study of the Behaviour of 2,4-Substituted Thiosemicarbazides toward Orthoesters: Formation of Mesoionic Compounds

The reactions beetwen 2,4-disubstituted thiosemicarbazides and orthoesters in refluxing xylene led to the formation of the 1,2,4-triazoline-5-thione ring and to the 1,2,4-triazolium-5-thiolate ring. The formation of the mesoionic componds is due to rearrangement of the easily available 2,4-disubstituted thiosemicarbazides to 1,4-disubstituted thiosemicarbazides under the reaction conditions adopted. This method can be usefully used for the synthesis of mesoionic compounds, especially in the case of the 2-methyl-4-phenylthiosemicarbazide.

Substituent Effect on Oxidative Cyclization of Aldehyde Thiosemicarbazones with Ferric Chloride

The reactivity of aldehyde thiosemicarbazones 1 with ferric chloride solutions was examined.When compounds 1 are not substituted on the N-2 nitrogen atom formation of 1,3,4-thiadiazole 3 heterocyclic ring was observed.In contrast 1,2,4-triazoline 4 and/or

SYNTHESIS OF PYRAZOLE, 1,3,4-THIADIAZOLE, AND 1,2,4-TRIAZOLE DERIVATIVES BY CONDENSATION OF 1,3-DIOXO COMPOUNDS WITH THIOSEMICARBAZIDE DERIVATIVES

The reaction of β-diketones with 2-unsubstituted thiosemicarbazides leads to the formation of the corresponding 1-thiocarbamoyl-5-hydroxy-2-pyrazolines, which readily undergo aromatization to give pyrazoles, while the reaction of benzoylacetaldehyde leads to the formation of the corresponding hydrazone.Acetylacetone 2-methyl- and 2,4-dimethylthiosemicarbazones are inclined to undergo tautomerization and, depending on the conditions, can exist in enehydrazine, hydrazone, 1,2,4-triazoline, and 1,3,4-thiadiazoline forms or mixtures of these forms.Upon heating these substances are converted to mixtures of the 1,3,5-trimethylpyrazole and the corresponding 1,2,4-triazoline-5-thione.The structures of the compounds were studied by means of IR and 1H, 13C, and 15N NMR spectroscopy and mass spectrometry.