1925-71-9

Usage

Type of compound

Heterocyclic organic compound

Structure

Five-membered ring with three carbon atoms, one nitrogen atom, and one sulfur atom

Substituents

2-(methylthio) and 5-phenyl groups

Pharmacological properties

Antimicrobial, antifungal, and anticancer activities

Applications

Medicinal and agricultural uses, development of new drugs and pharmaceutical products

Importance

Presence of methylthio and phenyl groups enhances biological activities, making it a significant molecule in medicinal chemistry and drug discovery research

Upstream product

• 7449-45-8 methyl N'-benzoylhydrazinocarbodithioate 
• 186581-53-3 diazomethane 
• 5585-19-3 2-phenyl-1,3,4-thiadiazole-5(4H)-thione 
• 7484-46-0 S-methyl benzenylmethylene hydrazine dithiocarboxylate 
• 670-54-2 ethenetetracarbonitrile 
• 5585-19-3 5-phenyl-1,3,4-thiadiazole-2-thiol 
• 74-88-4 methyl iodide 
• 2002-03-1 2-amino-5-phenyl-1,3,4-thiadiazole 
• 65-85-0 benzoic acid 
• 93-58-3 benzoic acid methyl ester 
• 74-87-3 methylene chloride 
• 613-94-5 benzoic acid hydrazide 
• 21048-05-5 N-methylbenzothiohydrazide 
• 20605-40-7 thiobenzoylhydrazine 

Downstream Products

• 131239-81-1 4-nitro-benzaldehyde (3-methyl-5-phenyl-3H-[1,3,4]thiadiazol-2-ylidene)-hydrazone 
• 92474-95-8 3-methyl-5-phenyl-3H-[1,3,4]thiadiazol-2-one hydrazone 
• 86738-35-4 2-(methylsulfonyl)-5-phenyl-1,3,4-thiadiazole 
• 5771-12-0 3-methyl-2-methylsulfanyl-5-phenyl-[1,3,4]thiadiazolium; methyl sulfate 
• 131620-14-9 3-methyl-5-phenyl-3H-[1,3,4]thiadiazol-2-one benzoylhydrazone 

Relevant academic research and scientific papers

Thiadiazole sulfone compound as well as preparation method and application thereof

The invention relates to the field of agricultural fungicides and discloses a thiadiazole sulfone compound as well as a preparation method and application thereof. The compound has a structure expressed by a formula (I) which is as shown in the descriptio

ZnCl2 catalyzed efficient synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole

New methods for the synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole have been described. No cyclizations took place in the absence of ZnCl 2. 1,3,4-Thiadiazoles are formed in the presence of ZnCl2 alone, whereas oxadiazoles are produced when a base such as Et3N or KOH was used along with ZnCl2. % Yields are optimized.

Synthesis and anticonvulsant activity of 5-aryl-1,3,4-thiadiazole derivatives

5-Aryl-1,3,4-thiadiazole derivatives were synthesized and tested for anticonvulsant activity using the pentylenetetrazole-induced lethal convulsion test. The results showed that 2-amino derivatives have anticonvulsant activity (LD50 > 500 mg kg-1) and this effect was not mediated through benzodiazepine receptors. The fluoro electron-withdrawing substituent on the phenyl ring did not potentiate the activity of the compounds.

CHEMICAL INTERACTIONS BETWEEN TETRACYANOETHYLENE AND S-METHYLDITHIOCARBAZATE AS WELL AS AZOMETHINE DERIVATIVES

The charge-transfer (CT) complexes of Shiff bases 2a-e derived from S-methyldithiocarbazate and tetracyanoethylene (TCNE) have been studied spectrophotometrically.S-methyldithiocarbazate 1 reacted with TCNE to yield 3-amino-4,5-dicyano-6-S-methyl-pyridazine 12 and 4,5-diamino-1,8-di-S-methylpyridazinopyridazine 13 via CT-complexes, whereas 2a-e reacted with TCNE to afford 3-aryl-4-amino-5-cyano-6-S-methylpyridazines 22 and 3-aryl-5-S-methyl-1,2,4-thiadiazoles 16. KEYWORDS: Schiff base, biological activity, methyldithiocarbazate, NMR spectra, IR spectra

A novel synthesis of thiadiazole and thiadiazine derivatives via charge-transfer complexation

S-Methyl dithiocarbazate 2 reacted with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) via the formation of charge-transfer (CT) complexes to give the thiadiazine derivative 19.The azomethine derivatives 1a-f reacted with both DDQ and 2,3-dicyano-1,4-naphthoquinone (DCNQ) via CT complexation to afford the bisazines 10a-f, the thiadiazole derivatives 11a-f and DDQ-H2 (12) as well as DCNQ-H2 (13).The mechanism of the formation of products 10-13 and 19 is discussed. - Keywords: charge-transfer complex; 1,3,4-thiadiazoles; 1,3,4-thiadiazines; dithiocarbazates; quinone.