38240-76-5

Usage

Chemical class

Thiosemicarbazides

Appearance

White to off-white crystalline powder

Solubility

Sparingly soluble in water

Melting point

Around 180-183°C

Pharmacological activities

Anti-cancer, anti-inflammatory, and antimicrobial properties

Efficacy

Inhibits the growth of cancer cells, reduces inflammation, and demonstrates antimicrobial activity against a range of bacteria and fungi

Potential

Further research and development in the field of medicinal chemistry and drug discovery.

InChI:InChI=1/C15H15N3OS/c1-11-7-9-13(10-8-11)16-15(20)18-17-14(19)12-5-3-2-4-6-12/h2-10H,1H3,(H,17,19)(H2,16,18,20)

Upstream product

• 613-94-5 benzoic acid hydrazide 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 96989-50-3 di-2-pyridyl thionocarbonate 
• 106-49-0 p-toluidine 
• 93-99-2 benzoic acid phenyl ester 
• 5285-74-5 4-tolyl thiocyanate 

Downstream Products

• 63314-61-4 N-(4-methylphenyl)-5-phenyl-1,3,4-thiadiazol-2-amine 
• 109940-94-5 N-(phenyl-[1,3,4]thiadiazol-2-yl)-N-p-tolyl-acetamide 
• 1617-95-4 5-phenyl-N-(p-tolyl)-1,3,4-oxadiazol-2-amine 
• 63314-58-9 4-(4-methylphenyl)-5-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione 

Relevant academic research and scientific papers

A KHSO4 mediated facile synthesis of 2-amino-1,3,4-oxadiazole derivatives

A novel, efficient and mild KHSO4 mediated synthesis for 2-amino-1,3,4-oxadiazoles has been established via the cyclodesulfurization of benzoylhydrazine and isothiocyanate derivatives in one pot. The reactions proceeded smoothly at room tempera

Design and Synthesis of 1,3,4-Thiadiazole Derivatives as Novel Anticancer and Antitubercular Agents

A series of novel 5-phenyl-substituted 1,3,4-thiadiazole-2-amines were designed, synthesized, and screened for their antitumor and antitubercular activities. The target compounds were synthesized starting from isocyanates and acid hydrazides by convention

Antimicrobial and Physicochemical Characterizations of Thiosemicarbazide and S-Triazole Derivatives

Two series of thiosemicarbazide derivatives and three series of s-triazole derivatives have been synthesized. All of these compounds were tested for their in vitro antibacterial activity against Gram-positive and Gram-negative bacterial strains. Among tested thiosemicarbazide derivatives, the best bioactivity was detected for two 1-formylthiosemicarbazides with 3-/4-tolyl substitution (1 l, 1 m) (MICs range between 31.25 and 250 μg/mL). All tested s-triazole derivatives exhibited lower antibacterial activity than their acyclic precursors.

A new and efficient synthesis of 1,3,4-oxadiazole derivatives using TBTU

An efficient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from isothiocyanates and hydrazides through cyclodesulfurization in the presence of (O-(benzotriazol-1-yl)-N,N,N′, N′-tetramethyluronium tetrafluoroborate) TBTU as an uronium cou

Desulfurization strategy in the construction of azoles possessing additional nitrogen, oxygen or sulfur using a copper(I) catalyst

A tandem and convergent approach to various N-, O-, or S-containing azoles has been developed by exploiting the thiophilic property of copper( I) iodide used in a catalytic quantity. The present protocol gives access to amino-substituted tetrazoles, triazoles, oxadiazoles and thiadiazoles via oxidative desulfurization of their respective precursors followed by inter- or intramolecular attack of suitable nucleophiles. For aminotetrazoles and triazoles an excellent regioselectivity has been achieved through proper tuning of the pKa values of the parent amines attached to unsymmetrical thioureas. The method represents an autocatalytic process in which copper( I) iodide gets converted to copper(II) sulfide which in turn transforms to active copper(II) oxide that effectively carries forward the catalytic cycle. The fate of the copper catalyst has also been studied using scanning electron microscopic (SEM) and energy-dispersive X-ray spectroscopic (EDS) analyses which give an insight into the mechanism for this catalytic process.

Convenient synthesis of 4H-1,2,4-triazole-3-thiols using di-2-pyridylthionocarbonate

We report here the convenient synthesis of 4H-1,2,4-triazole-3-thiols using di-2-pyridyl-thionocarbonate as the thiocarbonyl transfer reagent. This method is suitable for microplate parallel synthesis and produces samples in screening-ready condition. It

1,3,4-Thiadiazole derivatives. Synthesis, structure elucidation, and structure-antituberculosis activity relationship investigation

A series of 2,5-disubstituted-1,3,4-thiadiazoles were synthesized, the compounds structures were elucidated and screened for the antituberculosis activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system. Among the tested compounds, 2-phenylamino-5-(4-fluorophenyl) -1,3,4-thiadiazole 22 showed the highest inhibitory activity. The relationships between the structures of compounds and their antituberculosis activity were investigated by the Electronic-Topological Method (ETM) and feed forward neural networks (FFNNs) trained with the back-propagation algorithm. As a result of the approach, a system of pharmacophores and anti-pharmacophores has been found that effectively separates compounds of the examination set into groups of active and inactive compounds. The system can be applied to the screening and design of new active compounds possessing skeletons similar to those used in the present study.