64612-84-6

Upstream product

• 2361-27-5 2-thienylhydrazide 
• 103-72-0 phenyl isothiocyanate 
• 2810-04-0 Ethyl thiophene-2-carboxylate 
• 5285-87-0 phenyl thiocyanate 

Downstream Products

• 57600-04-1 4-phenyl-5-(thien-2-yl)-4H-3-mercapto-1,2,4-triazole 
• 91872-13-8 N-phenyl-5-(thiophene-2-yl)-1,3,4-oxadiazol-2-amine 
• 60870-49-7 5-(furan-2-yl)-N-phenyl-1,3,4-oxadiazol-2-amine 
• 1442122-48-6 2-[(dipropylamino)methyl]-4-phenyl-5-(2-thienyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 
• 1442122-47-5 2-[(4-methylpiperidin-1-yl)methyl]-4-phenyl-5-(2-thienyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 
• 930921-07-6 2-(morpholin-4-ylmethyl)-4-phenyl-5-(2-thienyl)-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

Synthesis and anti-endoplasmic reticulum stress activity of N-substituted-2-arylcarbonylhydrazinecarbothioamides

Misfolded or unfolded proteins are accumulated in lumen of endoplasmic reticulum (ER) in ER stress condition. It has been implicated in many pathological conditions such as Alzheimer’s disease, diabetic retinopathy, atherosclerosis, β-cell apoptosis and lung inflammation. We found a series of N-substituted-2-arylcarbonylhydrazinecarbothioamides to potently decrease ER stress signal, showing up to almost 300-fold better activity than 1-hydroxynaphthoic acid and tauro-ursodesoxycholic acid, positive controls, respectively. Structure?activity relationship (SAR) study showed that 2-arylcarbonyl moiety is critical for the activity of the hydrazinecarbothioamide analogues and side chains tethering on thioamide moiety were relatively insensitive to the activity. Some analogues were found to consistently exert the potency under more physiologically relevant condition where ER stress was induced by palmitic acid. ER stress markers such as CHOP and phosphorylated eIF2α and PERK were accordingly decreased in western blotting upon treatment of compound 4h. Potential ER stress inhibitory activity and novel structures could provide a novel platform for new chemical chaperone and therapy for protein misfolding diseases.

1,4-disubstituted thiosemicarbazide derivatives are potent inhibitors of toxoplasma gondii proliferation

A series of 4- Arylthiosemicarbazides substituted at the N1 position with a 5-membered heteroaryl ring was synthesized and evaluated in vitro for T. gondii inhibition proliferation and host cell cytotoxicity. At non- Toxic concentrations for the host cells all studied compounds displayed excellent anti-parasitic effects when compared to sulfadiazine, indicating a high selectivity of their anti-T. gondii activity. The differences in bioactivity investigated by DFT calculations suggest that the inhibitory activity of 4- Arylthiosemicarbazides towards T. gondii proliferation is connected with the electronic structure of the molecule. Further, these compounds were tested as potential antibacterial agents. No growth-inhibiting effect on any of the test microorganisms was observed for all the compounds, even at high concentrations.

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

Synthesis and biological activities of some novel aminomethyl derivatives of 4-substituted-5-(2-thienyl)-2,4-dihydro-3H-1,2,4-triazole-3-thiones

A novel series of compounds were synthesized by cyclic condensation reaction of substituted isothiocyanate (2a-c) with 2-thiophenecarboxylic acid hydrazide (1) in the presence of ethyl alcohol, to obtain intermediate thiosemicarbazides (3a-c), which were further treated with sodium hydroxide in the presence of ethanol to obtain triazole derivatives (4a-c). The latter were refluxed with substituted secondary amines and formaldehyde for 6-10 h to afford Mannich bases (5a-k). The synthesized compounds were characterized on the basis of their spectral (IR, 13C and 1H NMR) data and evaluated for biological activities. Some of the compounds were found to exhibit significant antimicrobial and antioxidant activity.

Chemical and pharmacological properties of 3-(thiophen-2-yl)-4-substituted- Δ2-1,2,4-triazoline-5-thiones

Three 3-(thiophen-2-yl)-4-substituted-Δ2-1,2,4-triazoline-5-thiones were synthesized by intramolecular cyclization of 1-(thiophen-2-ylcarbonyl)-4- substituted thiosemicarbazides in alkaline medium. Their effects on the central nervous system (CNS) of mice

Triazole derivatives as non-nucleoside inhibitors of HIV-1 reverse transcriptase-Structure-activity relationships and crystallographic analysis

A series of 3,4,5-trisubstituted 1,2,4-4H triazole derivatives was synthesized and investigated for HIV-1 reverse transcriptase inhibition. An X-ray structure with HIV-1 RT secured the binding mode and allowed the key interactions with the enzyme to be identified.