40104-33-4

Upstream product

• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 
• 79-19-6 thiosemicarbazide 
• 98-03-3 thiophene-2-carbaldehyde 
• 7311-46-8 2-bromo-5-(chloromethyl)thiophene 

Relevant academic research and scientific papers

*SYNTHESIS AND PSYCHOTROPIC PROPERTIES OF AZOMETHINE dERIVATIVES OF tHIOPHENE

A series of azomethine derivatives was obtained by condensation of 2-thiophenaldehyde and 5-substituted (alkyl, bromine, tert-butyl, trimethylsilyl)-2-thiophenaldehydes with semicarbazide, thiosemicarbazide, aminohydantoin and 2-semicarbazide acetic acid.Their psychotropic activity was investigated.It was found that incorporation of a tert-butyl group in position 5 of the thiophene ring potentiates the toxicity of the compound. 5-Trimethylsilyl- and 5-tetr-butyl-2-thiophenaldehyde thiosemicarbazones exhibit elevated neurotropic activity.These compounds cause the stimmulating effect of phenamine to appear, increasing the motor activity of animals by two times and prolonging the effect of hexenal-induced sleep.Substitution of thiosemicarbazone by semicarbazone decreases the activity except for hexenal sleep, where the 5-tert-butyl-2-thiophenaldehyde semicarbazone was 1.5 times more active than the thiosemicarbazone.

Facile synthesis of novel fluorescent thiazole coumarinyl compounds: Electrochemical, time resolve fluorescence, and solvatochromic study

In this study, Benzocoumarin-Thiazoles-Azomethine derivatives with bioactive scaffolds were synthesized and characterized. The present investigation is concerned with the multistep synthesis of thiazole coumarinyl derivatives (5a-k), which were accomplished from naphthaldehyde, ethyl acetoacetate, and thiosemicarbazide. The formation of newly synthesized derivatives was confirmed by 1H NMR and 13C NMR spectroscopic studies. Thiazole coumarinyl derivatives were subjected to UV-Visible studies in different solvents such as ethanol, ethyl acetate, and DMF for solvatochromic studies. The synthesized coumarinyl thiazole compounds showed absorption in the range of 332-390 nm. Electrochemical studies were performed in DMSO and redox behavior was offered by thiazoles. Fluorescence of coumarinyl thiazole compounds were examined in ethanol, ethyl acetate, and DMF to visualize the solvent effect on the emitting ability of compounds. Fluorescence spectra of coumarinyl thiazoles expressed a sharp emission in the range 436-550 nm.

Biological evaluation and in silico molecular docking study of a new series of thiazol-2-yl-hydrazone conglomerates

A new series of hybridized thiazol-2-yl-hydrazone derivatives having diverse substituents were designed, synthesized, and screened for their anti-inflammatory property by a carrageenan-induced paw edema method. The compounds 11a, 11b, 11c, 11d, 11e, 11g, 11m and 11p revealed significant inhibition when compared to Diclofenac sodium. Subsequently, two highly potent compounds (11d and 11e) were evaluated for their cytotoxic effect on the tumor cell line. The binding interactions of thiazol-2-yl-hydrazones with the cyclooxygenase-2 (COX-2) protein (PDB: 3LN1) displayed effective interactions with Arg-120, Tyr-385 and Tyr-355 amino acids, the main criteria of the COX-2 inhibitor. In addition, all the compounds showed moderate to good in vitro antibacterial activity. Most active benzyloxy derivatives were also tested to understand the radical scavenging efficacy by the 2,2-diphenyl-1-picrylhydrazyl method. Graphical Abstract: [Figure not available: see fulltext.].

5-aryl-1,3,4-thiadiazole-based hydroxamic acids as histone deacetylase inhibitors and antitumor agents: Synthesis, bioevaluation and docking study

The search for newer histone deacetylase (HDAC) inhibitors has attracted a great deal of interest of medicinal chemists worldwide, especially after the first HDAC inhibitor (Zolinza , widely known as SAHA or Suberoylanilide hydroxamic acid) was approved by the FDA for the treatment of Tcell lymphoma in 2006. As a continuity of our ongoing research in this area, we designed and synthesized a series of 5-aryl-1,3,4-thiadiazole-based hydroxamic acids as analogues of SAHA and evaluated their biological activities. Most of the compounds in this series, e.g. compounds with 5-aryl moiety being 2-furfuryl (5a), 5-bromofuran-2-yl (5b), 5-methylfuran-2-yl (5c), thiophen-2-yl (5d), 5-methylthiophen-2-yl (5f) and pyridyl (5g-i), were found to have potent anticancer cytotoxicity with IC50 values of generally 5-to 10-fold lower than that of SAHA in 4 human cancer cell lines assayed. Those compounds with potent cytotoxicity were also found to have strong HDAC inhibition effects. Docking studies revealed that compounds 5a and 5d displayed high affinities towards HDAC2 and 8.