98421-02-4

Usage

InChI:InChI=1/C10H9N3OS/c14-9-6-8(12-10(15)13-9)11-7-4-2-1-3-5-7/h1-6H,(H3,11,12,13,14,15)

Upstream product

• 1004-40-6 6-Amino-2-thiouracil 
• 142-04-1 aniline hydrochloride 
• 62-53-3 aniline 

Downstream Products

• 407627-38-7 1,2-dihydro-5-nitroso-6-(phenylamino)-2-thioxopyrimidin-4(3H)-one 
• 407627-18-3 ethyl (1-(p-chlorophenyl)-7-phenylamino-5-oxo-1,2,4-triazolo[4,3-a]pyrimidin-3-yl)carboxylate 
• 566163-94-8 methyl 5-oxo-1-phenyl-7-(phenylamino)-1,2,4-triazolo[4,3-a]pyrimidine-3-carboxylate 
• 1015763-70-8 6-anilino-2-methylthio-4-oxo-3,4-dihydropyrimidine 
• 120270-23-7 5-amino-6-anilino-1,2-dihydro-2-thioxopyrimidin-4(3H)-one 
• 407627-16-1 ethyl (1-phenyl-7-phenylamino-5-oxo-1,2,4-triazolo[4,3-a]pyrimidin-3-yl)carboxylate 

Relevant academic research and scientific papers

Structural-based design, synthesis, and antitumor activity of novel alloxazine analogues with potential selective kinase inhibition

Protein kinases are promising therapeutic targets for cancer therapy. Here, we applied multiple approaches to optimize the potency and selectivity of our reported alloxazine scaffold. Flexible moieties at position 2 of the hetero-tricyclic system were inc

Antitumor studies. Part 4: Design, synthesis, antitumor activity, and molecular docking study of novel 2-substituted 2-deoxoflavin-5-oxides, 2-deoxoalloxazine-5-oxides, and their 5-deaza analogs

Various novel 10-alkyl-2-deoxo-2-methylthioflavin-5-oxides and their 2-alkylamino derivatives were prepared by facile nitrosative cyclization of 6-(N-alkylanilino)-2-methylthiopyrimidin-4(3H)-ones followed by nucleophilic replacement of the 2-methylthio moiety by different amines, and acidic hydrolysis of the 2-methylthio moiety afforded the corresponding flavin derivatives. 2-Deoxo-2-methylthio-5-deazaalloxazines and 2-deoxo-2-methylthioalloxazine-5-oxides were also prepared by Vilsmeier reaction and by nitrosation of 6-anilino-2-methylthiopyrimidin-4(3H)-ones, respectively. Then, they were subjected to nucleophilic replacement with appropriate amines to produce the corresponding 2-alkylamino derivatives. Regiospecific N3-alkylation of 2-deoxo-2-methylthioalloxazine-5-oxides was carried out with various alkylating agents in the usual way. The antitumor activities against CCRF-HSB-2 and KB tumor cells have been investigated in vitro, and many compounds showed promising antitumor activities. Furthermore, AutoDock molecular docking into PTK (PDB: 1t46) has been done for lead optimization of the aforementioned compounds as potential PTK inhibitors.

Pteridines. Part LXXXVII. Synthesis and Properties of 8-Substituted 2-Thiolumazines

Various 8-substituted 2,8-dihydro-2-thioxopteridin-4(3H)-ones (14-21) and 2-(methylthio)pteridin-4(8H)-ones (27-32) have been synthesized by condensation of the appropriate 5-amino-6-(substituted amino)-1,2-dihydro-2-thioxopyrimidin-4(3H)-ones (22-34) and 5-amino-6-(substituted amino)-2-(methylthio)pyrimidin-4(3H)-ones (25,26), respectively, with glyoxal, biacetyl, and benzil.The presence of a quinonoid cross-conjugated ?-electron system makes this type of compounds susceptible to nucleophilic additions in position 7, which laeds to intramolecular (43,45) and intermolecular (44) covalent adducts.The newly synthesized compounds have been characterized by elemental analyses, pKa determinations, 1H-NMR and UV spectra.UV-Spectral changes in dependence of the pH are associated with the most appropriate molecular species including the monocations, neutral forms, covalent adducts, mono- and dianions.

Synthesis of 6-Anilino-2-thiouracils and Their Inhibition of Human Placenta Iodothyronine Deiodinase

Several 6-anilino-2-thiouracils were synthetized and tested for their ability to inhibit the inner-ring iodothyronine deiodinase from human placenta.The p-ethyl and p-n-butyl analogues were strongly inhibitory to the enzyme and were much more effective th