865442-89-3

Upstream product

• 123-54-6 acetylacetone 
• 333-20-0 potassium thioacyanate 
• 1694-29-7 3-chloropentane-2,4-dione 
• 95-53-4 o-toluidine 
• 614-78-8 o-tolylthiourea 
• 3043-28-5 3-bromopentane-2,4-dione 

Downstream Products

• 1257438-66-6 1-[2-(2-methylphenylamino)-4-methyl-thiazole-5-yl]-3-(4-chlorophenyl)-propen-1-one 
• 1257438-67-7 1-[2-(2-methylphenylamino)-4-methyl-thiazole-5-yl]-3-(2-chlorophenyl)-propen-1-one 
• 1257438-70-2 1-[2-(2-methylphenylamino)-4-methyl-thiazole-5-yl]-3-(3,4,5-trimethoxyphenyl)-propen-1-one 
• 1257438-69-9 1-[2-(2-methylphenylamino)-4-methyl-thiazole-5-yl]-3-phenyl-propen-1-one 
• 1257438-68-8 1-[2-(2-methylphenylamino)-4-methyl-thiazole-5-yl]-3-(3-methoxyphenyl)-propen-1-one 
• 1333391-33-5 {4-[2-(o-tolyl(methyl)amino)-4-methylthiazol-5-yl]pyrimidin-2-yl}-N-phenylamine 
• 1286260-95-4 {4-[2-(o-tolyl(methyl)amino)-4-methylthiazol-5-yl]pyrimidin-2-yl}-m-tolylamine 
• 1333391-34-6 {4-[2-(o-tolyl(methyl)amino)-4-methylthiazol-5-yl]pyrimidin-2-yl}-(3-chlorophenyl)amine 
• 1286260-96-5 3-dimethylamino-1-[4-methyl-2-(methyl(o-tolyl)amino)thiazol-5-yl]propenone 

Relevant academic research and scientific papers

Mechanochemical synthesis of 5-acetylthiazole: A step toward green and sustainable chemistry

Mechanochemical synthesis of 5-acetylthiazole derivatives by one-pot three-component procedure over Silica Sulfuric acid under solvent-free conditions, has been developed. The durability of the catalyst was tested. The environmentally benign protocol introduced herein characterized by no hazardous organic solvent used, recyclability of the catalyst up to five runs without loss of its catalytic activity and high yields of products that confirm the utilization of some green chemistry principles in the mentioned protocol.

Visible Light-Mediated Coupling of Thioureas and 1,3-Dicarbonyls: Towards a Leaving Group-Free Synthesis of Aminothiazoles

A synthesis of aminothiazoles from various 1,3-dicarbonyls and thioureas without a leaving group has been developed. The reaction is photocatalyzed by tetraiodofluorescein, an organic dye. Under irradiation with green LEDs, a sulfur radical is generated in situ from thiourea, followed by addition to the enol tautomer, forming the aminothiazole backbone. This novel strategy provides a greener alternative to the traditional leaving group protocols, with excellent atom economy. (Figure presented.).

Synthesis of 5-acetyl-2-arylamino-4-methylthiazole thiosemicarbazones under microwave irradiation and their in vitro anticancer activity

A series of 21 new tri- and tetra-cyclic thiosemicarbazone derivatives were prepared via the condensation of morpholine, piperazine or N-(4-methoxyphenyl)piperazine with seven methyl hydrazine-carbodithioate derivatives of 5-acetyl-2-arylamino-4-methylthiazoles under microwave irradiation. All compounds were tested for their cytotoxic activity in vitro against human gastric, lung and breast cancer cell lines. The results showed that some of the compounds displayed moderate anticancer activity. The most potent compound, a morpholinosubstituted analogue, exhibited significant activity against human breast cancer cells.

Synthesis of novel thiazolyl-pyrimidines and their anticancer activity in vitro

A series of novel compounds 7-43 were prepared via the condensation of enaminones 4a-h and the guanidines carbonate 6a-f. The structures of these newly synthesized compounds were confirmed by 1H-NMR, MS, EA and IR. All the compounds were tested for their cytotoxic activity in vitro against human cancer cell lines including Ishikawa, A549, BEL-7404, SPC-A-01 and SGC-7901. Most of them showed moderate cytotoxic against the tested cell lines. Among them, the most potent compounds 9 and 30 exhibited more efficient activity against Ishikawa, A549. Thiazolyl-pyrimidines were synthesized by the general pyrimidine condensation of Bredereck and their in-vitro anticancer activities were evaluated. Copyright

Study on condensation of N-aryl thioureas with 3-bromo-acetylacetone: Synthesis of aminothiazoles and iminodihydrothiazoles, and their in vitro antiproliferative activity on human cervical cancer cells

The condensation of N-aryl thioureas with 3-bromo-acetylacetone in neutral solvent acetone not only led to 5-acetyl-4-methyl-2-(substituted anilino) thiazoles 3 but also 2-imino-3-(substituted phenyl)-4-methyl-5-acetyl-2,3- dihydrothiazoles 4. Further study found that different reaction solvents displayed an important role toward the ratio of aminothiazoles 3 and iminodihydrothiazoles 4, and the reaction scope was extended. A plausible mechanism involving solvent effect and in situ hydrobromic acid catalyzation was proposed. Some selected isomers exhibited moderate in vitro antiproliferative activity on human cervical cancer cell lines (Hela, Siha).

Synthesis and anticancer evaluation of thiazolyl-chalcones

Thirty-seven (E)-1-(4-methyl-2-arylaminothiazol-5-yl)-3-arylprop-2-en-1- ones were synthesized via Claisen-Schmidt condensation of 1-(4-methyl-2- (arylamino)thiazol-5-yl)ethanone with the corresponding arylaldehydes. All these thiazolyl-chalcones were cha