39083-15-3

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 67, p. 2197, 1945 DOI: 10.1021/ja01228a042

Upstream product

• 17356-08-0 thiourea 
• 607-97-6 ethyl 2-ethyl-3-oxobutanoate 
• 51756-08-2 methyl 2-ethyl-3-oxobutanoate 

Downstream Products

• 727385-52-6 6-ethyl-7-methyl-3-(4-methylphenylsulfonylmethyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one 
• 90197-47-0 5-ethyl-3,6-dimethyl-1H-pyrimidine-2,4-dione 
• 79871-83-3 2-(5-acetylamino-3-methyl-1-pyrazolyl)-5-ethyl-6-methyl-4(3H)-pyrimidinone 

Relevant academic research and scientific papers

NOVEL ANTIPARASITIC COMPOUNDS AND METHODS

Novel compounds for treating or inhibiting leishmaniasis and other parasitic protozoan diseases are disclosed herein. The compounds bind to Leishmania tubulin, induce parasite microtubule polymerization, stall Leishmania cell division, and have broad antiparasitic activity.

Synthesis and Functionalization of 5-Alkyl-6-methyl-2-thiouracils

Abstract: A number of 5-alkyl-6-methyl-2-thiouracils were obtained, the further introduction of which into the reaction with dialkyl chloroethynylphosphonates afforded a series of new dialkyl (6-alkyl-5-oxo-7-methyl-5H-thiazolo[3,2-a]pyrimidin- 3-yl)phosphonates.

Synthesis and evaluation of 5,6-disubstituted thiopyrimidine aryl aminothiazoles as inhibitors of the calcium-activated chloride channel TMEM16A/Ano1

Transmembrane protein 16A (TMEM16A), also called Ano1, is a Ca2+ activated Cl? channel expressed widely in mammalian epithelia, as well as in vascular smooth muscle and some tumors and electrically excitable cells. TMEM16A inhibitors have potential utility for treatment of disorders of epithelial fluid and mucus secretion, hypertension, some cancers and other diseases. 4-Aryl-2-amino thiazole T16Ainh-01 was previously identified by high-throughput screening. Here, a library of 47 compounds were prepared that explored the 5,6-disubstituted pyrimidine scaffold found in T16Ainh-01. TMEM16A inhibition activity was measured using fluorescence plate reader and short-circuit current assays. We found that very little structural variation of T16Ainh-01 was tolerated, with most compounds showing no activity at 10 μM. The most potent compound in the series, 9bo, which substitutes 4-methoxyphenyl in T16Ainh-01 with 2-thiophene, had IC50 ～1 μM for inhibition of TMEM16A chloride conductance.

Microwave-assisted synthesis of substituted: 2-(benzylthio)imidazo[1,2a] pyrimidin-5-ones

A microwave-assisted solid-phase synthesis of 2-(benzylthio)imidazo[1,2a] pyrimidin-5-ones has been developed. Using microwave irradiation, the reaction time was significantly reduced from a few days to 80 min. A representative set of 10 2-(benzylthio)-6,7-substituted-imidazo[1,2a]pyrimidin-5-ones was prepared. These compounds were subsequently N-alkylated and formylated in good yields.

Microwave promoted efficient synthesis of substituted uracils and thiouracils under solvent-free conditions

Several substituted uracils and thiouracils were synthesized in good yields by one-pot condensation reaction of methyl or ethyl β-ketoesters and urea (or thiourea) in solvent-free conditions under microwave irradiation and in short time.