84661-32-5

Upstream product

• 84661-50-7 5-amino-3-methyl-1,2-oxazole-4-carboxylic acid 
• 106-47-8 4-chloro-aniline 
• 17722-17-7 N-(4-chlorophenyl)-2-cyanoacetamide 

Downstream Products

• 201145-94-0 3-Methyl-5-[2,2,2-trichloro-eth-(E)-ylideneamino]-isoxazole-4-carboxylic acid (4-chloro-phenyl)-amide 
• 201146-04-5 5-{[1-[4-(2-Hydroxy-ethyl)-piperazin-1-yl]-meth-(E)-ylidene]-amino}-3-methyl-isoxazole-4-carboxylic acid (4-chloro-phenyl)-amide 
• 201146-10-3 3-Methyl-5-[N-(5-methyl-pyridin-2-yl)-formimidoylamino]-isoxazole-4-carboxylic acid (4-chloro-phenyl)-amide 
• 201145-98-4 N-[4-(4-Chloro-phenylcarbamoyl)-3-methyl-isoxazol-5-yl]-formimidic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of some substituted isoxazolo [5,4-d] pyrimidine-4(5H)-ones and their biological evaluation

Substituted anilines vk'ere condensed Wiih ethyl cyanoacetate in xylene to get corresponding 2-cyano-N-phenylacetamides 1a-1h, which upon reaction with sodium bicarbonate and acetic anhydride gave corresponding compounds 2-cyano-3-hydroxy-N-phenylbut-2-enamides 2a-2h, which further upon reaction with hydroxyl amine hydrochloride in methanol yielded corresponding 5-amino-3-methyl-N-phenylisoxazole-4-carboxamides 3a-3h. 3a-3h when treated with acetic anhydride and triethyl orthoformate, gave substituted isoxazolo [5,4-d] pyrimidin-4 (5H)-ones 4a-4h.

ortho-Substituted azoles as selective and dual inhibitors of VEGF receptors 1 and 2

We have developed a series of novel potent ortho-substituted azole derivatives active against kinases VEGFR-1 and VEGFR-2. Both specific and dual ATP-competitive inhibitors of VEGFR-2 were identified. Kinase activity and selectivity could be controlled by varying the arylamido substituents at the azole ring. The most specific molecule (17) displayed >10-fold selectivity for VEGFR-2 over VEGFR-1. Compound activities in enzymatic and cell-based assays were in the range of activities for reported clinical and development candidates (IC50 30 × 10-5 cm/min) is indicative of their potential for intestinal absorption upon oral administration.