645405-25-0

Upstream product

• 14301-31-6 2-chloro-N-(2-(3,4-dimethoxyphenyl)ethyl)acetamide 
• 645405-18-1 4-chloro-5-hydroxy-2-(tetrahydro-2H-pyran-2-yl)-3(2H)-pyridazinone 
• 173206-13-8 4,5-dichloro-2-(tetrahydro-2H-pyran-2-yl)-3(2H)-pyridazinone 
• 173206-12-7 4-chloro-5-methoxy-2-(tetrahydro-2H-pyran-2-yl)-3(2H)-pyridazinone 
• 110-87-2 3,4-dihydro-2H-pyran 
• 100371-12-8 N-[2-(3,4-Dimethoxyphenyl)ethyl]glycolamide 
• 645405-29-4 2-[5-chloro-6-oxo-1-(tetrahydro-pyran-2-yl)-1,6-dihydro-pyridazin-4-yloxy]-N-[2-(3,4-dimethoxy-phenyl)-ethyl]-acetamide 

Downstream Products

• 1026630-32-9 4-[2-(3,4-dimethoxy-phenyl)-ethyl]-3-hydroxy-7-(tetrahydro-pyran-2-yl)-3,4-dihydro-2H,7H-pyridazino[4,5-b][1,4]oxazin-8-one 
• 911842-52-9 4-(2-bromo-4,5-dimethoxyphenethyl)-7-(tetrahydro-2H-pyran-2-yl)-2H-pyridazino[4,5-b][1,4]oxazine-3,8(4H,7H)-dione 
• 704894-92-8 7-benzyl-4-[2-(2-bromo-4,5-dimethoxyphenyl)ethyl]-4H,7H-pyridazino[4,5-b][1,4]oxazine-3,8-dione 

Relevant academic research and scientific papers

Novel formation of 1,3-oxazepine heterocycles via palladium-catalyzed intramolecular coupling reaction

The oxazepine ring systems containing pyridazinone moiety were constructed via palladium-catalyzed intramolecular coupling reaction. The best conditions for this reaction were Pd(OAc)2 as a palladium source, 1,1′-bis(diphenylphosphino)-ferrocene (DPPF) as the ligand, and K2CO3 as base at 80 °C in toluene. The products have potential applications as biological and medicinal relevant compounds.

Synthetic studies on isoquinoline derivatives with multidrug resistance (MDR) modulating activity

Tetrahydropyridazino-1,4-oxazinoisoquinoline derivatives with multidrug Resist. (MDR) modulating activity were designed and synthesized. A key step for cyclization of 1,4-oxazine ring was developed using K2CO3 and CH3CN in one-pot. Among prepared compounds, 2-(4-fluorobenzyl)-9,10-dimethoxy-12-methyl-6,7,11b,12-tetrahydropyridazino[4', 5',5,6] [1,4]oxazine-[3,4,-a]isoquinolin-1(2H)-one (1f) exhibited significant MDR reversing activity and low toxicity, which might be as potential MDR agent.

One-pot synthesis of pyridazino[1,4]oxazin-3-ones

Pyridazino[1,4]oxazin-3-ones were conveniently prepared in a one-pot condensation of N-substituted 2-chloroacetamides with various 5-chloro-pyridazin-6-ones via rearrangement of a spiro-aminoketal intermediate.

Novel synthesis of pyridazino[4,5-b][1,4]oxazin-3,8-diones

A novel and effective synthesis of pyridazino[4,5-b][1,4]oxazin-3,8-diones via Smiles rearrangement is presented. Treatment of N-substituted 2-chloro(or hydroxy)acetamide, 2-tetrahydropyranyl-4-chloro-5-hydroxy(or chloro)pyridazin-3-one and cesium carbonate in refluxing acetonitrile was afforded the corresponding pyridazino[4,5-b][1,4]oxazin-3,8-diones in excellent yield.