212622-34-9

Upstream product

• 1191453-92-5 4-chloro-5-phenoxy-2-(tetrahydro-pyran-2-yl)-2H-pyridazin-3-one 
• 932-22-9 4,5-dichloro-2H-pyridazin-3-one 
• 108-95-2 phenol 
• 97137-15-0 1-acetoxymethyl-4,5-dichloropyridazin-6-one 
• 51355-97-6 4,5-dichloro-2-(hydroxymethyl)pyridazin-3(2H)-one 
• 220663-04-7 1-(acetoxymethyl)-5-chloro-4-phenoxypyridazin-6-one 
• 51356-03-7 4,5-dichloro-2-chloromethyl-pyridazin-3(2H)-one 
• 134541-32-5 4,5-Dichloro-2-(1,1-dibromo-2-oxo-propyl)-2H-pyridazin-3-one 
• 220663-03-6 4-chloro-2-(chloromethyl)-5-phenoxypyridazin-3-(2H)-one 

Downstream Products

• 1191453-93-6 5-phenoxy-2H-pyridazin-3-one 
• 42190-50-1 4-chloro-5-phenoxy-2-phenyl-3(2H)-pyridazinone 
• 214556-07-7 4-chloro-2-methyl-5-phenoxypyridazin-3(2H)-one 

Relevant academic research and scientific papers

PYRIDAZINONE GLUCOKINASE ACTIVATORS

Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of metabolic diseases and disorders such as, for example, type II diabetes mellitus.

Direct functionalization of 4,5-dichloropyridazin-6-one

Direct functionalization of 4,5-dichloropyridazin-6-one with some nucleophiles in seven solvents gave regioselectively 5-halo- 4-substituted-pyridazin-6-ones as main product. Reaction of 4,5- dichloropyridazin-6-one with 2-mercaptopyrimidine (2 equivalents) also afforded 4,5-di(pyrimidin-2-ylsulfanyl)pyridazin-6-one as the main product.

Retro-ene reaction, VI. Functionalization of 4,5-dihalopyridazin-6-ones using 1-acetyloxymethyl-4,5-dihalopyridazin-6-ones as the 1-o, 3-n, 5-o ene- adduct

Functionalization of 1-acetyloxymethyl-4,5-dihalopyridazin-6-ones via retro-ene reaction with some nucleophiles gave regioselectively only 5-halo- 4-substitutedpyridazin-6-ones.

Retro-ene reaction. V. Functionalization of 4,5-dihalopyridazin-6-ones using 1-hydroxymethyl-4,5-dihalopyridazin-6-ones as 1-O, 3-N, 5-O ene- adducts

Functionalization of 1-hydroxymethyl-4,5-dihalopyridazin-6-ones via a retro-ene reaction with some nucleophiles gave regioselectively only 5-halo- 4-substitutedpyridazin-6-ones.

Reaction of 1-chloromethyl-4,5-dichloropyridazin-6-one

Reaction of 1-chloromethyl-4,5-dichloropyridazin-6-one with some nucleophiles such as sodium methoxide, sodium azide, 2-mercaptopyrimidine and phenol gave 2, 3, 4, 7, 8 and 10. 5-Chloro-4-phenoxypyridazin-6-one (10) was also synthesized from 8 through 9.

Functionalization of 4,5-Dihalopyridazin-6-ones Using 1-(1,1-Dibromo-2-oxopropyl) Derivatives

Functionalization of 4,5-dihalopyridazin-6-ones using 1-(1,1-dibromo-2-oxopropyl)-4,5-dihalopyridazin-6-ones with some nucleophiles gave regioselectively only 5-halo-4-substituted-pyridazin-6-ones.