23239-13-6

Usage

Uses

Used in Pharmaceutical Industry:
5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE is used as a building block for the synthesis of various biologically active compounds due to its unique chemical structure and pharmacological properties.
Used in Anti-inflammatory Applications:
5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE is used as an anti-inflammatory agent for its potential to modulate the activity of certain enzymes and receptors in the body, providing relief from inflammation.
Used in Analgesic Applications:
5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE is used as an analgesic agent for its potential to alleviate pain by modulating the activity of pain-related enzymes and receptors.
Used in Neurological Disease Treatment:
5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE is used in the treatment of various neurological diseases and disorders due to its potential therapeutic effects and ongoing research in this area.
Used in Drug Discovery and Medicinal Chemistry Research:
5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE is used as a valuable target for further research and development in the field of drug discovery and medicinal chemistry, given its promising pharmacological properties and potential applications in various therapeutic areas.

InChI:InChI=1/C11H12N2O2/c14-7-9-6-10(15)12-13-11(9)8-4-2-1-3-5-8/h1-5,9,14H,6-7H2,(H,12,15)

Upstream product

• 21034-22-0 β-benzoyl-γ-butyrolactone 
• 2051-95-8 succinylbenzene 

Downstream Products

• 101563-76-2 5-hydroxymethyl-4-methyl-6-phenylpyridazin-3(2H)-one 
• 101563-66-0 6-phenyl-5-hydroxymethyl-2H-pyridazin-3-one 
• 33048-55-4 5-Methyl-6-phenyl-3(2H)-pyridazinone 
• 132814-17-6 6-phenyl-5-hydroxymethyl-4,5-dihydro-2H-pyridazin-3-one acetate 
• 194354-71-7 6-phenyl-5-formyl-4,5-dihydro-3(2H)-pyridazinone 
• 101563-74-0 4-aldehydo-3-phenyl-6-methylpyridazine 
• 101563-72-8 6-phenyl-5(α-hydroxyethyl)-pyridazin-3(2H)-one 
• 101563-77-3 5-aldehydo-4-methyl-6-phenylpyridazin-3(2H)-one 
• 101563-70-6 5-aldehydo-6-phenyl-4,5-dihydro-4-methylpyridazin-3(2H)-one 
• 132814-15-4 6-phenyl-5-(N⁴-(2-furoyl)-N¹-piperazinylmethyl)-2H-pyridazin-3-one 
• 87769-60-6 5-carboxy-6-phenyl-3(2H)-pyridazinone 
• 101563-68-2 6-oxo-3-phenyl-1,6-dihydropyridazine-4-carbaldehyde 
• 132814-18-7 6-phenyl-5-hydroxymethyl-2H-pyridazin-3-one acetate 
• 252920-10-8 5-methoxycarbonyl-6-phenyl-3(2H)-pyridazinone 

Relevant academic research and scientific papers

Ureido-Pyridazinone Derivatives: Insights into the Structural and Conformational Properties for STAT3 Inhibition

Three new ureido-pyridazinone derivatives, which are structurally related to the known STAT3 inhibitor AVS-0288, were designed by taking into account the structure-activity relationships determined for several ureido-oxadiazole derivatives previously studied by our group. Their synthesis was first attempted through suitable 5-aminopyridazinone intermediates (6a and 6b), which molecular structures were confirmed by means of X-ray diffraction data on 6a. Amine functionalization was unsuccessful, therefore, an alternative method was devised. Dual-luciferase and AlphaScreen-based assays were used to test their activity. The obtained data were rationalized on the basis of a modeling study, which focused our attention on the geometrical preferences of the ureido moiety. Computational results seem to indicate that both the 1,2,5-oxadiazole ring and the extended ZZ arrangement are essential and probably act in a synergistic way to confer significant activity against STAT3.

Methylation of 5-Aldehydo-6-arylpyridazin-3(2H)-ones via Reaction with Dimethyl and Pentamethyl Cuprates

Me5Cu3Li2 in ether or ether-pentane mixtures, converts the title compounds efficiently into the corresponding 4-methyl derivatives (5) via conjugate methylation of either α,β-unsaturated aldehyde or N=C-C=C system, together with ca. 20percent of 1,2 adduc