23239-13-6

Basic information

• Product Name: 5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE
• Synonyms: 5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE;5-(Hydroxymethyl)-6-phenyl-4,5-dihydro-2H-pyridazin-3-one;4-(hydroxymethyl)-3-phenyl-4,5-dihydro-1H-pyridazin-6-one
• CAS NO: 23239-13-6
• Molecular Formula: C₁₁H₁₂N₂O₂
• Molecular Weight: 204.22518
• Mol File: 23239-13-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 163-165
• Appearance: /
• Density: 1.3 g/cm³
• Refractive Index: 1.633
• CAS DataBase Reference: 5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE(23239-13-6)
• EPA Substance Registry System: 5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE(23239-13-6)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• HazardClass: IRRITANT
• Hazardous Substances Data: 23239-13-6(Hazardous Substances Data)

Usage

General Description

5-(hydroxymethyl)-6-phenyl-4,5-dihydro-3(2H)-pyridazinone is a chemical compound with a molecular formula C12H12N2O2. It is a pyridazinone derivative that is commonly used in the pharmaceutical industry as a building block for the synthesis of various biologically active compounds. 5-(HYDROXYMETHYL)-6-PHENYL-4,5-DIHYDRO-3(2H)-PYRIDAZINONE exhibits potential anti-inflammatory and analgesic properties due to its ability to modulate the activity of certain enzymes and receptors in the body. Additionally, it has been investigated for its potential use in the treatment of various neurological diseases and disorders. Its unique chemical structure and pharmacological properties make it a valuable target for further research and development in the field of drug discovery and medicinal chemistry.

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

• 101563-66-0 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 
• 132814-23-4 6-phenyl-5-bromomethyl-2H-pyridazin-3-one 
• 132814-14-3 6-phenyl-5-(N⁴-benzoyl-N¹-piperazinylmethyl)-2H-pyridazin-3-one 
• 252920-09-5 5-cyano-6-phenyl-3(2H)-pyridazinone 
• 252920-10-8 5-methoxycarbonyl-6-phenyl-3(2H)-pyridazinone 
• 132814-15-4 6-phenyl-5-(N⁴-(2-furoyl)-N¹-piperazinylmethyl)-2H-pyridazin-3-one 
• 101563-70-6 5-aldehydo-6-phenyl-4,5-dihydro-4-methylpyridazin-3(2H)-one 
• 101563-77-3 5-aldehydo-4-methyl-6-phenylpyridazin-3(2H)-one 
• 101563-72-8 6-phenyl-5(α-hydroxyethyl)-pyridazin-3(2H)-one 
• 101563-74-0 4-aldehydo-3-phenyl-6-methylpyridazine 
• 87769-60-6 5-carboxy-6-phenyl-3(2H)-pyridazinone 

Relevant articles and documents

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