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3(2H)-Pyridazinone

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CAS:504-30-3
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  • 3(2H)-Pyridazinone
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  • 2025-06-27
  • CAS:504-30-3
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3(2H)-Pyridazinone Basic information
Product Name:3(2H)-Pyridazinone
Synonyms:2,3-Dihydropyridazine-3-one;Pyridazine-3-ol;1H-pyridazin-6-one;1H-Pyridazine-6-one;2,3-dihydropyridazin-3-one;3-hydropyridazine;3-Pyridazinol;3-Pyridazinone
CAS:504-30-3
MF:C4H4N2O
MW:96.09
EINECS:
Product Categories:Pyridazine series;Building Blocks;Heterocyclic Building Blocks;Pyridazines
Mol File:504-30-3.mol
3(2H)-Pyridazinone Structure
3(2H)-Pyridazinone Chemical Properties
Melting point 98-104 °C
Boiling point 101°C/1.5mmHg(lit.)
density 1.478 g/cm3
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka11.47±0.20(Predicted)
color Light Red to Light Brown
λmax290nm(EtOH)(lit.)
BRN 106974
InChIInChI=1S/C4H4N2O/c7-4-2-1-3-5-6-4/h1-3H,(H,6,7)
InChIKeyAAILEWXSEQLMNI-UHFFFAOYSA-N
SMILESC1(=O)NN=CC=C1
CAS DataBase Reference504-30-3(CAS DataBase Reference)
NIST Chemistry Reference3(2H)-pyridazinone(504-30-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37
WGK Germany 3
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
3(2H)-Pyridazinone Usage And Synthesis
UsesPyridazin-3(2H)-one can be used for anti-inflammatory and analgesic drug discovery.
Synthesis
Piperidine

110-89-4

Diethyl ether

60-29-7

Epichlorohydrin

106-89-8

3(2H)-Pyridazinone, 4,5-dihydro-6-[4-hydroxy-3-(2-propen-1-yl)phenyl]-

56872-17-4

3(2H)-Pyridazinone

504-30-3

3(2H)-Pyridazinone, 4,5-dihydro-6-[4-(2-oxiranylmethoxy)-3-(2-propen-1-yl)phenyl]-

56872-18-5

III. A finely ground mixture of 6-(3-allyl-4-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone (50 g, 0.22 mol), epichlorohydrin (200 g, 2.2 mol) and piperidine (2 g) was heated on a steam bath for 90 minutes. Upon completion of the reaction, the volatile components were removed by evaporation under reduced pressure to give a viscous oily substance. The oily substance was dissolved in dichloromethane and subsequently washed with dilute sodium hydroxide solution (500 mL) with agitation for 10 minutes. The organic phase was separated, washed with water, dried over anhydrous sodium sulfate, and the solvent was evaporated to obtain the oily substance, which gradually solidified during standing. Addition of ethanol ether to the solid afforded 6-[3-allyl-4-(2,3-epoxypropoxy)phenyl]-4,5-dihydro-3(2H)-pyridazinone (30 g, 47% yield, melting point 92.5°-95°C). The pure pyridazinone (melting point 93.5°-95°C) was further obtained by recrystallization from aqueous ethanol. The results of the elemental analyses were as follows: measured values (C, 67.41; H, 6.47; N, 9.80; M+, 286), which are in agreement with the theoretical values (C16H18N2O3: C, 67.11; H, 6.33; N, 9.79; M, 286).

References[1] Patent: US3931177, 1976, A
Tag:3(2H)-Pyridazinone(504-30-3) Related Product Information
Sulfachloropyridazine sodium Hydralazine Buprofezin Thioridazine Pymetrozine Metribuzin 4-Chloro-2-(1,1-dimethylethyl)-5-(((4-(1,1-dimethylethyl)phenyl)methyl)thio)-3(2H)-pyridazinone 1-PHENYL-4,5-DICHLORO-6-PYRIDAZONE 3-HYDROXY-1-PHENYL-6-PYRIDAZONE 4,5-DIBROMO-2-PHENYL-2,3-DIHYDROPYRIDAZIN-3-ONE 4,5-Dichloro-3(2H)-pyridazinone 4,5-DICHLORO-2-METHYLPYRIDAZIN-3-ONE 4,5-Dibromopyridazin-3-one BROMOPYRAZONE 6-Methylpyridazin-3(2H)-one Chloridazon 6-Oxo-1,6-dihydro-pyridazine-3-carboxylicacid DICLOMEZINE

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