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

pka

11.47±0.20(Predicted)

color 

Light Red to Light Brown

λmax

290nm(EtOH)(lit.)

BRN 

106974

InChI

InChI=1S/C4H4N2O/c7-4-2-1-3-5-6-4/h1-3H,(H,6,7)

InChIKey

AAILEWXSEQLMNI-UHFFFAOYSA-N

SMILES

C1(=O)NN=CC=C1

CAS DataBase Reference

504-30-3(CAS DataBase Reference)

NIST Chemistry Reference

3(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

• Language:English Provider:SigmaAldrich

3(2H)-Pyridazinone Usage And Synthesis

Uses

Pyridazin-3(2H)-one can be used for anti-inflammatory and analgesic drug discovery.

Synthesis

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

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