4-AMINOPYRIDAZINE Chemical Properties

Melting point:

127-133°C

Boiling point:

326.2±15.0 °C(Predicted)

Density 

1.216±0.06 g/cm3(Predicted)

storage temp. 

-20°C

form 

solid

pka

6.38±0.10(Predicted)

color 

Light yellow to yellow

InChI

InChI=1S/C4H5N3/c5-4-1-2-6-7-3-4/h1-3H,(H2,5,6)

InChIKey

LUCGBEPEAUHERV-UHFFFAOYSA-N

SMILES

C1=NN=CC=C1N

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

2933998090

4-AMINOPYRIDAZINE Usage And Synthesis

Uses

4-Pyridazinamine is used to prepare phosphodiesterase 10A inhibitors with reduced CYP1A2 inhibition. It is also used to synthesize ATP competitive phosphatidylinositol-3-kinase/mammalian target of rapamycin inhibitors.

Chemical Properties

yellow powder

Uses

4-Pyridazinamine is used to prepare phosphodiesterase 10A inhibitors with reduced CYP1A2 inhibition. It is also used to synthesize ATP competitive phosphatidylinositol-3-kinase/mammalian target of rapamycin inhibitors.

Synthesis

General procedure for the synthesis of 4-aminopyridazine from 3,6-dichloropyridazin-4-amine: 1. 3,6-dichloropyridazin-4-amine (5.00 g, 18.2 mmol) was dissolved in tetrahydrofuran (100 ml), sodium hydroxide (8.00 g, 200 mmol) and water (32 ml) were added. 2. 10% palladium-carbon catalyst (500 mg) was added to the above mixture and the reaction was stirred for 2 days at room temperature under hydrogen atmosphere. 3. After completion of the reaction, the insoluble material was removed by filtration and the filtrate was concentrated. 4. 4. The concentrated residue was dissolved in methanol (100 ml), filtered again to remove the insoluble material, and the filtrate was concentrated to obtain the target product 4-aminopyridazine as a solid. Product characterization: 1H-NMR (DMSO-d6) δ; 2.51 (2H, br s), 6.00 (1H, br s), 7.81-7.85 (1H, m), 7.98-8.00 (1H, m).

References

[1] Patent: EP1813606, 2007, A1. Location in patent: Page/Page column 83-84
[2] Pharmaceutical Bulletin, 1956, vol. 4, p. 137,498
[3] Pharmaceutical Bulletin, 1956, vol. 4, p. 137,498

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