| Identification | Back Directory | [Name]
4-AMINOPYRIDAZINE | [CAS]
20744-39-2 | [Synonyms]
4-Pyridazinamine
4-Aminopyridazin
PYRIDAZIN-4-AMINE
4-AMINOPYRIDAZINE
PYRIDAZIN-4-YLAMINE
4-Pyridazinamine (9CI, ACI)
4-aminopyridazine (MFCD00233975)
4-AMinopyridazine pyridazin-4-amine
4-AMINOPYRIDAZINE ISO 9001：2015 REACH
Pyridazin-4-amine, 4-Amino-1,2-diazine | [EINECS(EC#)]
216-640-0 | [Molecular Formula]
C4H5N3 | [MDL Number]
MFCD00233975 | [MOL File]
20744-39-2.mol | [Molecular Weight]
95.1 |
| Chemical Properties | Back Directory | [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 |
| Questions And Answer | Back Directory | [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. |
| Hazard Information | Back Directory | [Chemical Properties]
yellow powder | [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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