24912-36-5

Basic information

• Product Name: 6-(3-amino-phenyl)-2H-pyridazin-3-one
• Synonyms: 6-(3-amino-phenyl)-2H-pyridazin-3-one
• CAS NO: 24912-36-5
• Molecular Weight: 187.201
• Mol File: 24912-36-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 6-(3-amino-phenyl)-2H-pyridazin-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(3-amino-phenyl)-2H-pyridazin-3-one(24912-36-5)
• EPA Substance Registry System: 6-(3-amino-phenyl)-2H-pyridazin-3-one(24912-36-5)

Safety Data

• Hazardous Substances Data: 24912-36-5(Hazardous Substances Data)

Upstream product

• 121-89-1 3-Nitroacetophenone 
• 54558-01-9 3-(m-Nitrophenyl)-6-oxo-1,6-dihydropyridazine 
• 144-55-8 sodium hydrogencarbonate 

Relevant articles and documents

Towards discovery of novel scaffold with potent antiangiogenic activity; design, synthesis of pyridazine based compounds, impact of hinge interaction, and accessibility of their bioactive conformation on VEGFR-2 activities

Pyridazine scaffolds are considered privileged structures pertaining to its novelty, chemical stability, and synthetic feasibility. In our quest towards the development of novel scaffolds for effective vascular endothelial growth 2 (VEGFR-2) inhibition with antiangiogenic activity, four novel series of pyridazines were designed and synthesised. Five of the synthesised compounds; namely (8c, 8f, 15, 18b, and 18c) exhibited potent VEGFR-2 inhibitory potency (>80%); with IC50 values ranging from low micromolar to nanomolar range; namely compounds 8c, 8f, 15, 18c with (1.8 μM, 1.3 μM, 1.4 μM, 107 nM), respectively. Moreover, 3-[4-{(6-oxo-1,6-dihydropyridazin-3-yl)oxy}phenyl]urea derivative (18b) exhibited nanomolar potency towards VEGFR-2 (60.7 nM). In cellular assay, the above compounds showed excellent inhibition of VEGF-stimulated proliferation of human umbilical vein endothelial cells at 10 μM concentration. Finally, an extensive molecular simulation study was performed to investigate the probable interaction with VEGFR-2.