87166-49-2

Basic information

• Product Name: 4-chloro-N-phenylphthalazin-1-amine
• CAS NO: 87166-49-2
• Molecular Formula: C₁₄H₁₀ClN₃
• Molecular Weight: 255.7023
• Mol File: 87166-49-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 477.5°C at 760 mmHg
• Flash Point: 242.6°C
• Density: 1.36g/cm³
• Vapor Pressure: 2.79E-09mmHg at 25°C
• Refractive Index: 1.723
• CAS DataBase Reference: 4-chloro-N-phenylphthalazin-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-N-phenylphthalazin-1-amine(87166-49-2)
• EPA Substance Registry System: 4-chloro-N-phenylphthalazin-1-amine(87166-49-2)

Safety Data

• Hazardous Substances Data: 87166-49-2(Hazardous Substances Data)

Upstream product

• 4752-10-7 1,4-dichlorophthalazine 
• 62-53-3 aniline 
• 1445-69-8 2,3-dihydrophthalazine-1,4-dione 

Downstream Products

• 425397-49-5 C₂₁H₁₇N₃O 
• 10132-04-4 N,4-diphenylphthalazin-1-amine 

Relevant articles and documents

Design and synthesis of 3-aminophthalazine derivatives and structural analogues as PDE5 inhibitors: anti-allodynic effect against neuropathic pain in a mouse model

Neuropathic pain is a chronic pain caused by a lesion or disease affecting the somatosensory nervous system. To date, no specific treatment has been developed to cure this pain. Antidepressants and anticonvulsant drugs are used, but they do not demonstrate universal efficacy, and they often cause detrimental adverse effects. Some studies highlighted the efficacy of sildenafil, a well-known inhibitor of phosphodiesterase 5 (PDE5, (IC50 = 3.3 nM)), in models of pain. Based on these results, we focused our attention on MY 5445, another known PDE5 inhibitor. Homologues, isosteres and structural analogues of MY 5445 were designed and all synthesized compounds were evaluated for their inhibitory activity toward PDE5. Selectivity profiles towards other PDE1-4 isoenzymes, water solubility and stability in acidic medium of the most potent PDE5 inhibitors were determined and the aminophthalazine 16h and its mimetic 41n (3-aminoindazole)were evaluated in comparison to MY 5445 (4b)in vivo in a model of neuropathic pain induced by sciatic nerve cuffing in mice (3 and 0.5 mg/kg, ip twice a day). Both compounds showed the same efficacy on neuropathic allodynia as MY 5445, and thus produced a significant relief of mechanical hypersensitivity after 12 days of treatment.

Arylphthalazines: Identification of a new phthalazine chemotype as inhibitors of VEGFR kinase

A novel class of 4-arylamino-phthalazin-1-yl-benzamides is described as inhibitors of vascular endothelial growth factor receptor II (VEGFR-2). Several compounds display potent VEGFR-2 inhibitory activity with an IC50 as low as 0.078 μM in an H