93261-39-3

Basic information

• Product Name: 1-naphthyl 3,5-dinitrobenzoate
• Synonyms: 1-naphthyl 3,5-dinitrobenzoate
• CAS NO: 93261-39-3
• Molecular Formula: C₁₇H₁₀N₂O₆
• Molecular Weight: 338.2711
• Mol File: 93261-39-3.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• Solubility: ≤0.1mg/ml in methanol;0.5mg/ml in DMSO
• CAS DataBase Reference: 1-naphthyl 3,5-dinitrobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-naphthyl 3,5-dinitrobenzoate(93261-39-3)
• EPA Substance Registry System: 1-naphthyl 3,5-dinitrobenzoate(93261-39-3)

Safety Data

• Hazardous Substances Data: 93261-39-3(Hazardous Substances Data)

Usage

Biological Activity

1-naphthyl 3,5-dinitrobenzoate is a dual 5-lipoxygenase and microsomal prostaglandin e synthase-1 inhibitor.human 5-lipoxygenase (5-lox), a target for antiinflammation drug design, catalyzes the first two reactions in the production of leukotrienes from arachidonic acid (aa): oxygenation of aa to 5-hpete and further dehydration to leukotriene a4 (lta4). then lta4 is metabolized to other leukotrienes. furthermore, 5-lox is also found to play key roles in tumor formation and cancer metastasis and thus is considered as a potential target for anticancer drugs.

in vitro

a previous study built a comparative model for the human 5-lox closed conformation and successfully used it in virtual screening. out of around 200 000 compounds, 105 compounds were selected for experimental test. in cell-free assay, 30 compounds were found to have ic50 values less than 100 μm and 11 with ic50 values less than 10 μm. eventually, 1-naphthyl 3,5-dinitrobenzoate was screened out to have inhibition activity in the human whole blood assay with ic50 values less than 10 μm. 1-naphthyl 3,5-dinitrobenzoate was also identified as efficient dualfunctional inhibitors of 5-lox and mpges-1 in both cell-free assay and cell-based assay. in addition, 1-naphthyl 3,5-dinitrobenzoate was able to simultaneously suppress the production of ltb4 and pge2 in human whole blood, and its targets was verified as 5-lox and mpges-1, not lta4h, cox-1, cox-2 [1].

IC 50

1 and 3.6 μm for 5-lipoxygenase and microsomal prostaglandin e synthase-1, respectively

references

[1] wu, y. ,he, c.,gao, y., et al. dynamic modeling of human 5-lipoxygenase-inhibitor interactions helps to discover novel inhibitors. journal of medicinal chemistry 55, 2597-2605 (2012).

Upstream product

• 90-15-3 α-naphthol 
• 99-33-2 3,5-dinitrobenoyl chloride