1-Naphthyl 3, 5-dinitrobenzoate

IC50: 1 and 3.6 μM for 5-lipoxygenase and microsomal prostaglandin E synthase-1, respectively 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 . In vivo: Up to now, there is no animal in vivo data reported. Clinical trial: So far, no clinical study has been conducted.

Product information

CAS Number: 93261-39-3

Molecular Weight: 338.27

Formula: C17H10N2O6

Chemical Name: naphthalen-1-yl 3,5-dinitrobenzoate

Smiles: [O-][N+](=O)C1C=C(C=C(C=1)[N+]([O-])=O)C(=O)OC1=CC=CC2C=CC=CC=21

InChiKey: WYKPSINHJUWDHK-UHFFFAOYSA-N

InChi: InChI=1S/C17H10N2O6/c20-17(12-8-13(18(21)22)10-14(9-12)19(23)24)25-16-7-3-5-11-4-1-2-6-15(11)16/h1-10H

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

Products are for research use only. Not for human use.