412018-12-3

Basic information

• Product Name: 1-[1-(4-nitro-benzoyloxy)-[2]naphthyl]-ethanone
• Synonyms: 1-[1-(4-nitro-benzoyloxy)-[2]naphthyl]-ethanone
• CAS NO: 412018-12-3
• Molecular Weight: 335.316
• Mol File: 412018-12-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-[1-(4-nitro-benzoyloxy)-[2]naphthyl]-ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[1-(4-nitro-benzoyloxy)-[2]naphthyl]-ethanone(412018-12-3)
• EPA Substance Registry System: 1-[1-(4-nitro-benzoyloxy)-[2]naphthyl]-ethanone(412018-12-3)

Safety Data

• Hazardous Substances Data: 412018-12-3(Hazardous Substances Data)

Upstream product

• 135-19-3 β-naphthol 
• 711-79-5 1-hydroxy-2-acetonaphthone 
• 122-04-3 4-nitro-benzoyl chloride 
• 110-86-1 pyridine 
• 90-15-3 α-naphthol 

Downstream Products

• 1621629-39-7 C₁₉H₁₃NO₅ 
• 412018-11-2 1-(1-hydroxy-[2]naphthyl)-3-(4-nitro-phenyl)-propane-1,3-dione 
• 20081-31-6 2-(4-aminophenyl)benzo[h]chromen-4-one 
• 71601-18-8 2-(4-nitrophenyl)-4H-benzo[h]chromen-4-one 

Relevant articles and documents

Benzoflavone derivatives as potent antihyperuricemic agents

Two series of benzoflavone derivatives were rationally designed, synthesized and evaluated for their xanthine oxidase (XO) inhibitory potential. Among both series, eight compounds (NF-2, NF-4, NF-9, NF-12, NF-16, NF-25, NF-28, and NF-32) were found to exert significant XO inhibition with IC50 values lower than 10 μM. Enzyme kinetic studies revealed that the most potent benzoflavone derivatives (NF-4 and NF-28) are mixed type inhibitors of the XO enzyme. Molecular modeling studies were also performed to investigate the binding interactions of these molecules (NF-4 and NF-28) with the amino acid residues present in the active site of the enzyme. Docking results confirmed that their favorable binding conformations in the active site of XO can completely block the catalytic activity of the enzyme. Benzoflavone derivatives exhibiting potent XO enzyme inhibition also showed promising results in a hyperuricemic mice model when tested in vivo.

Synthesis and evaluation of naphthoflavones as a new class of non purine xanthine oxidase inhibitors This Letter is dedicated to Dr. K. L. Dhar on the occasion of his 78th birthday.

In view of reported xanthine oxidase inhibitory potential of naphthopyrans and flavones, naphthoflavones as hybrids of the two were designed, synthesized and evaluated for in vitro xanthine oxidase inhibitory activity in the present study. The results of the assay revealed that the naphthoflavones possess promising inhibitory potential against the enzyme with IC50 values ranging from 0.62 to 41.2 μM. Structure activity relationship indicated that the nature and placement of substituents on the phenyl ring at 2nd position remarkably influences the inhibitory activity. Substitution of halo and nitro groups at ortho and para position of the phenyl ring (2nd position) remarkably favored the activity. NF-4 with p-fluoro phenyl ring was the most potent inhibitor with IC50 value of 0.62 μM. Enzyme kinetics study was also performed to investigate the inhibition mechanism and it was found that the naphthoflavones displayed mixed type inhibition. The basis of significant inhibition of xanthine oxidase by NF-4 was rationalized by molecular modeling studies.