16238-01-0

Basic information

• Product Name: 2-(4-methoxyphenyl)-7-nitrobenzofuran
• CAS NO: 16238-01-0
• Molecular Weight: 269.257
• Mol File: 16238-01-0.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxyphenyl)-7-nitrobenzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-7-nitrobenzofuran(16238-01-0)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-7-nitrobenzofuran(16238-01-0)

Safety Data

• Hazardous Substances Data: 16238-01-0(Hazardous Substances Data)

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 28177-71-1 2-hydroxy-3-hydroxymethyl-1-nitrobenzene 
• 5274-70-4 3-nitrosalicylic aldehyde 

Relevant articles and documents

Synthesis and in vitro study of nitro- and methoxy-2-phenylbenzofurans as human monoamine oxidase inhibitors

A new series of 2-phenylbenzofuran derivatives were designed and synthesized to determine relevant structural features for the MAO inhibitory activity and selectivity. Methoxy substituents were introduced in the 2-phenyl ring, whereas the benzofuran moiety was not substituted or substituted at the positions 5 or 7 with a nitro group. Substitution patterns on both the phenyl ring and the benzofuran moiety determine the affinity for MAO-A or MAO-B. The 2-(3-methoxyphenyl)-5-nitrobenzofuran 9 was the most potent MAO-B inhibitor (IC50 = 0.024 μM) identified in this series, whereas 7-nitro-2-phenylbenzofuran 7 was the most potent MAO-A inhibitor (IC50 = 0.168 μM), both acting as reversible inhibitors. The number and position of the methoxyl groups on the 2-phenyl ring, have an important influence on the inhibitory activity. Molecular docking studies confirmed the experimental results and highlighted the importance of key residues in enzyme inhibition.