153386-08-4

Basic information

• Product Name: N-(4-fluorophenyl)-2-iodobenzamide
• Synonyms: N-(4-fluorophenyl)-2-iodobenzamide;Benzamide, N-(4-fluorophenyl)-2-iodo-
• CAS NO: 153386-08-4
• Molecular Formula: C₁₃H₉FINO
• Molecular Weight: 341.12
• Mol File: 153386-08-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(4-fluorophenyl)-2-iodobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-fluorophenyl)-2-iodobenzamide(153386-08-4)
• EPA Substance Registry System: N-(4-fluorophenyl)-2-iodobenzamide(153386-08-4)

Safety Data

• Hazardous Substances Data: 153386-08-4(Hazardous Substances Data)

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 371-40-4 4-fluoroaniline 
• 609-67-6 2-Iodobenzoyl chloride 

Downstream Products

• 1452790-26-9 4-[(Z)-3-phenyl-1-(p-tolylimino)-1H-isochromen-4-yl]butan-2-one 
• 1253388-48-5 2-(4-fluorophenyl)-3,4-diphenylisoquinolin-1(2H)-one 
• 81743-89-7 2-(4-fluorophenyl)benzo[d][1,2] selenazol-3(2H)-one 
• 4322-70-7 2-(4-fluorophenyl)benzo[d]isothiazol-3(2H)-one 
• 153386-11-9 1-(4-fluorophenyl)-5-(2-iodophenyl)tetrazole 

Relevant articles and documents

The Mpro structure-based modifications of ebselen derivatives for improved antiviral activity against SARS-CoV-2 virus

The main protease (Mpro or 3CLpro) of SARS-CoV-2 virus is a cysteine enzyme critical for viral replication and transcription, thus indicating a potential target for antiviral therapy. A recent repurposing effort has identified ebselen, a multifunctional drug candidate as an inhibitor of Mpro. Our docking of ebselen to the binding pocket of Mpro crystal structure suggests a noncovalent interaction for improvement of potency, antiviral activity and selectivity. To test this hypothesis, we designed and synthesized ebselen derivatives aimed at enhancing their non-covalent bonds within Mpro. The inhibition of Mpro by ebselen derivatives (0.3 μM) was screened in both HPLC and FRET assays. Nine ebselen derivatives (EBs) exhibited stronger inhibitory effect on Mpro with IC50 of 0.07–0.38 μM. Further evaluation of three derivatives showed that EB2-7 exhibited the most potent inhibition of SARS-CoV-2 viral replication with an IC50 value of 4.08 μM in HPAepiC cells, as compared to the prototype ebselen at 24.61 μM. Mechanistically, EB2-7 functions as a noncovalent Mpro inhibitor in LC-MS/MS assay. Taken together, our identification of ebselen derivatives with improved antiviral activity may lead to developmental potential for treatment of COVID-19 and SARS-CoV-2 infection.

Benzisoselenazolone derivative, preparation method and application in anti-coronavirus drugs

The invention belongs to the technical field of anti-coronavirus drug discovery, discloses a benzisoselenazolone derivative, a preparation method and application of the benzisoselenazolone derivativein coronavirus resistance, and relates to synthesis of a

Cyclizations. Part 1. Electrochemical and Photochemical Reactions of 1-(4-Fluorophenyl)-5-(2-halogenophenyl)tetrazoles

Electrochemical reduction of the title compounds, where the halogen substituent is Cl, Br or I, leads to cleavage of the carbon-halogen bond to leave a phenyl radical.Competition then follows between intramolecular radical substitution giving 7-fluorotetrazolophenanthridine and further reduction of the radical, then protonation, giving 1-(4-fluorophenyl)-5-phenyltetrazole.Substitution predominates but reduction and protonation becomes a more competing reaction when the halogen is Br or I.Photochemical reaction of the title compounds shows competition between carbon-halogen bond cleavage to give 7-fluorotetrazolophenanthridine and loss of nitrogen followed by cyclization to give 2-halogenophenyl-5-fluorobenzimidazole.Carbon-halogen bond cleavage predominates and becomes the only reaction when the halogen is I.The fluorine substituent allows the determination of product yields by 19F NMR spectroscopy.