58254-76-5

Basic information

• Product Name: 5-CHLORO-2-PHENYLPYRIDINE
• Synonyms: 5-CHLORO-2-PHENYLPYRIDINE;3-Chloro-6-phenylpyridine
• CAS NO: 58254-76-5
• Molecular Formula: C₁₁H₈ClN
• Molecular Weight: 189.64
• Mol File: 58254-76-5.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 290 °C at 760 mmHg
• Flash Point: 156.8 °C
• Appearance: /
• Density: 1.186 g/cm³
• Vapor Pressure: 0.00369mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: 5-CHLORO-2-PHENYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-2-PHENYLPYRIDINE(58254-76-5)
• EPA Substance Registry System: 5-CHLORO-2-PHENYLPYRIDINE(58254-76-5)

Safety Data

• Hazardous Substances Data: 58254-76-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 32, p. 2273, 1991 DOI: 10.1016/S0040-4039(00)79700-0

InChI:InChI=1/C11H8ClN/c12-10-6-7-11(13-8-10)9-4-2-1-3-5-9/h1-8H

Upstream product

• 40473-01-6 2-Bromo-5-chloro-pyridine 
• 108-86-1 bromobenzene 
• 16110-09-1 2,5 dichloropyridine 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 626-60-8 3-Chloropyridine 
• 603-33-8 triphenylbismuthane 
• 28557-00-8 phenylzinc chloride 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 100-58-3 phenylmagnesium bromide 
• 40771-41-3 2-mercapto-5-chloro-pyridine 
• 4214-79-3 5-chloro-1,2-dihydropyridin-2-one 
• 100-59-4 phenylmagnesium chloride 
• 591-50-4 iodobenzene 

Downstream Products

• 480390-54-3 ethyl 4-(3-chloro-6-phenyl-2-pyridyl)benzoate 
• 1421006-68-9 (E)-5-chloro-2-(2-(2-methylstyryl)phenyl)pyridine 
• 1446325-86-5 C₁₉H₁₁ClN₂O₂ 
• 1584673-26-6 5-chloro-2-(2-(phenylthio)phenyl)pyridine 

Relevant articles and documents

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The epidemic coronavirus disease 2019 (COVID-19) caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) has now spread worldwide and efficacious therapeutics are urgently needed. 3-Chymotrypsin-like cysteine protease (3CLpro) is an indispensable protein in viral replication and represents an attractive drug target for fighting COVID-19. Herein, we report the discovery of 9,10-dihydrophenanthrene derivatives as non-peptidomimetic and non-covalent inhibitors of the SARS-CoV-2 3CLpro. The structure-activity relationships of 9,10-dihydrophenanthrenes as SARS-CoV-2 3CLpro inhibitors have carefully been investigated and discussed in this study. Among all tested 9,10-dihydrophenanthrene derivatives, C1 and C2 display the most potent SARS-CoV-2 3CLpro inhibition activity, with IC50 values of 1.55 ± 0.21 μM and 1.81 ± 0.17 μM, respectively. Further enzyme kinetics assays show that these two compounds dose-dependently inhibit SARS-CoV-2 3CLpro via a mixed-inhibition manner. Molecular docking simulations reveal the binding modes of C1 in the dimer interface and substrate-binding pocket of the target. In addition, C1 shows outstanding metabolic stability in the gastrointestinal tract, human plasma, and human liver microsome, suggesting that this agent has the potential to be developed as an orally administrated SARS-CoV-2 3CLpro inhibitor.

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