153168-05-9

Basic information

• Product Name: PLECONARIL
• Synonyms: PLECONARIL;WIN 63843;3-[3,5-Dimethyl-4-[3-(3-methyl-5-isoxazolyl)propoxy]phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole;Picovir;3-[3,5-DiMethyl-4-[3-(3-Methyl-5-isoxazolyl)propoxy]phenyl]-5-(trifluoroMethyl)-;1,2,4-Oxadiazole,3-[3,5-diMethyl-4-[3-(3-Methyl-5-isoxazolyl)propoxy]phenyl]-5-(trifluoroMethyl)-;VP 63843;3-(3,5-dimethyl-4-(3-(3-methylisoxazol-5-yl)propoxy)phenyl)-5-(trifluoromethyl)-1,2,4-oxadiazole
• CAS NO: 153168-05-9
• Molecular Formula: C18H18F3N3O3
• Molecular Weight: 381.352
• Product Categories: Anti-virals;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 153168-05-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 61-62°
• Boiling Point: 481.2 °C at 760 mmHg
• Flash Point: 244.8 °C
• Appearance: white to beige/
• Density: 1.271
• Vapor Pressure: 5.94E-09mmHg at 25°C
• Refractive Index: 1.509
• Storage Temp.: room temp
• Solubility: DMSO: ≥10mg/mL (warmed)
• PKA: -1.33±0.10(Predicted)
• CAS DataBase Reference: PLECONARIL(CAS DataBase Reference)
• NIST Chemistry Reference: PLECONARIL(153168-05-9)
• EPA Substance Registry System: PLECONARIL(153168-05-9)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 153168-05-9(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 153168-05-9 differently. You can refer to the following data:
1. Pleconaril has been used as a control or reference compound to assess the antiviral activities of the benzothiophene and other heteroaromatic derivatives against hRV-B14, hRV-A21 and hRV-A71.
2. Picornavirus replication inhibitor. Antiviral.

General Description

Pleconaril is a drug, that has antiviral activity.

Pharmaceutical Applications

An oxadiazole active against most enteroviruses and rhinoviruses. It binds to the hydrophobic pocket of the virus capsid protein VP1, inducing conformational changes that lead to altered receptor binding and viral uncoating. Concerns over safety and efficacy have constrained development of the drug.

Biochem/physiol Actions

Pleconaril is an effective drug against enteroviral infections. It can be used to treat chronic meningoencephalitis caused by echo virus 6.This can block viral replication by blocking the viral uncoating process and viral attachment to host cell receptors.

InChI:InChI=1/C18H18F3N3O3/c1-10-7-13(16-22-17(27-24-16)18(19,20)21)8-11(2)15(10)25-6-4-5-14-9-12(3)23-26-14/h7-9H,4-6H2,1-3H3

Upstream product

• 153168-47-9 N-hydroxy-3,5-dimethyl-4-<<3-(3-methyl-5-isoxazolyl)propyl>oxy>benzenecarboxamide imine 
• 407-25-0 trifluoroacetic anhydride 
• 122372-40-1 2-(2,2,2-trifluoroethylidene)-1,3-dithiane 

Relevant articles and documents

1,2,4-OXADIAZOLYL-PHENOXYALKYLISOXAZOLES AND THEIR USE AS ANTIVIRAL AGENTS

Compounds of the formula wherein: R1 is alkyl, alkoxy, hydroxy, cycloalkyl, hydroxyalkyl, alkoxyalkyl, hydroxyalkoxy, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, alkoxycarbonyl, carboxy, or cyanomethyl; Y is alkylene of 3 to 9 carbon atoms, R2 and R3 independently are hydrogen, alkyl, alkoxy, halo, cyano, trifluoromethyl and nitro; R4 is alkoxy, hydroxy, halomethyl, dihalomethyl, trihalomethyl, dihaloethyl, cycloalkyl, heterocyclyl, alkoxycarbonyl, hydroxyalkyl, alkoxyalkyl, alkanecarbonyloxyalkyl, cyano, halo, thioalkyl, alkylthioalkyl, alkylthio, thio, 2,2,2-trifluoro-ethyl, (4-methylphenyl)sulfonyloxymethyl, N=Q or CON=Q, where N=Q is amino, alkylamino or dialkylamino; R5 is hydrogen or halo or alkyl

1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents

Compounds of the formula STR1 wherein: R1 is alkyl, alkoxy, hydroxy, cycloalkyl, hydroxyalkyl, alkoxyalkyl or hydroxyalkoxy; Y is alkylene of 3 to 9 carbon atoms, R2 and R3 independently are hydrogen, alkyl, alkoxy, halo,