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SML0307

Sigma-Aldrich

Pleconaril

≥98% (HPLC)

Synonym(s):

3-[3,5-Dimethyl-4-[3-(3-methyl-5-isoxazolyl)propoxy]phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole, VP 63843, Win 63843

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About This Item

Empirical Formula (Hill Notation):
C18H18F3N3O3
CAS Number:
Molecular Weight:
381.35
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: ≥10 mg/mL (warmed)

storage temp.

room temp

SMILES string

Cc1cc(CCCOc2c(C)cc(cc2C)-c3noc(n3)C(F)(F)F)on1

InChI

1S/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

InChI key

KQOXLKOJHVFTRN-UHFFFAOYSA-N

General description

Pleconaril is a drug, that has antiviral activity.

Application

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.

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.
Pleconaril is an orally bioavailable, broad-spectrum antipicorna-viral agent that binds to hydrophobic pocket in VP1 major capsid protein. Also, pleconaril delays the onset of diabetes in experimental animals infected with Ljungan virus (LV).

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Microscopic determination of drug solubility in plasma and calculation of injection rates with a plasma circulatory model to prevent precipitation on intravenous injection.
G A Portmann et al.
Journal of pharmaceutical and biomedical analysis, 13(9), 1189-1193 (1995-08-01)
Chronic meningoencephalitis caused by Echo virus 6 in a patient with common variable immunodeficiency
Radanovic I, et al.
Wiener Klinische Wochenschrift, 130(1-2), 70-72 (2018)
Viral infections
Textbook of Clinical Neurology (Third Edition), 919-942 (2007)
A novel series of highly potent small molecule inhibitors of rhinovirus replication
Kim J, et al.
Journal of Medicinal Chemistry, 60(13), 5472-5492 (2017)
Chunlong Ma et al.
ACS infectious diseases, 6(8), 2260-2270 (2020-07-22)
Enterovirus D68 (EV-D68) is a re-emerging virus that causes moderate to severe respiratory diseases in children. In severe cases, EV-D68 infection can lead to neurological complications called acute flaccid myelitis (AFM). There is currently no antiviral or vaccine available for

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