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WIN 54954

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Category Enterovirus (EV)
CAS 107355-45-3
Description WIN 54954, an orally active and broad-spectrum anti-picornavirus drug, is effective against human rhinovirus, echovirus 9, and enterovirus infections.
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Product Information

Synonyms 5-(5-(2,6-Dichloro-4-(4,5-dihydro-2-oxazolyl)phenoxy)pentyl)-3-methylisoxazole; Isoxazole, 5-(5-(2,6-dichloro-4-(4,5-dihydro-2-oxazolyl)phenoxy)pentyl)-3-methyl-; 5-{5-[2,6-dichloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole
IUPAC Name 5-[5-[2,6-dichloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl]-3-methyl-1,2-oxazole
Molecular Weight 383.27
Molecular Formula C18H20Cl2N2O3
Canonical SMILES CC1=NOC(=C1)CCCCCOC2=C(C=C(C=C2Cl)C3=NCCO3)Cl
InChI InChI=1S/C18H20Cl2N2O3/c1-12-9-14(25-22-12)5-3-2-4-7-23-17-15(19)10-13(11-16(17)20)18-21-6-8-24-18/h9-11H,2-8H2,1H3
InChIKey JJDHAOLOHQTGMG-UHFFFAOYSA-N
Boiling Point 555.4±50.0°C at 760 mmHg
Purity ≥98%
Density 1.4±0.1 g/cm3
Solubility Soluble in DMSO
Appearance White to off-white (Solid)
Storage Store at 2-8°C, protect from light
Complexity 440
Exact Mass 382.0850979
In Vitro WIN 54954 reduces plaque formation of 50 of 52 rhinovirus serotypes (MICs ranges from 0.007 to 2.2 μg/mL).WIN 54954 inhibits 15 commonly isolated enteroviruses, with an EC80 of 0.06 μg/mL
In Vivo WIN 54954 (2-100 mg/kg; p.o.) protects 50% of the mice from developing paralysis following infection with coxsackievirus 9 and echovirus-9 at the dose of 2 and 100 mg/kg, respectively.
PSA 56.85000
Target Enterovirus
XLogP3-AA 4.6

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