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About This Item
Empirical Formula (Hill Notation):
C21H19ClN4O4
CAS Number:
Molecular Weight:
426.85
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.51
Quality Level
assay
≥95% (HPLC)
form
powder
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
yellow
solubility
DMSO: 20 mg/mL
shipped in
ambient
storage temp.
2-8°C
SMILES string
Clc1c(ccc(c1)[N+](=O)[O-])N2CCN(CC2)C(=O)c3c(n[o]c3C)c4ccccc4
InChI
1S/C21H19ClN4O4/c1-14-19(20(23-30-14)15-5-3-2-4-6-15)21(27)25-11-9-24(10-12-25)18-8-7-16(26(28)29)13-17(18)22/h2-8,13H,9-12H2,1H3
InChI key
OWXBJAPOSQSWAO-UHFFFAOYSA-N
General description
A cell-permeable isoxazolylpiperazine compound that is shown to inhibit influenza A H1N1 (A/WSN/33 strain), H3N2 (clinical isolate), and H5N1 (A/Vietnam/1194/04) replication in MDCK cells in vitro (EC50 = 69, 160, and 330 nM, respectively) and significantly reduce fatality after A/Vietnam/1194/04 infection in mice in vivo (50% survial rate on day 21 with 14 b.i.d. i.p. doses of 230 µg/mouse in the first 7 days after infection) by preventing nucleoprotein (NP) nuclear accumulation via NP aggregation induction during early stages of viral infection. Virus strains with N309K or Y289H NP mutation, such as swine-origin influenza A (S-OIV) H1N1, are found to be resistant to Nucleozin, consistent with the N309-mediated hydrogen bonding and Y289-mediated hydrophobic interaction with Nucleozin as predicted by computer-aided docking studies.
Other Notes
Kao, R.Y., et al. 2010. Nat. Biotechnol.28, 600.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Benjamin E Nilsson-Payant et al.
Journal of virology, 95(9) (2021-02-12)
Negative-sense RNA viruses (NSVs) rely on prepackaged viral RNA-dependent RNA polymerases (RdRp) to replicate and transcribe their viral genomes. Their replication machinery consists of an RdRp bound to viral RNA which is wound around a nucleoprotein (NP) scaffold, forming a
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 492905-25MG | 04055977272802 |