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SML2151

Sigma-Aldrich

MBX2546

≥98% (HPLC)

Synonyme(s) :

N-(3,5-Dimethylphenyl)-2-(N-(2-methyl-5-nitrophenyl)methylsulfonamido)acetamide

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About This Item

Formule empirique (notation de Hill) :
C18H21N3O5S
Numéro CAS:
695160-12-4
Poids moléculaire :
391.44
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Essai

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 2 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

CC1=CC=C([N+]([O-])=O)C=C1N(S(C)(=O)=O)CC(NC2=CC(C)=CC(C)=C2)=O

InChI

1S/C18H21N3O5S/c1-12-7-13(2)9-15(8-12)19-18(22)11-20(27(4,25)26)17-10-16(21(23)24)6-5-14(17)3/h5-10H,11H2,1-4H3,(H,19,22)

Clé InChI

XPPCEUZUDQSVQO-UHFFFAOYSA-N

Actions biochimiques/physiologiques

MBX2546 is a non-cytotoxic (CC50 >100 μM; 283T) molecule that inhibits against influenza hemagglutinin- (HA-) mediated viral entry (IC90 = 5.7 μM against HIV/HA(H5) entry in 293T culture vs. IC90 >100 μM, 98.2 μM, and >85 μM against HIV/LASV-GP, HIV/EBOV-GP, HIV/VSV-G, respectively) by targeting group 1 HA-specific conformational epitope in the HA stem loop region. MBX2546 is shown to inhibit influenza A strains A/PR/8/34 (H1N1) and A/Florida/21/2008 (H1N1-H275Ψ) (oseltamivir-resistant strain), A/California/10/2009/H1N1, as well as high pathogenic avian influenza (HPAI) strain A/Hong Kong/H5N1 (IC50 = 0.3, 5.8, 0.55-1.5, and 3.6 μM, respectively), but not A/Texas/12/2007 (H3N2), A/Perth/16/2009 (H3N2), A/Victoria/3/75 (H3N2), A/Panama/2007/99 (H3N2), A/Sydney/05/97 (H3N2), A/California/7/04 (H3N2), A/Wyoming/03/2003 (H3N2), or influenza B strain B/Florida/4/2006 in MDCK cultures.
Non-cytotoxic molecule that blocks hemagglutinin (HA)-mediated influenza A host entry by targeting group 1 HA stem loop region conformational epitope.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Lot/Batch Number

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Consulter la Bibliothèque de documents

Arnab Basu et al.
Journal of virology, 88(3), 1447-1460 (2013-11-08)
Influenza viruses are a major public health threat worldwide, and options for antiviral therapy are limited by the emergence of drug-resistant virus strains. The influenza virus glycoprotein hemagglutinin (HA) plays critical roles in the early stage of virus infection, including
Kris M White et al.
ACS infectious diseases, 1(2), 98-109 (2015-05-20)
An ultrahigh-throughput screen was performed to identify novel small molecule inhibitors of influenza virus replication. The screen employed a recombinant influenza A/WSN/33 virus expressing Renilla luciferase and yielded a hit rate of 0.5%, of which the vast majority showed little
Arnab Basu et al.
ACS infectious diseases, 3(5), 330-335 (2017-03-18)
Influenza A virus envelop protein hemagglutinin (HA) plays important roles in viral entry. We previously have reported that MBX2546, a novel influenza A virus inhibitor, binds to HA and inhibits HA-mediated membrane fusion. In this report, we show that (i)

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