SML2151
MBX2546
≥98% (HPLC)
Synonym(s):
N-(3,5-Dimethylphenyl)-2-(N-(2-methyl-5-nitrophenyl)methylsulfonamido)acetamide
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About This Item
Empirical Formula (Hill Notation):
C18H21N3O5S
CAS Number:
Molecular Weight:
391.44
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
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)
InChI key
XPPCEUZUDQSVQO-UHFFFAOYSA-N
Biochem/physiol Actions
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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)
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.
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML2151-5MG | 04061835304127 |
| SML2151-25MG | 04061835304110 |