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Safety Information

SML2901

Sigma-Aldrich

MAC-545496

≥98% (HPLC)

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Synonym(s):
N-(5-chloropyridin-2-ylcarbamothioyl)-3-nitro-4-(piperidin-1-yl)benzamide, N-[[(5-chloro-2-pyridinyl)amino]thioxomethyl]-3-nitro-4-(1-piperidinyl)benzamide
Empirical Formula (Hill Notation):
C18H18ClN5O3S
CAS Number:
Molecular Weight:
419.89
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

faint yellow to dark orange

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Biochem/physiol Actions

MAC-545496 is a potent and selective inhibitor of glycopeptide-resistance-associated protein R (GraR) that displays antivirulence and antimicrobial adjuvant properties. MAC-545496 reverses β-lactam resistance in Methicillin-resistant strains (MRSA) and synergizes with cationic antimicrobial peptides (CAMPs). It also potentiates the effects of Cefuroxime and Oxacillin MRSA strains. MAC-545496 has no effect on commensal S. epidermidis and Gram-negative bacteria such as P. aeruginosa.

WGK

WGK 3

Regulatory Information

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Omar M El-Halfawy et al.
Nature chemical biology, 16(2), 143-149 (2019-11-27)
Staphylococcus aureus is the leading cause of infections worldwide, and methicillin-resistant strains (MRSA) are emerging. New strategies are urgently needed to overcome this threat. Using a cell-based screen of ~45,000 diverse synthetic compounds, we discovered a potent bioactive, MAC-545496, that

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