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SML3462

Sigma-Aldrich

IAXO-102 trifluoroacetate salt

≥98% (HPLC)

Synonym(s):

IAXO 102 trifluoroacetate salt, Methyl 6-deoxy-6-amino-2,3-di-O-tetradecyl-α-D-glucopyranoside trifluoroacetate salt

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About This Item

Empirical Formula (Hill Notation):
C35H71NO5 · xC2HF3O2
Molecular Weight:
585.94 (free base basis)
UNSPSC Code:
51111800
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

storage temp.

-10 to -25°C

SMILES string

O[C@H]1[C@@H]([C@H]([C@H](O[C@@H]1CN)OC)OCCCCCCCCCCCCCC)OCCCCCCCCCCCCCC.[xCF3CO2H]

Biochem/physiol Actions

IAXO-102 is a potent and selective toll-like receptor 4 (TLR4) antagonist that protect mice from LPS induced septic shock. IAXO-102 inhibits development of an experimental abdominal aortic aneurysm. It also prevents acute BBB disruption after experimental post-subarachnoid hemorrhage in mice.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Glycolipids and benzylammonium lipids as novel antisepsis agents: synthesis and biological characterization.
Piazza M, Rossini C, Della Fiorentina S, Pozzi C, Comelli F, Bettoni I, Fusi P, Costa B, Peri F.
Journal of Medicinal Chemistry (2009)
A novel small molecule TLR4 antagonist (IAXO-102) negatively regulates non-hematopoietic toll like receptor 4 signalling and inhibits aortic aneurysms development.
Huggins C, Pearce S, Peri F, Neumann F, Cockerill G, Pirianov G.
Atherosclerosis (2015)
Selective Toll-Like Receptor 4 Antagonists Prevent Acute Blood-Brain Barrier Disruption After Subarachnoid Hemorrhage in Mice.
Okada T, Kawakita F, Nishikawa H, Nakano F, Liu L, Suzuki H.
Molecular Neurobiology (2019)

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