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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 Code

11 - Combustible Solids

WGK

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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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)
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)

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