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Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate

CAS No.
40592-88-9
Chemical Name:
Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate
Synonyms
C34;TLR4-C34;TLR4-IN-C34;2-Acetamidopyranoside;Isopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside;Isopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside;Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate;ISOPROPYL 2-(ACETYLAMINO)-2-DEOXY-A-D-GLUCOPYRANOSIDE 3,4,6-TRIACETATE;1-Methylethyl 2-(acetylamino)-2-deoxy-a-Dglucopyranoside 3,4,6-triacetate;1-Methylethyl 2-(acetylamino)-2-deoxy-α-D-glucopyranoside 3,4,6-triacetate
CBNumber:
CB22750507
Molecular Formula:
C17H27NO9
Molecular Weight:
389.39758
MDL Number:
MFCD28053519
MOL File:
40592-88-9.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate Properties

Boiling point 519.8±50.0 °C(Predicted)
Density 1.21±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility H2O: soluble1mg/mL, clear (warmed)
form powder
pka 13?+-.0.70(Predicted)
color white to beige
FDA UNII 763UCG980J

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
WGK Germany  3
HS Code  2938900000

Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0832 TLR4-IN-C34 ≥98% (HPLC) 40592-88-9 5mg $118 2024-03-01 Buy
Sigma-Aldrich SML0832 TLR4-IN-C34 ≥98% (HPLC) 40592-88-9 25mg $478 2024-03-01 Buy
Cayman Chemical 18512 TLR4-C34 ≥98% 40592-88-9 5mg $73 2024-03-01 Buy
Cayman Chemical 18512 TLR4-C34 ≥98% 40592-88-9 10mg $110 2024-03-01 Buy
Cayman Chemical 18512 TLR4-C34 ≥98% 40592-88-9 25mg $253 2024-03-01 Buy
Product number Packaging Price Buy
SML0832 5mg $118 Buy
SML0832 25mg $478 Buy
18512 5mg $73 Buy
18512 10mg $110 Buy
18512 25mg $253 Buy

Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate Chemical Properties,Uses,Production

Uses

TLR4-IN-C34 is a new class of toll-like receptor 4 (TLR4) inhibitors, which are potential anti-inflammatory agents.

General Description

TLR4-IN-C34 is an inhibitor of toll-like receptor 4 (TLR4) in vitro and in vivo.

Biological Activity

c34 is a 2-acetamidopyranoside that inhibits tlr4 signaling in enterocytes and macrophages in vitro when used at 10 μm. it does not affect signaling through either tlr2 or tlr9[1,2].c34, used at 1 mg/kg can reduce systemic inflammation in mouse models of endotoxemia and necrotizing enterocolitis[1].c34 markedly decreases the basal expression of tnfα, as well as lps-induced inos and tnfα expression, in intestinal tissue isolated from patients with necrotizing enterocolitis[1].[1]. neal m d, jia h, eyer b, et al. discovery and validation of a new class of small molecule toll-like receptor 4 (tlr4) inhibitors. plos one, 2013, 8(6): e65779.[2]. wipf p, eyer b r, yamaguchi y, et al. synthesis of anti-inflammatory α-and β-linked acetamidopyranosides as inhibitors of toll-like receptor 4 (tlr4). tetrahedron letters, 2015, 56(23): 3097-3100.

Biochem/physiol Actions

TLR4-IN-C34 is a potent and specific inhibitor of toll-like receptor 4 (TLR4), which inhibits TLR4 signaling in vivo and in vitro. TLR4-IN-C34, also known as C34, is an aminomonosaccharide that inhibits TLR4 signaling by docking with the hydrophobic pocket of the TLR4 co-receptor, myeloid differentiation protein-2 (MD-2). C34 has been shown to diminish the severity of experimental necrotizing enterocolitis (NEC).

storage

Store at -20°C

Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate Preparation Products And Raw materials

Raw materials

Preparation Products

Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate Suppliers

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Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate Spectrum

40592-88-9(Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate)Related Search:

2-Acetamidopyranoside C34 Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate TLR4-IN-C34 TLR4-C34 (2R,3S,4R,5R,6S)-5-Acetamido-2-(acetoxymethyl)-6-isopropoxytetrahydro-2H-pyran-3,4-diyl diacetate ISOPROPYL 2-(ACETYLAMINO)-2-DEOXY-A-D-GLUCOPYRANOSIDE 3,4,6-TRIACETATE Isopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside 1-Methylethyl 2-(acetylamino)-2-deoxy-a-Dglucopyranoside 3,4,6-triacetate 1-Methylethyl 2-(acetylamino)-2-deoxy-α-D-glucopyranoside 3,4,6-triacetate Isopropyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-alpha-D-glucopyranoside, Min. 98% Isopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside TLR4 IN C34,Toll-like Receptor (TLR),Inhibitor,TLR4INC34,inhibit,TLR-4-IN-C34 α-D-Glucopyranoside, 1-methylethyl 2-(acetylamino)-2-deoxy-, 3,4,6-triacetate 40592-88-9 API