ChemicalBook > CAS DataBase List > Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate

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

Product Name
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-A-D-GLUCOPYRANOSIDE 3,4,6-TRIACETATE;Isopropyl 2-(acetylamino)-2-deoxy á-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
Formula Weight
389.39758
MOL File
40592-88-9.mol
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Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate Property

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)
pka
13?+-.0.70(Predicted)
form 
powder
color 
white to beige
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Safety

WGK Germany 
3
HS Code 
2938900000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0832
Product name
TLR4-IN-C34
Purity
≥98% (HPLC)
Packaging
5mg
Price
$118
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0832
Product name
TLR4-IN-C34
Purity
≥98% (HPLC)
Packaging
25mg
Price
$478
Updated
2024/03/01
Cayman Chemical
Product number
18512
Product name
TLR4-C34
Purity
≥98%
Packaging
5mg
Price
$73
Updated
2024/03/01
Cayman Chemical
Product number
18512
Product name
TLR4-C34
Purity
≥98%
Packaging
10mg
Price
$110
Updated
2024/03/01
Cayman Chemical
Product number
18512
Product name
TLR4-C34
Purity
≥98%
Packaging
25mg
Price
$253
Updated
2024/03/01
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Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate Chemical Properties,Usage,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

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

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


  • 2-Acetamidopyranoside
  • C34
  • Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate
  • TLR4-IN-C34
  • TLR4-C34
  • Isopropyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-alpha-D-glucopyranoside, Min. 98%
  • 1-Methylethyl 2-(acetylamino)-2-deoxy-α-D-glucopyranoside 3,4,6-triacetate
  • 1-Methylethyl 2-(acetylamino)-2-deoxy-a-Dglucopyranoside 3,4,6-triacetate
  • Isopropyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside
  • ISOPROPYL 2-(ACETYLAMINO)-2-DEOXY-A-D-GLUCOPYRANOSIDE 3,4,6-TRIACETATE
  • (2R,3S,4R,5R,6S)-5-Acetamido-2-(acetoxymethyl)-6-isopropoxytetrahydro-2H-pyran-3,4-diyl diacetate
  • 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