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GW4869

SIGMA/D1692 - ≥90% (NMR)

Synonym: N,N′-Bis[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-3,3′-p-phenylene-bis-acrylamide dihydrochloride

CAS Number: 6823-69-4
Empirical Formula (Hill Notation): C30H28N6O2 · 2HCl
Molecular Weight: 577.50
Linear Formula: C30H28N6O2 · 2HCl
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-D1692-5MG 5 mg
$261.00
1/EA
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45-D1692-25MG 25 mg
$985.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D1692-25MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D1692-25MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D1692-5MG

 

assay ≥90% (NMR)
color light yellow to yellow
form powder
InChI 1S/C30H28N6O2.2ClH/c37-27(35-25-11-7-23(8-12-25)29-31-17-18-32-29)15-5-21-1-2-22(4-3-21)6-16-28(38)36-26-13-9-24(10-14-26)30-33-19-20-34-30;;/h1-16H,17-20H2,(H,31,32)(H,33,34)(H,35,37)(H,36,38);2*1H/b15-5-,16-6-;;
InChI key NSFKAZDTKIKLKT-LOLTXFFGSA-N
mp >300 °C
originator GlaxoSmithKline
Quality Level 100 
SMILES string Cl.Cl.O=C(Nc1ccc(cc1)C2=NCCN2)C=C/c3ccc(C=C/C(=O)Nc4ccc(cc4)C5=NCCN5)cc3
solubility DMSO: 0.2 mg/mL
storage condition desiccated
  protect from light
storage temp. 2-8°C
Application: GW4869 has been used:
• as an inhibitor of neutral sphingomyelinase and exosome biogenesis
• to analyse the effects of arsenic trioxide (ATO) treatment for hepatoma carcinoma HCCLM3 cells on ceramide production
• to determine the contributions of p75 neurotrophin receptor (p75NTR) and tropomyosin receptor kinase A (TrkA)- coupled pathways to nerve growth factor (NGF)-induced thermal hypersensitivity in rats
Biochem/physiol Actions: A cell-permeable, potent, specific, non-competitive inhibitor of N-SMase (neutral sphingomyelinase)
Features and Benefits: This compound was developed by GlaxoSmithKline . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here .
General description: GW4869 is a commonly used pharmacological agent, which inhibits exosome generation. It blocks ceramide-mediated inward budding of multivesicular bodies (MVBs) and the release of mature exosomes from MVBs. GW4869 exhibits cytotoxicity to phosphatidylserine-expressing myeloma cells. It inhibits the secretion of IFN (interferon)-α by plasmacytoid dendritic cells (pDCs).
Packaging: 5, 25 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥90% (NMR)
mp >300 °C
Storage Temp. 2-8°C
UNSPSC 41121800

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