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Merck

D1692

GW4869

≥90% (NMR), powder, N-SMase inhibitor

동의어(들):

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

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크기 선택

제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C30H28N6O2 · 2HCl
CAS 번호:
6823-69-4
Molecular Weight:
577.50
UNSPSC Code:
41121800
PubChem Substance ID:
24724460
NACRES:
NA.77

주요 문서

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제품 이름

GW4869, ≥90% (NMR)

SMILES string

Cl.Cl.O=C(Nc1ccc(cc1)C2=NCCN2)\C=C/c3ccc(\C=C/C(=O)Nc4ccc(cc4)C5=NCCN5)cc3

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

assay

≥90% (NMR)

form

powder

storage condition

desiccated, protect from light

color

light yellow to yellow

mp

>300 °C

solubility

DMSO: 0.2 mg/mL

Quality Level

100

storage temp.

2-8°C

관련 카테고리

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).

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.

저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
0000518720
0000518718
0000518718
0000518720
0000379309

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문서 라이브러리 방문

The cationic small molecule GW 4869 is cytotoxic to high phosphatidylserine-expressing myeloma cells
Vuckovic S, et al.
British Journal of Haematology, 177(3), 423-440 (2017)
Phillip B Munson et al.
Scientific reports, 9(1), 11688-11688 (2019-08-14)
Malignant mesothelioma (MM) is an asbestos-induced cancer arising on the mesothelial surface of organ cavities. MM is essentially incurable without a means of early diagnosis and no successful standard of care. These facts indicate a deep chasm of knowledge that
Elevated Wall Tension Leads to Reduced miR-133a in the Thoracic Aorta by Exosome Release
Akerman AW, et al.
Journal of the American Heart Association, 8(1), e010332-e010332 (2019)
The TrkA receptor mediates experimental thermal hyperalgesia produced by nerve growth factor: modulation by the p75 neurotrophin receptor
Khodorova A, et al.
Neuroscience, 340, 384-397 (2017)
Short-range exosomal transfer of viral RNA from infected cells to plasmacytoid dendritic cells triggers innate immunity
Dreux M, et al.
Cell host & microbe, 12(4), 558-570 (2012)
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