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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

조직 및 계약 가격을 보려면 로그인를 클릭합니다.

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
Assay:
≥90% (NMR)
Form:
powder
Quality level:
100
Storage condition:
desiccated, protect from light

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

originator

GlaxoSmithKline

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)

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시험 성적서(COA)

Lot/Batch Number
096M4605V
105M4616V
084M4604V
013M4606V
021M4624V

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COA 검색

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문서 라이브러리 방문

Hasna Ahyayauch et al.
Scientific reports, 8(1), 7456-7456 (2018-05-12)
The mechanisms of Pb(II) toxicity have been studied in human red blood cells using confocal microscopy, immunolabeling, fluorescence-activated cell sorting and atomic force microscopy. The process follows a sequence of events, starting with calcium entry, followed by potassium release, morphological
E L Kavanagh et al.
Oncogenesis, 6(10), e388-e388 (2017-10-11)
Triple negative breast cancer (TNBC) is an aggressive subtype with relatively poor clinical outcomes and limited treatment options. Chemotherapy, while killing cancer cells, can result in the generation of highly chemoresistant therapeutic induced senescent (TIS) cells that potentially form stem
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)
Blockade of exosome generation with GW4869 dampens the sepsis-induced inflammation and cardiac dysfunction
Essandoh K, et al.
Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1852(11), 2362-2371 (2015)
Arsenic trioxide inhibits HCCLM3 cells invasion through de novo ceramide synthesis and sphingomyelinase-induced ceramide production
Zhang S, et al
Medical Oncology (Northwood, London, England), 29(3), 2251-2260 (2012)
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