Skip to Content
Merck

D1692

Sigma-Aldrich

GW4869

≥90% (NMR), powder, N-SMase inhibitor

Synonym(s):

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

Slide 1 of 4
Sign Into View Organizational & Contract Pricing

Select a Size

5 MG
CLP 189,000
25 MG
CLP 685,000

CLP 189,000


Check Cart for Availability

Request a Bulk Order

Select a Size

Change View
5 MG
CLP 189,000
25 MG
CLP 685,000

About This Item

Empirical Formula (Hill Notation):
C30H28N6O2 · 2HCl
CAS Number:
Molecular Weight:
577.50
UNSPSC Code:
41121800
PubChem Substance ID:
NACRES:
NA.77

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

CLP 189,000


Check Cart for Availability

Request a Bulk Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

GW4869, ≥90% (NMR)

Quality Level

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

originator

GlaxoSmithKline

storage temp.

2-8°C

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

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
G5172D8946SML1832
GW4869 ≥90% (NMR)

D1692

GW4869

GW4064 ≥97% (HPLC)

G5172

GW4064

DMH1 ≥98% (HPLC)

D8946

DMH1

form

powder

form

powder

form

powder

form

powder

assay

≥90% (NMR)

assay

≥97% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 0.2 mg/mL

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: 10 mg/mL, clear

storage condition

desiccated, protect from light

storage condition

desiccated

storage condition

desiccated

storage condition

-

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.[1] GW4869 exhibits cytotoxicity to phosphatidylserine-expressing myeloma cells.[2] It inhibits the secretion of IFN (interferon)-α by plasmacytoid dendritic cells (pDCs).[3]

Application

GW4869 has been used:
  • as an inhibitor of neutral sphingomyelinase and exosome biogenesis[4][5][6]
  • to analyse the effects of arsenic trioxide (ATO) treatment for hepatoma carcinoma HCCLM3 cells on ceramide production[7]
  • 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[8]

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Questions

1–2 of 2 Questions  
  1. Can in vitro cultured cells be treated longterm with GW4869? (for example 10 days treatment)

    1 answer
    1. A literature search has found articles where in vitro cultured cells were treated with this product for up to 24 hours. Conducting a literature search may provide further guidance on long-term treatment.

      Helpful?

  2. After resuspending 5 mg GW4869 from Millipore D1692 in DMSO, should it still be stored at 4°C?

    1 answer
    1. GW4869 has a maximum solubility of 0.2 mg/mL in DMSO. It is hygroscopic and light-sensitive, so solutions of GW4869 should be stored as single-use aliquots. When stored at -20 degrees C, stock solutions should be stable for at least 3 months.

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service