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Alternative_name
3,3'-(1,4-phenylene)bis[N-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-2-propenamide, dihydrochloride; GW69A; GW554869A
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Description
GW 4869 is a cell-permeable, non-competitive inhibitor of neutral sphingomyelinases (IC₅₀ = 1 μM), but does not affect acid sphingomyelinase activity. It inhibits TNF-α-mediated sphingomyelin hydrolysis (100% inhibition at 20 μM) and TNF-α-induced cell death in MCF7 cells without interfering with activation of NF-κB or glutathione depletion in response to TNF.
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CAS Number
6823-69-4
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Structure Available
Yes
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Salt Form
No
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Molecular Formula
C₃₀H₂₈N₆O₂ · 2HCl [xH₂O]
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Molecular Weight
577.5
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Cell Permeable
Yes
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Purity
≥90%
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Solubilities
DMSO (~0.2 mg/ml)
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Handling
Protect from air and moisture
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Tag Line
A non-competitive inhibitor of neutral sphingomyelinases
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Storage Condition
-20 ̊C
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Shipping Condition
gel pack
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Shelf Life
36 months
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PubChem CID
16078967
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SMILES
C1CN=C(N1)C2=CC=C(C=C2)NC(=O)C=CC3=CC=C(C=C3)C=CC(=O)NC4=CC=C(C=C4)C5=
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InChi
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+;;
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InChi Key
NSFKAZDTKIKLKT-CLEIDKRQSA-N
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MSDS Available
Yes