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SML3176

Sigma-Aldrich

WEHI-539 hydrochloride

≥98% (HPLC)

Synonym(s):

(E)-5-(3-(4-(Aminomethyl)phenoxy)propyl)-2-(8-(2-(benzo[d]thiazol-2-yl)hydrazono)-5,6,7,8-tetrahydronaphthalen-2-yl)thiazole-4-carboxylic acid hydrochloride, 5-[3-[4-(Aminomethyl)phenoxy]propyl]-2-[8-[2-(2-benzothiazolyl)hydrazinylidene]-5,6,7,8-tetrahydro-2-naphthalenyl]-4-thiazolecarboxylic acid hydrochloride, WEHI 539 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C31H29N5O3S2 · xHCl
Molecular Weight:
583.72 (free base basis)
MDL number:
MFCD28044305
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

faint yellow to dark orange

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Biochem/physiol Actions

WEHI-539 is an apoptosis inducer that selectively targets the anti-apoptotic Bcl-2 family member Bcl-XL with high affinity (KD = 0.6 nM; 500-fold over Bcl-2 and 400-fold over Bcl-W, Mcl-1 and A1) in a manner distinct from that of ABT-737. WEHI blocks Bcl-XL from targeting the BH3 domain of the pro-apoptotic family member Bim with high potency (IC50 = 1.1 nM), exhibiting no inhibitory potency against Mcl-1-BimBH3 interaction (IC50 >10 μM). WEHI-539 is shown to induce apoptosis in human and murine cultures by selectively antagonizing Bcl-XL prosurvival activity (EC50 <10 nM/Mcl-1-knockout MEF, <0.5 nM/mouse platelets, and <32 nM/human platelets).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML3176-VAR:
SML3176-25MG:
SML3176-5MG:
SML3176-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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