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Merck
CN

SML0176

Z36

≥98% (HPLC)

Synonym(s):

(Z)-5-Fluoro-1-(3′-dimethylamino)propyl-3-[(5′-methoxyindol-3-ylidene)methyl]-indolin-2-one, 1-[3-(dimethylamino)propyl]-5-fluoro-1,3-dihydro-3-[(5-methoxy-1H-indol-3-yl)methylene]-2H-Indol-2-one

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About This Item

Empirical Formula (Hill Notation):
C23H24FN3O2
CAS Number:
1243148-19-7
Molecular Weight:
393.45
UNSPSC Code:
12352200
PubChem Substance ID:
329825205
NACRES:
NA.77

Key Documents

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SMILES string

COc1ccc2[nH]cc(\C=C3/C(=O)N(CCCN(C)C)c4ccc(F)cc34)c2c1

InChI

1S/C23H24FN3O2/c1-26(2)9-4-10-27-22-8-5-16(24)12-19(22)20(23(27)28)11-15-14-25-21-7-6-17(29-3)13-18(15)21/h5-8,11-14,25H,4,9-10H2,1-3H3/b20-11-

InChI key

CQNOITUXWKRVMB-JAIQZWGSSA-N

assay

≥98% (HPLC)

form

powder

color

light yellow to dark yellow

solubility

DMSO: ≥15 mg/mL

storage temp.

−20°C

Quality Level

100

Related Categories

Application

Z36 may be used to study cell signaling that results in autophagy.

Biochem/physiol Actions

Bcl-XL inhibitor that induces autophagic cell death independent of apoptosis
Z36 inhibits cell proliferation and induces death in HeLa cells. The cell death induced is via autophagy and autophagic flux.
Z36 is a Bcl-XL inhibitor that induces autophagic cell death independent of apoptosis which distinguishes it from other Bcl-XL and Bcl-2 inhibitors that induce cancer cell death mainly through apoptosis. Z36 binds to the BH3 binding groove of BCL-XL where it is thought to induce autophagy through blocking the interaction between Bcl-XL/Bcl2 and Beclin 1.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000321707
0000321707
101M4606V
0000139535
0000139536

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Jian Lin et al.
Autophagy, 5(3), 314-320 (2009-02-27)
Inhibition of Bcl2 family proteins Bcl-X(L) and Bcl-2 represents a promising drug development strategy for cancer treatment by triggering apoptosis in cancer cells. Here we report a novel Bcl-X(L) inhibitor, Z36, which unexpectedly induces only autophagic cell death, but not

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