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Merck
CN

SML4031

Sigma-Aldrich

BAX Dimer Modulator 19, BDM19

≥98% (HPLC)

Synonym(s):

BDM-19, (E)-4-(6-Iodo-2-(3-methylstyryl)-4-oxoquinazolin-3(4H)-yl)benzoic acid, 4-[6-Iodo-2-[2-(3-methylphenyl)ethenyl]-4-oxo-3(4H)-quinazolinyl]benzoic acid, BDM 19, BDM19

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About This Item

Empirical Formula (Hill Notation):
C24H17IN2O3
CAS Number:
Molecular Weight:
508.31
MDL number:
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Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

2-8°C

SMILES string

IC1=CC=C2C(C(N(C(/C=C/C3=CC(C)=CC=C3)=N2)C4=CC=C(C=C4)C(O)=O)=O)=C1

InChI key

CQEADRMBOXGOAE-LFYBBSHMSA-N

Biochem/physiol Actions

Potent and selective cytosolic BAX dimer modulator that effectively induces apoptosis in cancer cells by selectively modulating inactive BAX.

BDM19, a potent BAX dimer modulator with a Kd of 560 nM, selectively binds to the N-terminal trigger site of inactive BAX, thereby inhibiting its dimerization with an IC50 of 5 μM. By stabilizing the inactive conformation of BAX, BDM-19 allosterically activates it, targeting cells containing cytosolic inactive BAX monomers and dimers. This leads to a dose-dependent translocation of BAX to mitochondria, subsequent cytochrome c release, and induction of apoptosis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Nadege Gitego et al.
Nature communications, 14(1), 8381-8381 (2023-12-17)
The BCL-2 family protein BAX is a major regulator of physiological and pathological cell death. BAX predominantly resides in the cytosol in a quiescent state and upon stress, it undergoes conformational activation and mitochondrial translocation leading to mitochondrial outer membrane

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