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Merck

197333

ABT-737

≥97% (HPLC), solid, Bcl-2 inhibitor, Calbiochem®

Synonyme(s) :

Bcl-2 Inhibitor VI, ABT-737, 4-{4-[(4ʹ-Chlorobiphenyl-2-yl)methyl]piperazin-1-yl}-N-{[4-({(1R)-3-(dimethylamino)-1-[(phenylsulfanyl)methyl]propyl}amino)-3-nitrophenyl]sulfonyl}benzamide

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A propos de cet article

Formule empirique (notation de Hill) :
C42H45ClN6O5S2
Numéro CAS:
852808-04-9
Poids moléculaire :
813.43
MDL number:
MFCD12756212
UNSPSC Code:
12352200
NACRES:
NA.77

Principaux documents

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Nom du produit

Bcl-2 Inhibitor VI, ABT-737, The Bcl-2 Inhibitor VI, ABT-737, also referenced under CAS 852808-04-9, controls the biological activity of Bcl-2. This small molecule/inhibitor is primarily used for Activators/Inducers applications.

SMILES string

[S](=O)(=O)(NC(=O)c3ccc(cc3)N4CCN(CC4)Cc5c(cccc5)c6ccc(cc6)Cl)c1cc(c(cc1)N[C@@H](CSc2ccccc2)CCN(C)C)[N+](=O)[O-]

InChI

1S/C42H45ClN6O5S2/c1-46(2)23-22-35(30-55-37-9-4-3-5-10-37)44-40-21-20-38(28-41(40)49(51)52)56(53,54)45-42(50)32-14-18-36(19-15-32)48-26-24-47(25-27-48)29-33-8-6-7-11-39(33)31-12-16-34(43)17-13-31/h3-21,28,35,44H,22-27,29-30H2,1-2H3,(H,45,50)/t35-/m1/s1

InChI key

HPLNQCPCUACXLM-PGUFJCEWSA-N

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Catégories apparentées

Disclaimer

Toxicity: Standard Handling (A)

General description

A cell-permeable nitrophenylsulfonylbenzamide compound that is shown to bind anti-apoptotic Bcl-2 family members Bcl-2, Bcl-XL, and Bcl-w with high affinity (Ki ≤ 1 nM) and serves as a nonpeptidyl alternative to Bad-derived BH3 peptide (Cat. No. 197220) in preventing the binding and inhibition of the pro-apoptotic by the anti-apoptotic Bcl-2 family proteins. ABT-737 is demonstrated to fully reverse the blockage of Myr-Bid-induced cytochrome c release by Bcl-2 in mitochondria preparations from Bcl-2 overexpressing FL5.12 cells and effectively inhibit the growth of numerous cancer cells both in cultures in vitro (IC50 ≤100 nM against H146 and H1963) and in vivo (complete regression of H146 and H1963 in xenograft mice at 100 mg/kg/day, i.p.). Application of ABT-737 is also demonstrated to significantly reduce the disease severity in several murine models of autoimmunity. Also available as a 25 mM solution in DMSO (Cat. No. 197334).

Other Notes

Bardwell, P.D., et al. 2009. J. Immunol.182, 7482.
Oltersdorf, T., et al. 2005. Nature435, 677.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Pooja Patel et al.
Frontiers in cell and developmental biology, 9, 765973-765973 (2021-12-21)
Mitochondrial permeability transition pore (MPTP)-dependent necrosis contributes to numerous pathologies in the heart, brain, and skeletal muscle. The MPTP is a non-selective pore in the inner mitochondrial membrane that is triggered by high levels of matrix Ca2+, and sustained opening
Yuanjiu Lei et al.
Cell, 186(14), 3013-3032 (2023-06-24)
Mitochondrial DNA (mtDNA) is a potent agonist of the innate immune system; however, the exact immunostimulatory features of mtDNA and the kinetics of detection by cytosolic nucleic acid sensors remain poorly defined. Here, we show that mitochondrial genome instability promotes
Hazel Stewart et al.
iScience, 26(11), 108080-108080 (2023-10-20)
The SARS-CoV-2 genome encodes a multitude of accessory proteins. Using comparative genomic approaches, an additional accessory protein, ORF3c, has been predicted to be encoded within the ORF3a sgmRNA. Expression of ORF3c during infection has been confirmed independently by ribosome profiling.
Buhao Deng et al.
The Journal of cell biology, 223(3) (2024-02-06)
TNFα and IFNγ (TNF/IFNγ) synergistically induce caspase-8 activation and cancer cell death. However, the mechanism of IFNγ in promoting TNF-initiated caspase-8 activation in cancer cells is poorly understood. Here, we found that in addition to CASP8, CYLD is transcriptionally upregulated
Joshua D Bryant et al.
Current protocols, 2(2), e372-e372 (2022-02-18)
Mitochondria have emerged as key drivers of mammalian innate immune responses, functioning as signaling hubs to trigger inflammation and orchestrating metabolic switches required for phagocyte activation. Mitochondria also contain damage-associated molecular patterns (DAMPs), molecules that share similarity with pathogen-associated molecular

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