HA14-1

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Cat.No. 1541 - HA14-1 | C17H17BrN2O5 | CAS No. 65673-63-4
Description: Bcl-2 inhibitor. Induces apoptosis
Chemical Name: 2-Amino-6-bromo-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic acid ethyl ester
Datasheet
Citations (2)
Literature
Pathways

Biological Activity

Cell-permeable inhibitor of Bcl-2 protein (IC50 ~ 9 μM); acts by binding to the surface pocket. Disrupts Bax/Bcl-2 interaction and induces apoptosis of tumor cells. Also binds to the antiapoptotic Blc-2 proteins Bcl-XL and Bcl-w.

Technical Data

M. Wt 409.23
Formula C17H17BrN2O5
Storage Desiccate at -20°C
CAS Number 65673-63-4
PubChem ID 3549
InChI Key SXJDCULZDFWMJC-UHFFFAOYSA-N
Smiles CCOC(=O)C(C#N)C1C2=C(OC(N)=C1C(=O)OCC)C=CC(Br)=C2

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 40.92 100
ethanol 40.92 100

Preparing Stock Solutions

The following data is based on the product molecular weight 409.23. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.44 mL 12.22 mL 24.44 mL
5 mM 0.49 mL 2.44 mL 4.89 mL
10 mM 0.24 mL 1.22 mL 2.44 mL
50 mM 0.05 mL 0.24 mL 0.49 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Doshi et al (2006) Structure-activity relationship studies of ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate (HA 14-1), an antagonist for antiapoptotic Bcl-2 proteins to overcome drug resistance in cancer. J.Med.Chem. 49 7731 PMID: 17181155

Milella et al (2002) Synergistic induction of apoptosis by simultaneous disruption of the Bcl-2 and MEK/MAPK pathways in acute myelogenous leukemia. Blood 99 3461 PMID: 11964319

Wang et al (2000) Structure-based discovery of an organic compound that binds Bcl-2 protein and induces apoptosis of tumor cells. Proc.Natl.Acad.Sci.U.S.A. 97 7124 PMID: 10860979


If you know of a relevant reference for HA14-1, please let us know.

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Keywords: Bcl-2 inhibitors inhibits induces apoptosis Bax Bcl-XL Mcl-1 Family bcl2 inhibitor Bcl-2 Family

2 Citations for HA14-1

Citations are publications that use Tocris products. Selected citations for HA14-1 include:

Qin et al (2010) Coeloglossum viride var. bracteatum extract protects against amyloid toxicity in rat prefrontal cortex neurons. Blood 3 88 PMID: 20369044

Mohan et al (2009) Bcl-2 inhibitor HA14-1 and genistein together adeptly down regulated survival factors and activated cysteine proteases for apoptosis in human malignant neuroblastoma SK-N-BE2 and SH-SY5Y cells. Brain Res 1283 155 PMID: 19505441


Do you know of a great paper that uses HA14-1 from Tocris? If so please let us know.

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Reviews

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Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Neurodegeneration

Neurodegeneration Product Guide

A collection of over 275 products for neurodegeneration research, the guide includes research tools for the study of:

  • Alzheimer's disease
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  • Huntington's disease
Parkinson's

Parkinson's Poster

Parkinson's disease (PD) causes chronic disability and is the second most common neurodegenerative condition. This poster outlines the neurobiology of the disease, as well as highlighting current therapeutic treatments for symptomatic PD, and emerging therapeutic strategies to delay PD onset and progression.

Programmed Cell Death

Programmed Cell Death Poster

There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.

Pathways for HA14-1

Apoptosis

Apoptosis Signaling Pathway

Apoptosis is a physiological process for cell death that is critical during aging and development. It may also be referred to as cell 'suicide'. Apoptosis can be triggered by events both inside and outside of the cell.

Protocols

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