An inhibitor of tBid-mediated apoptosis
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BI-6C9

Item No. 17265

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[(4-aminophenyl)thio]phenyl]-4-[[(4-methoxyphenyl)sulfonyl]amino]-butanamide
CAS Number
791835-21-7
Molecular Formula
C23H25N3O4S2
Formula Weight
471.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH7.2) (1:1): 0.2 mg/mlEthanol: 0.5 mg/ml
λmax
242, 272 nm
SMILES
NC1=CC=C(SC2=CC=C(NC(CCCNS(C3=CC=C(OC)C=C3)(=O)=O)=O)C=C2)C=C1
InChi Code
InChI=1S/C23H25N3O4S2/c1-30-19-8-14-22(15-9-19)32(28,29)25-16-2-3-23(27)26-18-6-12-21(13-7-18)31-20-10-4-17(24)5-11-20/h4-15,25H,2-3,16,24H2,1H3,(H,26,27)
InChi Key
LCFUJBSKPDPGKO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $62

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    5 mg

    $266

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    10 mg

    $472

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    Cayman Chemical
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    Product Description

    BI-6C9 is an inhibitor of tBid (Kd = 20 µM), blocking the release of both cytochrome c and second mitochondria-derived activator of caspase from mitochondria.1,2 It prevents apoptosis in neurons treated with glutamate or oxygen-glucose deprivation.3,4 BI-6C9 (10 µM) also inhibits the nuclear translocation of apoptosis-inducing factor AIF, preventing the death of ovarian OVCAR-3 cancer cells induced by IFN-α2a.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Becattini, B., Sareth, S., Zhai, D., et al. Targeting apoptosis via chemical design: Inhibition of bid-induced cell death by small organic molecules. Chem. Biol. 11, 1107-1117 (2004).

    2. Becattini, B., Culmsee, C., Leone, M., et al. Structure-activity relationships by interligand NOE-based design and synthesis of antiapoptotic compounds targeting Bid. Proc. Natl. Acad. Sci. USA 103(3), 12602-12606 (2006).

    3. Landshamer, S., Hoehn, M., Barth, N., et al. Bid-induced release of AIF from mitochondria causes immediate neuronal cell death. Cell Death Differ. 15(10), 1553-1563 (2008).

    4. Culmsee, C., Zhu, C., Landshamer, S., et al. Apoptosis-inducing factor triggered by poly(ADP-ribose) polymerase and Bid mediates neuronal cell death after oxygen-glucose deprivation and focal cerebral ischemia. J. Neurosci. 25(44), 10262-10272 (2005).

    5. Miyake, K., Bekisz, J., Zhao, T., et al. Apoptosis-inducing factor (AIF) is targeted in IFN-α2a-induced Bid-mediated apoptosis through Bak activation in ovarian cancer cells. Biochim. Biophys. Acta 1823(8), 1378-1388 (2012).

    Product Citations

    Soriano-Castell, D., Currais, A., and Maher, P. Defining a pharmacological inhibitor fingerprint for oxytosis/ferroptosis. Free Radic. Biol. Med. S0891-5849(21), (2021).