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Merck
CN

B3306

Bisindolylmaleimide IV

≥98% (TLC), solid

Synonym(s):

Ro 31-6233

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About This Item

Empirical Formula (Hill Notation):
C20H13N3O2
CAS Number:
119139-23-0
Molecular Weight:
327.34
NACRES:
NA.77
PubChem Substance ID:
24891709
UNSPSC Code:
12352111
MDL number:
MFCD00236432
Assay:
≥98% (TLC)
Form:
solid
Quality level:
200

Key Documents

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InChI

1S/C20H13N3O2/c24-19-17(13-9-21-15-7-3-1-5-11(13)15)18(20(25)23-19)14-10-22-16-8-4-2-6-12(14)16/h1-10,21-22H,(H,23,24,25)

SMILES string

O=C1NC(=O)C(c2c[nH]c3ccccc23)=C1c4c[nH]c5ccccc45

InChI key

DQYBRTASHMYDJG-UHFFFAOYSA-N

biological source

synthetic (organic)

assay

≥98% (TLC)

form

solid

color

dark red

solubility

DMSO: soluble, methanol: soluble

storage temp.

−20°C

Quality Level

200

Gene Information

human ... CDK2(1017), EGFR(1956)
rat ... Prkca(24680)

Related Categories

Biochem/physiol Actions

Bisindolylmaleimides (BIM) comprises a group of 11 compounds from BIM-I to BIM-XI. BIMs act as an inhibitor of protein kinase C (PKC). They are derived from staurosporine. BIM IX due to its proapoptotic functionality could be useful in targeting tumor proliferation.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000346320
0000346320
SLCQ4940
SLCQ3584
SLCN2754

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Hui He et al.
The Prostate, 70(10), 1119-1126 (2010-03-25)
We have reported that human prostate cancer ARCaP(E) cells undertake epithelial to mesenchymal transition (EMT) when stimulated by certain soluble factors, and that EMT is regulated by surface receptor-elicited signaling pathways through protein phosphorylation. It is known that phorbol ester
Abdullah Mayati et al.
PloS one, 10(12), e0144667-e0144667 (2015-12-15)
Ro 31-8220 is a potent protein kinase C (PKC) inhibitor belonging to the chemical class of bisindolylmaleimides (BIMs). Various PKC-independent effects of Ro 31-8220 have however been demonstrated, including inhibition of the ATP-binding cassette drug transporter breast cancer resistance protein.
Sibasish Dolai et al.
Proteomics, 11(13), 2683-2692 (2011-06-02)
Basal-like breast cancers are commonly negative for expression of estrogen and progesterone receptors and HER-2 (triple-negative breast cancer), which makes this subtype of breast cancers more aggressive and less responsive to standard treatment. We have applied a small-scale chemical proteomics
B Pajak et al.
Advances in medical sciences, 53(1), 21-31 (2008-07-19)
Bisindolylmaleimide derivatives were originally described as protein kinase C inhibitors. However, several studies have shown that bisindolylmaleimides target several other signaling molecules. The review presents bisindolylmaleimide-mediated PKC-dependent and PKC-independent biological effects, such as reversal of MDR and modulation of Wnt
Max Hoff et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 25(7), 2484-2491 (2011-04-12)
Rhythmic activity of cells and cellular networks plays an important role in physiology. In the nervous system oscillations of electrical activity and/or second messenger concentrations are important to synchronize neuronal activity. At the molecular level, rhythmic activity can be initiated
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