ChemicalBook > CAS DataBase List > 3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione

3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione

Product Name
3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione
CAS No.
119139-23-0
Chemical Name
3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione
Synonyms
RO 31-6233;ARCYRIARUBIN A;3,4-Di(1H-indol-3-yl);BISINDOLYMALEIMIDE IV;BISINDOLYLMALEIMIDE IV;Sotrastaurin Impurity 13;3,4-BIS(3-INDOLYL)MALEIMIDE;2,3-BIS(1H-INDOL-3-YL)MALEIMIDE;BisindolylMaleiMide IV [Ro 31-6233];3,4-Di(3-indolyl)-1H-pyrrole-2,5-dione
CBNumber
CB9354568
Molecular Formula
C20H13N3O2
Formula Weight
327.34
MOL File
119139-23-0.mol
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3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione Property

Melting point:
161 °C
Boiling point:
690.1±55.0 °C(Predicted)
Density 
1.486±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: soluble
form 
solid
pka
8.44±0.60(Predicted)
color 
dark red
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Safety

WGK Germany 
3
HS Code 
2933.99.8290
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B3306
Product name
Bisindolylmaleimide IV
Purity
≥98% (TLC)
Packaging
1mg
Price
$104
Updated
2024/03/01
TCI Chemical
Product number
B6068
Product name
Bisindolylmaleimide IV
Packaging
50MG
Price
$143
Updated
2024/03/01
TCI Chemical
Product number
B6068
Product name
Bisindolylmaleimide IV
Packaging
250MG
Price
$494
Updated
2024/03/01
Cayman Chemical
Product number
13299
Product name
Bisindolylmaleimide IV
Purity
≥98%
Packaging
1mg
Price
$53
Updated
2024/03/01
Cayman Chemical
Product number
13299
Product name
Bisindolylmaleimide IV
Purity
≥98%
Packaging
5mg
Price
$227
Updated
2024/03/01
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3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione Chemical Properties,Usage,Production

Definition

ChEBI: 3,4-bis(1H-indol-3-yl)pyrrole-2,5-dione is a member of indoles and a member of maleimides.

General Description

A potent, cell permeable, and selective inhibitor of protein kinase C (IC50 = 87 nM). Inhibits protein kinase A at much higher concentrations (IC50 = 2.7 μM).

Biological Activity

bisindolylmaleimide iv is a protein kinase c (pkc) inhibitor.the enzyme family protein kinase c2 (pkc) occupies a central role in the transduction of signals from a variety of mediators across the cell membrane.3 receptor occupation by a number of hormones, cytokines, neurotransmitters, and growth factors results in activation of pkc via activation of phospholipase c through either a g protein mechanism or a tyrosine kinase mechanism. pkc then propagates the signal by phosphorylation of proteins on serine or threonine, with atp as cosubstrate, resulting in modification of the properties of these proteins. thus pkc appears to regulate mechanisms of cell proliferation, secretion, and gene expression.

Biochem/physiol Actions

Target IC50: 87 nM against protein kinase C

in vitro

bisindolylmaleimide iv was identified as a cell permeable inhibitor of protein kinase c (pkc) with ic50 values from 0.10 to 0.55 μm. bisindolylmaleimide iv was designed to be more discriminative than its parent compound staurosporine, the non-selective pkc inhibitor. in addition, bisindolylmaleimide iv also found to be able to inhibit protein kinase a with ic50 values ranging from 2 to 11.8 μm [1, 2].

in vivo

animal study found that, in neonatal rats, high glucose levels could induce the hypertrophy of cardiomyocytes. ro-31-8220, a analog of bisindolylmaleimide viii, was able to reverse the effect of high glucose on the cardiac myocytes, which might be through pkc/nf-κb/c-fos pathway [3].

IC 50

from 0.10 to 0.55 μm

References

[1] davis, p. d.,hill, c.h.,lawton, g., et al. inhibitors of protein kinase c. 1.1 2,3-bisarylmaleimides. journal of medicinal chemistry 35, 177-184 (1992).
[2] toullec, d. ,pianetti, p.,coste, h., et al. the bisindolylmaleimide gf 109203x is a potent and selective inhibitor of protein kinase c. the journal of biological chemisty 266(24), 15771-15781 (1991).
[3] zhang, w. b. et al. reverse effect of protein kinase c inhibitor ro-31-8220 on the hypertrophy of cardiomyocytes of neonatal rats induced by high glucose levels. chinese journal of pathophysiology. 2009-08.

3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione Preparation Products And Raw materials

Raw materials

Preparation Products

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3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione Suppliers

Meryer (Shanghai) Chemical Technology Co., Ltd.
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View Lastest Price from 3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione manufacturers

Career Henan Chemical Co
Product
3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione 119139-23-0
Price
US $9.80/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
20 tons
Release date
2020-01-10

119139-23-0, 3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dioneRelated Search:


  • RO 31-6233
  • 3,4-BIS(3-INDOLYL)MALEIMIDE
  • 2,3-BIS(1H-INDOL-3-YL)MALEIMIDE
  • Bisindolylmaleimide IV - CAS 119139-23-0 - Calbiochem
  • Bisindolylmaleimide IV (Arcyriarubin A)
  • 3,4-BIS(3-INDOLYL)MALEIMIDE (ARCYRIARUBIN A), 95+%
  • 3,4-BIS(3-INDOLYL)MALEIMIDE (ARCYRIARUBIN A).
  • 3-(1H-Indole-3-yl)-4-(1H-indole-3-yl)-1H-pyrrole-2,5-dione
  • 3,4-Bis(1H-indol-3-yl)-1H-pyrrole-2,5-dione
  • 1H-Pyrrole-2,5-dione, 3,4-di-1H-indol-3-yl-
  • BisindolylMaleiMide IV [Ro 31-6233]
  • bisindolylmaleimide iv:2,3-bis(1h-indol-3-yl)maleimide: 3,4-di-1h-indol-3-yl-1h-pyrrole-2,5-dione
  • 3,4-Bis(1H-indol-3-yl)pyrrole-2,5-dione
  • 3,4-Di(1H-indol-3-yl)
  • BISINDOLYLMALEIMIDE IV
  • ARCYRIARUBIN A
  • BISINDOLYMALEIMIDE IV
  • 3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione
  • 3,4-Di(3-indolyl)-1H-pyrrole-2,5-dione
  • Sotrastaurin Impurity 13
  • 119139-23-0
  • C20H13N3O2
  • Cell Signaling and Neuroscience
  • BioChemical
  • Cell Biology
  • Kinase/Phosphatase Biology
  • Protein Kinase C (PKC)
  • Serine/Threonine Kinase Inhibitors