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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
Molecular Weight:
327.34
MDL Number:
MFCD00236432
MOL File:
119139-23-0.mol
MSDS File:
SDS
Last updated:2023-06-08 17:06:36

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

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
FDA UNII MBK3OO5K8T

SAFETY

Risk and Safety Statements

WGK Germany  3
HS Code  2933.99.8290

3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B3306 Bisindolylmaleimide IV ≥98% (TLC) 119139-23-0 1mg $104 2024-03-01 Buy
TCI Chemical B6068 Bisindolylmaleimide IV 119139-23-0 50MG $143 2024-03-01 Buy
TCI Chemical B6068 Bisindolylmaleimide IV 119139-23-0 250MG $494 2024-03-01 Buy
Cayman Chemical 13299 Bisindolylmaleimide IV ≥98% 119139-23-0 1mg $53 2024-03-01 Buy
Cayman Chemical 13299 Bisindolylmaleimide IV ≥98% 119139-23-0 5mg $227 2024-03-01 Buy
Product number Packaging Price Buy
B3306 1mg $104 Buy
B6068 50MG $143 Buy
B6068 250MG $494 Buy
13299 1mg $53 Buy
13299 5mg $227 Buy

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

Global( 106)Suppliers
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Capot Chemical Co.,Ltd.
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Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58

View Lastest Price from 3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione pictures 2020-01-13 3,4-Di-1H-indol-3-yl-1H-pyrrole-2,5-dione
119139-23-0
US $9.80 / KG 1KG ≥98% 20 tons Career Henan Chemical Co
RO 31-6233 3,4-BIS(3-INDOLYL)MALEIMIDE 2,3-BIS(1H-INDOL-3-YL)MALEIMIDE 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 Bisindolylmaleimide IV - CAS 119139-23-0 - Calbiochem Bisindolylmaleimide IV (Arcyriarubin A) 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