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145317-11-9

145317-11-9 Structure

145317-11-9 Structure
IdentificationBack Directory
[Name]

1H-Pyrrole-2,5-dione, 3-[8-(aMinoMethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-Methyl-1H-indol-3-yl)-, Monohy
[CAS]

145317-11-9
[Synonyms]

BIM X
BIM-X hydrochloride
Ro 31-8425 Ro 31-8425
Bisindoylmaleimide X HCl
BIM X;RO 31-8425RO 31-8425
Bisindoylmaleimide X hydrochloride ≥95%
Bisindoylmaleimide X (Ro 31-8425)
BISINDOLYLMALEIMIDE X HYDROCHLORIDE (BIM-X HYDROCHLORIDE)
3-[8-(aminomethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methylindol-3-yl)pyrrole-2,5-dione
1H-Pyrrole-2,5-dione, 3-[8-(aMinoMethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-Methyl-1H-indol-3-yl)-, Monohy
1H-Pyrrole-2,5-dione,3-[8-(aMinoMethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-Methyl-1H-indol-3-yl)-, (Hydrochloride) (1:1)
[Molecular Formula]

C26H22N4O3
[MOL File]

145317-11-9.mol
[Molecular Weight]

438.478
Chemical PropertiesBack Directory
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

Soluble in DMSO (up to 10 mg/ml)
[form ]

Red solid.
[color ]

Red
[biological source]

synthetic (organic)
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
[InChIKey]

IMBOYWXMTUUYGZ-UHFFFAOYSA-N
[SMILES]

Cl.Cn1cc(C2=C(C(=O)NC2=O)c3c4CC(CN)CCn4c5ccccc35)c6ccccc16
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Ro 31-8425 (145317-11-9) is a selective, reversible, ATP-competitive inhibitor of protein kinase C. Inhibits PKCα, β1, β2, γ and ε, IC50= 8, 8, 14,13 and 39 nM respectively.1? Extremely useful tool for probing PKC-dependent physiology2 or signaling pathways3. Increases MSC adhesion to an ICAM-1 coated substrate in vitro and enables targeted delivery of systematically administered MSCs to inflamed sites in vivo in a CD11a-dependent manner.4? Cell permeable.
[Uses]

Bisindolylmaleimide X hydrochloride is a potent and selective cell-permeable protein kinase C (PKC) inhibitor. Studies reveal that inhibition of PKCα by Bisindolylmaleimide X and other similar PKC inhibitors has been associated with enhanced cardiac contractility and protection from heart failure.
[IC 50]

PKC; CDK2: 200 nM (IC50)
[References]

1) Wilkinson et al. (1993), Isoenzyme specificity of bisindolylmaleimides, selective inhibitors of protein kinase C; Biochem. J., 294 335 2) Niu et al. (2011), PKCε regulates contraction-stimulated GLUT4 traffic in skeletal muscle cells; J. Cell Physiol., 226 173 3) Jimenez-Lopez et al. (2005), Protein kinase C signaling as a survival pathway against CYP2E1-derived oxidative stress and toxicity in HepG2 cells; J. Pharmacol. Exp. Ther., 312 998 4) Levy et al. (2015), A small-molecule screen for enhanced homing of systemically infused cells; Cell Rep., 10 1261
Spectrum DetailBack Directory
[Spectrum Detail]

1H-Pyrrole-2,5-dione, 3-[8-(aMinoMethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-Methyl-1H-indol-3-yl)-, Monohy(145317-11-9)1HNMR
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