125314-64-9

Basic information

• Product Name: RO 31-8220 METHANESULFONATE
• Synonyms: RO-31-8220;RO 31-8220 MESYLATE;RO 31-8220 METHANESULFONATE;3-[3-[2,5-DIHYDRO-4-(1-METHYL-1H-INDOL-3-YL)-2,5-DIOXO-1H-PYRROL-3-YL]-1H-INDOL-1-YL]PROPYL CARBAMIMIDOTHIOIC ACID ESTER MESYLATE;3-[1-3-(AMIDINOTHIO)PROPYL-1H-INDOL-3-YL]-3-(1-METHYL-1H-INDOL-3-YL) MALEIMIDE;3-[1-[3-(AMIDINOTHIO)PROPYL-1H-INDOL-3-YL]-3-(1-METHYL-1H-INDOL-3-YL)MALEIMIDE METHANESULFONATE;2-[1-[3-(AMIDINOTHIO)PROPYL]-1H-INDOL-3-YL]-3-(1-METHYLINDOL-3-YL)-MALEIMIDE METHANESULFONATE;BISINDOLYLMALEIMIDE IX METHANESULFONATE
• CAS NO: 125314-64-9
• Molecular Formula: C26H27N5O5S2
• Molecular Weight: 553.65
• Product Categories: Protein Kinase
• Mol File: 125314-64-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: orange to red/solid
• Density: 1.42g/cm³
• Storage Temp.: 2-8°C
• Solubility: H2O: 7.3 mg/mL
• PKA: 7.90±0.60(Predicted)
• CAS DataBase Reference: RO 31-8220 METHANESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: RO 31-8220 METHANESULFONATE(125314-64-9)
• EPA Substance Registry System: RO 31-8220 METHANESULFONATE(125314-64-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 125314-64-9(Hazardous Substances Data)

Usage

Uses

Ro 31-8220 Mesylate is a protein kinase C (PKC) inhibitor.

Biological Activity

Protein kinase C inhibitor, with activity at other protein kinases (IC 50 values are 33, 3, 8, 15 and 38 nM for PKC α , MAPKAP-K1b, MSK1, GSK3 β and S6K1 respectively). Activates JNK and glycogen synthase, and inhibits MAPK and ERK2, in rat adipocytes and L6 myotubes. Also inhibits voltage-dependent Na + channels in the micromolar range.

references

[1]. wilkinson se, parker pj, nixon js. isoenzyme specificity of bisindolylmaleimides, selective inhibitors of protein kinase c. biochem j, 1993, 294 ( pt 2): 335-337.[2]. beltman j, mccormick f, cook sj. the selective protein kinase c inhibitor, ro-31-8220, inhibits mitogen-activated protein kinase phosphatase-1 (mkp-1) expression, induces c-jun expression, and activates jun n-terminal kinase. j biol chem, 1996, 271(43): 27018-27024.[3]. geiselhart l, conti dj, freed bm. ro 31-8220, a novel protein kinase c inhibitor, inhibits early and late t cell activation events. transplantation, 1996, 61(11): 1637-1642.[4]. standaert ml, bandyopadhyay g, antwi ek, et al. ro 31-8220 activates c-jun n-terminal kinase and glycogen synthase in rat adipocytes and l6 myotubes. comparison to actions of insulin.

InChI:InChI=1/C25H23N5O2S.CH4O3S/c1-29-13-17(15-7-2-4-9-19(15)29)21-22(24(32)28-23(21)31)18-14-30(11-6-12-33-25(26)27)20-10-5-3-8-16(18)20;1-5(2,3)4/h2-5,7-10,13-14H,6,11-12H2,1H3,(H3,26,27)(H,28,31,32);1H3,(H,2,3,4)

Relevant articles and documents

Use of bisindolylmaleimide compounds to induce Fas-mediated apoptosis

The present invention provides a method of inducing apoptosis in target cells of a subject by administering, to the subject a pharmaceutically effective amount of at least one compound of the formula: wherein: R1is hydrogen, C1-C12alkyl, C1-C12substituted alkyl, C3-C7heterocycle, or C3-C7substituted heterocycle, R2and R3are independently H or C1-C12alkyl, and the pharmaceutically acceptable salts, esters, amides, and prodrugs thereof, wherein following the administration of the compound of Formula I, the target cell is caused to undergo apoptosis.