Bisindolylmaleimide IX mesylate

Base Information

• Chemical Name: Bisindolylmaleimide IX mesylate
• CAS No.: 138489-18-6
• Molecular Formula: C25H23N5O2S · CH3SO3H
• Molecular Weight: 457.55
• Hs Code.: 2933790090
• UNII: 3JPC9J3C82
• ChEMBL ID: CHEMBL1591531
• DSSTox Substance ID: DTXSID00896763
• Mol file: 138489-18-6.mol

Synonyms:Ro 31-8220 mesylate;138489-18-6;Bisindolylmaleimide IX mesylate;RO31-8220 mesylate;Ro 31-8220 (mesylate);3-(3-(4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)-1H-indol-1-yl)propyl carbamimidothioate methanesulfonate;Carbamimidothioic acid, 3-[3-[2,5-dihydro-4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-1H-pyrrol-3-yl]-1H-indol-1-yl]propyl ester, methanesulfonate (1:1);CHEMBL1591531;methanesulfonic acid;3-[3-[4-(1-methylindol-3-yl)-2,5-dioxopyrrol-3-yl]indol-1-yl]propyl carbamimidothioate;Bisindolylmaleimide IX, Methanesulfonate;SAWVGDJBSPLRRB-UHFFFAOYSA-N;Ro-31-8220 mesylate;BMK1-D9;3JPC9J3C82;Ro-31-8220 methanesulfonate;SCHEMBL2491726;DTXSID00896763;EX-A840;C25H23N5O2S.CH3SO3H;HMS3229N17;HMS3268D19;HMS3413A13;HMS3648O04;HMS3653M17;HMS3677A13;BCP20982;HB2958;MFCD03788207;s7207;Bisindolylmaleimide IX methansulfonate;AKOS024456905;CCG-270020;CS-1677;RO 31-8220 METHANESULFONATE;NCGC00092293-01;AS-75242;HY-13866;Ro 31-8220 methanesulfonate salt, solid;FT-0700446;SW219301-1;SR-01000946393;SR-01000946393-1;[(3-{3-[4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1H-indol-1-yl}propyl)sulfanyl]methanimidamide;3-[1-[3-(amidinothio)propyl]-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione methanesulphonate;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;Carbamimidothioic acid, 3-[3-[2,5-dihydro-4-(1-methyl-1H-indol-3-yl)-2,5-dioxo-1H-pyrrol-3-yl]-1H-indol-1-yl]propyl ester, monomethanesulfonate;Methanesulfonic acid 3-[3-[4-(1-methylindol-3-yl)-2,5-dioxopyrrol-3-yl]indol-1-yl]propyl carbamimidothioate

Chemical Property of Bisindolylmaleimide IX mesylate

Chemical Property:

• PSA: 131.20000
• LogP: 4.84580
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 553.14536133
• Heavy Atom Count: 38
• Complexity: 937

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ro31-8220Mesylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C2=CC=CC=C21)C3=C(C(=O)NC3=O)C4=CN(C5=CC=CC=C54)CCCSC(=N)N.CS(=O)(=O)O
• Description: Ro 31-8220 mesylate is a potent PKC inhibitor, inhibits PKCα, PKCβI, PKCβII, PKCγ, PKCε and rat brain PKC with IC50 values of 5, 24, 14, 27, 24 and 23 nM, also inhibits MAPKAP -K1b, MSK1, S6K1 and GSK3β with IC50 of 3, 8, 15, 38 nM.

Technology Process of Bisindolylmaleimide IX mesylate

There total 7 articles about Bisindolylmaleimide IX mesylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

3-(1-methyl-3-indolyl)-4-<1-<3-(methylsulfonyloxy)propyl>-3-indolyl>-1H-pyrrole-2,5-dione (125315-06-2) + thiourea (17356-08-0) → 3-{1-[3-(amidinothio)propyl]-3-indolyl}-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione methanesulfonate (138489-18-6)

Guidance literature:

In ethanol; for 18h; Heating;

DOI:10.1021/jm00084a004

Reference yield:

3-(1-methyl-3-indolyl)-4-<1-<3-(methylsulfonyloxy)propyl>-3-indolyl>-1H-pyrrole-2,5-dione (125315-06-2) → 3-{1-[3-(amidinothio)propyl]-3-indolyl}-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione methanesulfonate (138489-18-6)

Guidance literature:

With thiourea; In ethanol;

Reference yield:

indole (120-72-9) → 3-{1-[3-(amidinothio)propyl]-3-indolyl}-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione methanesulfonate (138489-18-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, 0.5 h, 2.) DMF, RT, 18 h

2: CH₂Cl₂ / 3 h / Ambient temperature

3: Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

4: 94 percent / 33percent aq. ammonia / dimethylformamide / 4 h / 140 °C

5: 73 percent / pyridine / CH₂Cl₂ / 20 h / Ambient temperature

6: 79 percent / ethanol / 18 h / Heating

With pyridine; ammonium hydroxide; sodium hydride; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00084a004

upstream raw materials:

3-(1-methyl-3-indolyl)-4-<1-<3-(methylsulfonyloxy)propyl>-3-indolyl>-1H-pyrrole-2,5-dione

thiourea

indole

N-(3-acetoxypropyl)-indole

Refernces

• 1、 -. "Substituted pyrroles". . . Retrieved 2008/06/13.