Bisindolylmaleimide IV

Base Information

• Chemical Name: Bisindolylmaleimide IV
• CAS No.: 119139-23-0
• Molecular Formula: C20H13N3O2
• Molecular Weight: 327.34
• Hs Code.: 2933990090
• UNII: MBK3OO5K8T
• DSSTox Substance ID: DTXSID30152324
• Nikkaji Number: J442.995H
• Wikipedia: Bisindolylmaleimide
• Wikidata: Q27075304
• Pharos Ligand ID: PK5P1AC97SW1
• Metabolomics Workbench ID: 110007
• ChEMBL ID: CHEMBL266487
• Mol file: 119139-23-0.mol

Synonyms:bis(indolyl)maleimide;bis-indolylmaleimide;bisindolylmaleimide;bisindolylmaleimide IV

Chemical Property of Bisindolylmaleimide IV

Chemical Property:

• Appearance/Colour: dark red soild
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 161 °C
• Refractive Index: 1.829
• Boiling Point: 690.133 °C at 760 mmHg
• PKA: 8.44±0.60(Predicted)
• Flash Point: 371.179 °C
• PSA: 77.75000
• Density: 1.486 g/cm³
• LogP: 3.54520
• Storage Temp.: −20°C
• Solubility.: DMSO: soluble
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 327.100776666
• Heavy Atom Count: 25
• Complexity: 576

Purity/Quality:

98%min ^*data from raw suppliers

Bisindolylmaleimide IV ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)C3=C(C(=O)NC3=O)C4=CNC5=CC=CC=C54

Technology Process of Bisindolylmaleimide IV

There total 18 articles about Bisindolylmaleimide IV 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: 100.0%

3-indolylacetamide (879-37-8) + 2-(3-indolyl)oxoacetic acid methyl ester (18372-22-0) → 3,4-bis(3-indolyl)-1H-pyrrole-2,5-dione (119139-23-0)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 3h;

DOI:10.1021/jo980513c

Reference yield: 97.0%

2,3-bis(1H-indol-3-yl)maleic anhydride (115684-57-6) → 3,4-bis(3-indolyl)-1H-pyrrole-2,5-dione (119139-23-0)

Guidance literature:

With methanol; 1,1,1,3,3,3-hexamethyl-disilazane; at 20 ℃; for 16h;

DOI:10.1080/00397910902962878

Reference yield: 86.0%

indole (120-72-9) + 2,3-dibromomaleimide (1122-10-7) → 3,4-bis(3-indolyl)-1H-pyrrole-2,5-dione (119139-23-0)

Guidance literature:

indole; With ethylmagnesium bromide; In 1,4-dioxane; at 60 ℃; for 0.5h; Sealed tube; Inert atmosphere;

2,3-dibromomaleimide; In 1,4-dioxane; at 100 ℃;

upstream raw materials:

indole

2,3-dibromomaleimide

2,3-bis(1H-indol-3-yl)maleic anhydride

3,4-dichloromaleimide

Downstream raw materials:

bisindolylmaleimide V

3,4-bis(1-methyl-3-indolyl)-1-methyl-pyrrole-2,5-dione

3-(1H-indol-3-yl)-1-methyl-4-(1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione

2,3-bis(N-(4-bromobenzyl)-3'-indolyl)-N-(4'-bromobenzyl)maleimide

Refernces

• 1、 Watson, Daniel J.,Dowdy, Eric D.,Li, Wen-Sen,Wang, Jianji,Polniaszek, Richard. "Electronic effects in the acid-promoted deprotection of N-2,4-dimethoxybenzyl maleimides". . p. 1827 - 1830. Retrieved 2001.
• 2、 -. "Bisindole maleimide fluorescent sensor containing aromatic amide group". Paragraph 0013. . Retrieved 2020/12/08.
• 3、 Mei, Xiaofei,Wang, Jingwei,Zhou, Zhonggao,Wu, Shiyi,Huang, Limei,Lin, Zhenghuan,Ling, Qidan. "Diarylmaleic anhydrides: unusual organic luminescence, multi-stimuli response and photochromism". supporting information. p. 2135 - 2141. Retrieved 2017/03/09.