6H-Indolo[2,3-b]quinoxaline

Base Information

• Chemical Name: 6H-Indolo[2,3-b]quinoxaline
• CAS No.: 243-59-4
• Molecular Formula: C14H9 N3
• Molecular Weight: 219.246
• NSC Number: 75199,52574
• DSSTox Substance ID: DTXSID30179031,DTXSID401309710
• Nikkaji Number: J659.672J
• Wikidata: Q83049552
• ChEMBL ID: CHEMBL1382723
• Mol file: 243-59-4.mol

Synonyms:6H-Indolo[2,3-b]quinoxaline;243-59-4;84055-81-2;6H-indolo[3,2-b]quinoxaline;5H-Indolo[2,3-b]quinoxaline;5H-Indolo(2,3-b)quinoxaline;6H-Indolo(2,3-b)quinoxaline;indolo[2,3-b]quinoxaline;NSC52574;MLS000053030;11H-Indolo[2,3-b]quinoxaline;AIDS124803;MFCD00068754;NSC 52574;SMR000068993;243-61-8;ChemDiv1_012839;Oprea1_264584;Oprea1_735041;Oprea1_859350;CBDivE_001230;SCHEMBL278729;CHEMBL1382723;SCHEMBL17693674;BDBM42826;cid_5356192;HMS623H13;DTXSID30179031;{5H-Indolo[2,3-b]quinoxaline};LCKIWLDOHFUYDV-UHFFFAOYSA-N;DTXSID401309710;HMS2372C10;NSC75199;NSC-52574;NSC-75199;STK364379;STL149578;AKOS000741119;AKOS005749491;LS-04323;SY272776;CS-0312634;I1098;T72145;AH-232/02029064;SR-01000554124;SR-01000554124-1;BRD-K14807919-001-01-5;Z57102758;F1394-0001

Chemical Property of 6H-Indolo[2,3-b]quinoxaline

Chemical Property:

• Vapor Pressure: 4.21E-09mmHg at 25°C
• Boiling Point: 485.3°Cat760mmHg
• Flash Point: 235°C
• Density: 1.4g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 219.079647300
• Heavy Atom Count: 17
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=NC4=CC=CC=C4N=C3N2

Technology Process of 6H-Indolo[2,3-b]quinoxaline

There total 40 articles about 6H-Indolo[2,3-b]quinoxaline 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%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + 1,2-diamino-benzene (95-54-5) → indophenazine (243-59-4,84055-81-2)

Guidance literature:

In 1,4-dioxane; for 0.25h; Heating;

DOI:10.1002/jhet.5570170441

Reference yield: 99.0%

6-acetyl-6H-indolo[2,3-b]quinoxaline (13860-54-3) → indophenazine (243-59-4,84055-81-2)

Guidance literature:

With potassium hydroxide; In methanol; for 48h; Heating;

DOI:10.3987/com-01-9181

Reference yield: 98.0%

6-tosyl-6H-indolo[2,3-b]quinoxaline → indophenazine (243-59-4,84055-81-2)

Guidance literature:

With sodium hydroxide; In methanol; water; for 5h; Reflux;

DOI:10.1021/acs.orglett.1c02837

upstream raw materials:

2-chloro-3H-indol-3-one

1,2-diamino-benzene

(E)-1H-indole-2,3-dione 3-oxime

1-[(diethylamino)methyl]-1H-indole-2,3-dione

Downstream raw materials:

indolo[2,3-b]quinoxalin-6-yl-acetic acid

6-phenyl-6H-indolo[2,3-b]quinoxaline

6-((1-(2-bromophenyl)-1H-1,2,3-triazol-4-yl)methyl)-6H-indolo[2,3-b]quinoxaline

Refernces

• 1、 Basak, Megha,Bhattacharjee, Basu,Das, Gopal,Ramesh, Aiyagari. "Self-assembled quinoxaline derivative: Insight into disaggregation induced selective detection of nitro-aromatics in aqueous medium and live cell imaging". . . Retrieved 2021.
• 2、 Dandia, Anshu,Parewa, Vijay,Maheshwari, Shuchi,Rathore, Kuldeep S.. "Cu doped CdS nanoparticles: A versatile and recoverable catalyst for chemoselective synthesis of indolo[2,3-b]quinoxaline derivatives under microwave irradiation". . p. 244 - 252. Retrieved 2014.
• 3、 Mishra, Ankush,Singh,Quraishi,Srivastava, Vandana. "A Catalyst-Free Expeditious Green Synthesis of Quinoxaline, Oxazine, Thiazine, and Dioxin Derivatives in Water under Ultrasound Irradiation". . p. 345 - 356. Retrieved 2019.
• 4、 Kanhed, Ashish M.,Patel, Dushyant V.,Patel, Nirav R.,Sinha, Anshuman,Thakor, Priyanka S.,Patel, Kishan B.,Prajapati, Navnit K.,Patel, Kirti V.,Yadav, Mange Ram. "Indoloquinoxaline derivatives as promising multi-functional anti-Alzheimer agents". . p. 2498 - 2515. Retrieved 2020/11/02.
• 5、 Kumbhar, Arjun,Kanase, Dhanaji,Mohite, Suhas,Salunkhe, Rajshri,Lohar, Trushant. "Br?nsted acid hydrotrope combined catalysis in water: a green approach for the synthesis of indoloquinoxalines and bis-tetronic acids". . p. 2263 - 2278. Retrieved 2021/03/31.