11H-Indeno[1,2-b]quinoxalin-11-one

Base Information

• Chemical Name: 11H-Indeno[1,2-b]quinoxalin-11-one
• CAS No.: 6954-91-2
• Molecular Formula: C15H8 N2 O
• Molecular Weight: 232.241
• European Community (EC) Number: 684-630-7
• NSC Number: 67804
• DSSTox Substance ID: DTXSID30219805
• Nikkaji Number: J41.020I
• Wikidata: Q83096806
• ChEMBL ID: CHEMBL1392445
• Mol file: 6954-91-2.mol

Synonyms:11H-Indeno[1,2-b]quinoxalin-11-one;6954-91-2;Indeno[1,2-b]quinoxalin-11-one;11H-INDENO(1,2-b)QUINOXALIN-11-ONE;NSC67804;NSC 67804;BRN 0180653;MLS000067615;SMR000115871;5-24-05-00003 (Beilstein Handbook Reference);INDENO(1,2-B)QUINOXALIN-11-ONE;SR-01000389715;cid_23386;SCHEMBL824427;CHEMBL1392445;11-indeno[1,2-b]quinoxalinone;BDBM75463;DTXSID30219805;HMS1607C10;HMS2418L10;AMY42558;C15-H8-N2-O;MFCD00022296;NSC-67804;STK726871;AKOS000734287;AT26578;WLN: T D6 B656 CN JN LVJ;NCGC00245467-01;LS-82040;CS-0270364;AE-848/01241052;EN300-18213780;SR-01000389715-1;SR-01000389715-3;BRD-K20866897-001-09-2;Z56791548;F1345-0296

Chemical Property of 11H-Indeno[1,2-b]quinoxalin-11-one

Chemical Property:

• Vapor Pressure: 2.55E-08mmHg at 25°C
• Boiling Point: 450.9°C at 760 mmHg
• Flash Point: 226.2°C
• PSA: 42.85000
• Density: 1.404g/cm³
• LogP: 2.84120
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 232.063662883
• Heavy Atom Count: 18
• Complexity: 356

Purity/Quality:

98% ^*data from raw suppliers

11H-INDENO[1,2-B]QUINOXALIN-11-ONE 95.00% ^*data from reagent 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=C3C2=O

Technology Process of 11H-Indeno[1,2-b]quinoxalin-11-one

There total 19 articles about 11H-Indeno[1,2-b]quinoxalin-11-one 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: 99.0%

indan-1,2,3-trione hydrate (485-47-2) + 1,2-diamino-benzene (95-54-5) → 11H-Indeno[1,2-b]quinoxaline-11-one (6954-91-2)

Guidance literature:

at -5 ℃; for 0.25h;

DOI:10.1002/1521-3765(20020201)8:3<594::AID-CHEM594>3.0.CO;2-5

Reference yield: 94.0%

indantrione (938-24-9) + 1,2-diamino-benzene (95-54-5) → 11H-Indeno[1,2-b]quinoxaline-11-one (6954-91-2)

Guidance literature:

With poly(N,N′-dibromo-N-ethylnaphthyl-2,7-disulfonamide; In neat (no solvent); at 80 ℃; for 0.1h;

DOI:10.1080/00397911.2013.829237

Reference yield: 83.0%

benzo[a]phenazine-5,6-dione 7-oxide (1427070-18-5) → 11H-Indeno[1,2-b]quinoxaline-11-one (6954-91-2)

Guidance literature:

With potassium hydroxide; In methanol; at 20 - 25 ℃; for 1h;

DOI:10.1007/s10593-015-1676-7

upstream raw materials:

indan-1,2,3-trione hydrate

1,2-diamino-benzene

indantrione

1,2-benzophenazine

Downstream raw materials:

indeno[1,2-b]quinoxalin-11-ylidene-p-tolyl-amine

Refernces

• 1、 Li, Ming,Gong, Fu-Meng,Wen, Li-Rong,Li, Zhao-Rui. "Expeditious construction of spiro-pyrrolidines by an autocatalytic one-pot, five-component, 1,3-dipolar cycloaddition of in situ generated azomethine ylides and olefinic dipolarophiles". . p. 3482 - 3490. Retrieved 2011.
• 2、 Deivasigamani, Gavaskar,Adukamparai Rajukrishnan, Suresh Babu. "A sequential multicomponent reaction (SMCR) strategy: Synthesis of novel pyrazolo-1,4-dioxaspiro[4,5]decane grafted spiro-indenoquinoxaline pyrrolidine heterocycles". . p. 2063 - 2076. Retrieved 2021.
• 3、 Suresh Babu,Gavaskar,Raghunathan. "An expedient ultrasonic assisted one-pot four component synthesis of novel ferrocene grafted pyrrolidine heterocycles via [3 + 2]-cycloaddition of azomethine ylides". . p. 409 - 416. Retrieved 2013.
• 4、 Alizadeh, Abdolali,Mohammadi, Reza,Bayat, Fahimeh,Zhu, Long-Guan. "Metal-free regioselective construction of diazabenzo[e]acephenanthrylene-1,2-dicarboxylates via a phosphine-mediated cycloadditon". . p. 4433 - 4438. Retrieved 2017.
• 5、 Azizian, Javad,Karimi, Ali Reza,Kazemizadeh, Zahra,Mohammadi, Ali A.,Mohammadizadeh, Mohammad R.. "A synthetic route to 11-(1H-pyrrol-1-yl)-11H-indeno[1,2-b]quinoxaline derivatives exploiting a three-component coupling strategy under microwave irradiation". . p. 6155 - 6157. Retrieved 2005.
• 6、 Gogoi, Abhijit,Das, Gopal. "NIR sensing of Zn(II) and subsequent dihydrogen phosphate detection by a benzothiazole functionalized ninhydrin based receptor". . p. 55689 - 55695. Retrieved 2014.
• 7、 Gomaa, Mohsen A.-M.,El-Katatny, Momein H.,Ali, Huda A.. "Synthesis and characterization of N′-(11H-indeno[1,2-b]quinoxalin-11-ylidene)benzohydrazonamides as potential antimicrobial agents". . p. 2819 - 2829. Retrieved 2020.
• 8、 Ammar, Yousry A.,Farrag, Amel M.,Fayed, Eman A.,Gohar, Nirvana A.. "Upregulation of BAX and caspase-3, as well as downregulation of Bcl-2 during treatment with indeno[1,2-b]quinoxalin derivatives, mediated apoptosis in human cancer cells". . . Retrieved 2022/02/21.
• 9、 Debbert, Stefan L.,Hintz, Mikaela J.,Bell, Christian J.,Earl, Kenya R.,Forsythe, Grant E.,H?berli, Cécile,Keiser, Jennifer. "Activities of quinoxaline, nitroquinoxaline, and [1,2,4]triazolo [4,3-a]quinoxaline analogs of mmv007204 against schistosoma mansoni". supporting information. . Retrieved 2021/03/04.