2-Hydroxy-3-methylquinoxaline

Base Information

• Chemical Name: 2-Hydroxy-3-methylquinoxaline
• CAS No.: 14003-34-0
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.175
• Hs Code.: 29339900
• European Community (EC) Number: 237-807-4
• NSC Number: 149824,38589,17798
• DSSTox Substance ID: DTXSID30161219
• Nikkaji Number: J48.377J
• Wikidata: Q83029574
• ChEMBL ID: CHEMBL157238
• Mol file: 14003-34-0.mol

Synonyms:14003-34-0;3-Methylquinoxalin-2-ol;2-Hydroxy-3-methylquinoxaline;3-Methyl-2-quinoxalinol;3-Methyl-1H-quinoxalin-2-one;3-methylquinoxalin-2(1H)-one;2(1H)-Quinoxalinone, 3-methyl-;2-QUINOXALINOL, 3-METHYL-;3-Methyl-2(1H)-quinoxalinone;USAF EL-7;3-methyl-1,2-dihydroquinoxalin-2-one;2-Hydroxy-3-methyl quinoxaline;EINECS 237-807-4;3-methyl-2-Quinoxalinone;NSC 149824;WLN: T66 BN ENJ CQ D;3-Hydroxy-2-methylquinoxaline;NSC38589;Cc1nc2ccccc2nc1O;3-Methyl-2-quinoxalone;3-methyl-quinoxalin-2-ol;MLS000778411;SCHEMBL536562;CHEMBL157238;DTXSID30161219;CHEBI:167821;HMS2774P17;CCG-1920;NSC17798;CCG-49309;MFCD00047567;NSC-17798;NSC-38589;NSC149824;STK874234;STL138586;AKOS000120338;AKOS000446145;MF-0223;NSC-149824;NCGC00246411-01;2-Hydroxy-3-methylquinoxaline AldrichCPR;CS-10790;SMR000415205;2(1H)-Quinoxalinone, 3-methyl- (8CI);2-Hydroxy-3-methylquinoxaline, AldrichCPR;LS-143067;AM20070310;BB 0241984;FT-0636995;EN300-18172;10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N;10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.1;10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.2;10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.3;10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.4;10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.5;10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.7;A807616;doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N;doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.1;doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.2;doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.3;doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.4;doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.5;doi:10.14272/BMIMNRPAEPIYDN-UHFFFAOYSA-N.7;J-512928;SR-01000638772-1;Z57254350;F0176-0156;3-methyl-1H-quinoxalin-2-one;3-Methylquinoxalin-2(1H)-one;8UB

Chemical Property of 2-Hydroxy-3-methylquinoxaline

Chemical Property:

• Appearance/Colour: brown powder
• Vapor Pressure: 3.04E-05mmHg at 25°C
• Melting Point: 246-248 °C(lit.)
• Refractive Index: 1.644
• Boiling Point: 345.6 °C at 760 mmHg
• Flash Point: 162.8 °C
• PSA: 46.01000
• Density: 1.26g/cm³
• LogP: 1.64380
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 235

Purity/Quality:

98.5% ^*data from raw suppliers

3-methylquinoxalin-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2NC1=O

Technology Process of 2-Hydroxy-3-methylquinoxaline

There total 47 articles about 2-Hydroxy-3-methylquinoxaline 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%

2-oxo-propionic acid ethyl ester (617-35-6) + 1,2-diamino-benzene (95-54-5) → 3-methyl-2-oxo-1,2-dihydroquinoxaline (14003-34-0)

Guidance literature:

In ethanol; for 4h; Heating;

Reference yield: 95.0%

2-oxo-propionic acid (127-17-3) + 1,2-diamino-benzene (95-54-5) → 3-methyl-2-oxo-1,2-dihydroquinoxaline (14003-34-0)

Guidance literature:

In ethanol; Ambient temperature;

Reference yield: 95.0%

3-(N,N-Dimethylaminocarbonyl)-furo<2,3-b>quinoxaline hydrochloride (73894-37-8) → 3-methyl-2-oxo-1,2-dihydroquinoxaline (14003-34-0)

Guidance literature:

With sodium hydroxide; In ethanol; for 1h; Heating;

upstream raw materials:

1,4-dioxane

pyruvic acid methyl ester

diethyl ether

2-oxo-propionic acid

Downstream raw materials:

(E)-3-styrylquinoxalin-2(1H)-one

trans-β-(3-Oxy-2-chinoxalyl)acrylsaeure

2-chloro-3-methylquinoxaline

2-bromomethyl-3-oxo-3,4-dihydroquinoxaline

Refernces

• 1、 da Costa, Erivaldo P.,Coelho, Sara E.,de Oliveira, André H.,Araújo, Renata M.,Cavalcanti, Livia N.,Domingos, Josiel B.,Menezes, Fabrício G.. "Multicomponent synthesis of substituted 3-styryl-1H-quinoxalin-2-ones in an aqueous medium". . p. 3961 - 3964. Retrieved 2018.
• 2、 Xia, Qiao-Hong,Hu, Wei,Li, Chen,Wu, Ji-Feng,Yang, Liang,Han, Xue-Mei,Shen, Yue-Mao,Li, Zhi-Yu,Li, Xun. "Design, synthesis, biological evaluation and molecular docking study on peptidomimetic analogues of XK469". . p. 311 - 325. Retrieved 2016.
• 3、 Abad, Nadeem,Hajji, Melek,Ramli, Youssef,Belkhiria, Marwa,Moftah H. Elmgirhi, Salima,A. Habib, Mohamed,Guerfel, Taha,T. Mague, Joel,Essassi, El Mokhtar. "A newly synthesized nitrogen-rich derivative of bicyclic quinoxaline—Structural and conceptual DFT reactivity study". . . Retrieved 2020.
• 4、 Demirta?, Güne?,Mague, Joel T.,Missioui, Mohcine,Ramli, Youssef,Said, Musa A.. "Docking of disordered independent molecules of novel crystal structure of (N-(4-methoxyphenyl)-2-(3-methyl-2-oxo-3,4-dihydroquinoxalin-1(2H)-yl)acetamide as anti-COVID-19 and anti-Alzheimer's disease. Crystal structure, HSA/DFT/XRD". . . Retrieved 2022.
• 5、 Murthy, Sabbavarapu Narayana,Madhav, Bandaru,Nageswar, Yadavalli Venkata Durga. "Revisiting the Hinsberg reaction: Facile and expeditious synthesis of 3-substituted quinoxalin-2(1H)-ones under catalyst-free conditions in water". . p. 1216 - 1220. Retrieved 2010.
• 6、 El-Sayed, Hassan A.,Said, Said A.,Moustafa, Ahmed H.,Baraka, Mohamed M.,Abdel-Kader, Rimaa T.. "Synthesis and Biological Evaluation of 2-Oxo/Thioxoquinoxaline and 2-Oxo/Thioxoquinoxaline-Based Nucleoside Analogues". . p. 16 - 31. Retrieved 2016.
• 7、 Mondieig, Denise,Negrier, Philippe,Massip, Stephane,Leger, Jean Michel,Jarmoumi, Chakir,Lakhrissi, Brahim. "Crystal structures of 3-methyl-2(1H)-quinoxalinone and three substituted derivatives". . p. 1193 - 1200. Retrieved 2011.
• 8、 Saoudi, Besma,Teniou, Abderrahmane,Debache, Adbelmadjid,Roisnel, Thierry,Soulé, Jean-Fran?ois,Doucet, Henri. "Cyclisation reaction between 3-methylquinoxaline-2-thione and benzaldehydes into 3-benzyl-2-aryl-thieno[2,3-b] quinoxaline promoted by Br?nsted acids". . p. 808 - 815. Retrieved 2015.
• 9、 Shi, Leilei,Zhou, Jianfeng,Wu, Jifeng,Cao, Junya,Shen, Yuemao,Zhou, Hua,Li, Xun. "Quinoxalinone (Part II). Discovery of (Z)-3-(2-(pyridin-4-yl)vinyl)quinoxalinone derivates as potent VEGFR-2 kinase inhibitors". . p. 1840 - 1852. Retrieved 2016.
• 10、 Eller, Gernot A.,Datterl, Barbara,Holzer, Wolfgang. "Pyrazolo[4′,3′:5,6]pyrano[2,3-b]quinoxalin-4(1H)-one: Synthesis and characterization of a novel tetracyclic ring system". . p. 1139 - 1143. Retrieved 2007.