854918-83-5

Basic information

• Product Name: 7-methoxy-2-(methylthio)-3-phenylquinoxaline
• Synonyms: 7-methoxy-2-(methylthio)-3-phenylquinoxaline
• CAS NO: 854918-83-5
• Molecular Weight: 282.366
• Mol File: 854918-83-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 7-methoxy-2-(methylthio)-3-phenylquinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 7-methoxy-2-(methylthio)-3-phenylquinoxaline(854918-83-5)
• EPA Substance Registry System: 7-methoxy-2-(methylthio)-3-phenylquinoxaline(854918-83-5)

Safety Data

• Hazardous Substances Data: 854918-83-5(Hazardous Substances Data)

Upstream product

• 142168-81-8 3-methoxy-N-[1-(methylthio)-2-nitroethenyl]benzenamine 
• 536-90-3 m-Anisidine 
• 854918-58-4 3-chloro-7-methoxy-2-(methylthio)quinoxaline 

Downstream Products

• 26832-42-8 6-methoxy-2,3-diphenylquinoxaline 

Relevant articles and documents

Synthesis and biological evaluation of novel 2,3-disubstituted quinoxaline derivatives as antileishmanial and antitrypanosomal agents

Quinoxalines belong to the N-containing heterocyclic compounds that stand out as having promising biological activity due to their privileged scaffold. In this work, we report the synthesis, antileishmanial, and antitrypanosomal properties of 46 new 2,3-disubstituted quinoxaline and 40 previously reported derivatives. Among all of the compounds screened for in vitro activity against epimastigotes and trypomastigotes of Trypanosoma cruzi and promastigotes of Leishmania amazonensis as well as mammalian toxicity on LLCMK2 cells and J774 macrophages, analogues from series 5, 6, 7, 9, 12, and 13 displayed high activity at micromolar IC50 and EC50 concentrations. Sixteen quinoxaline derivatives were selected and evaluated on T. cruzi and/or L. amazonensis amastigotes. The most active compounds were 6a-b and 7d-e, on all evolutive forms of L. amazonensis and T. cruzi evaluated with IC50 values 0.1-0.8 1/4M on promastigotes and epimastigotes 1.4-8.6 on amastigotes. Compounds 5k, 12b and 13a were the most selective (SI Combining double low line 19.5-38.4) on amastigotes of T. cruzi. In general their activity was directly related to the methylsulfoxyl, methylsulfonyl, and amine groups as well as the presence of chorine or bromine in the molecules. The current results indicate that these quinoxaline derivatives are novel and promising agents for further development towards a treatment for Chagasg disease and leishmaniasis.

Heteroannulation of nitroketene N,S-arylaminoacetals with POCL3: A novel highly regioselective synthesis of unsymmetrical 2,3-substituted quinoxalines

(Chemical Equation Presented) A novel regioselective route for the synthesis of substituted and fused 3-chloro-2-(methylthio)quinoxalines through POCl3-mediated heteroannulation of a range of α-nitroketene N,S-anilinoacetals has been reported.