136228-94-9

Usage

Uses

Used in Pharmaceutical Industry:
Thieno[2,3-b]quinoxaline-2-carboxylic acid, 3-aminois used as an intermediate compound in the synthesis of Sulfaquinoxaline and related compounds. These synthesized compounds exhibit antibacterial properties and are effective in treating bacterial infections.
Additionally, Thieno[2,3-b]quinoxaline-2-carboxylic acid, 3-aminois recognized as a quinoxaline derivative with potential therapeutic applications in the treatment of Alzheimer's disease. Its unique structure and properties make it a promising candidate for further research and development in this area.

InChI:InChI=1/C9H7N3O2/c10-8-7(9(13)14)11-5-3-1-2-4-6(5)12-8/h1-4H,(H2,10,12)(H,13,14)

Upstream product

• 153258-57-2 2-Cyano-3-carboethoxymethylthioquinoxaline 
• 136228-92-7 3-Thioxo-3,4-dihydro-quinoxaline-2-carbonitrile 
• 40254-89-5 3-chloro-2-quinoxalinecarbonitrile 
• 131335-85-8 3-Amino-thieno<2.3-b>chinoxalin-2-carbonsaeureethylester 

Relevant academic research and scientific papers

CHEMISTRY AND CYCLIZATION REACTIONS OF THIENOQUINOXALINE DERIVATIVES: PART I

Reaction of 2(1H)-quinoxalinethione-3-carbonitrile 1 with alkyl or aralkyl halides, chloroacetic acid, ethyl chloroacetate, or N-phenylchloroacetamide in ethanolic sodium acetate solution gives the corresponding 3-thioethers of 1.Traetment of 3 with acetic anhydride gives the dimesoionic thiazolo-2-cyanoquinoxaline, 4. Treatment of 6 or 10 with ethanolic sodium ethoxide solution gives the cyclization products, ethyl 3-aminothienoquinoxaline-2-carboxylate 7 or 3-phenylcarboxamide 11 substituents respectively.Treatment of 11 with carbon disulfide/ethanolic potassium hydroxide solution gives 3-phenylpyrimidothienoquinoxaline-4-one-2-thione 12 which is also produced by treatment of 7 with phenyl isothiocyanate in dry pyridine.Compound 11 cyclizes on treatment with benzoyl chloride, acetic anhydride, phenyl isothiocyanate, ethyl chloroformate and/or nitrous acid, to produce the corresponding pyrimidothienoquinoxalines 14-17 and triazinothienoquinoxaline 18 derivatives respectively.Compound 7 cyclizes with ethanolic potassium hydroxide solution followed by acetic anhydride to give the oxazino compound 19 which gives (with different amino reagents) the corresponding 3-substituted pyrimidothienoquinoxaline-4-ones 20-25. Key words: Thienoquinoxaline; pyrimidothienoquinoxaline; synthesis and reacctions; antimicrobial activities.