85516-16-1Relevant academic research and scientific papers
Synthesis and in vivo diuretic activity of some new benzothiazole sulfonamides containing quinoxaline ring system
Husain, Asif,Madhesia, Diwakar,Rashid, Mohd,Ahmad, Aftab,Khan, Shah Alam
, p. 1682 - 1689 (2016)
A series of new 6-substituted-N-[3-{2-(substituted phenyl)-ethenyl} quinoxaline-2(1H)-ylidene]-1,3-benzothiazole-2-amine (4a–f) were designed and synthesized by condensing 2-amino-benzothiazole-6-sulfonic acid amide (1) with chalcones of quinoxaline-2-one (3a–f) in a hope to obtain promising and a new class of diuretic agents. Structures of all the newly synthesized compounds were characterized by spectral data and elemental analysis. The pharmacological studies in experimental rats indicates that compound 4c possesses excellent in vivo diuretic activity of 1.13 and appears to be a better diuretic agent than the reference drugs, acetazolamide (1.0) and urea (0.88). Insight of the binding mode of the synthesized compounds (ligand) into the binding sites of carbonic anhydrase enzyme (PDF code: 4KUV) was provided by docking studies, performed with the help of Maestro 9.0 docking software. Further pharmacokinetic and toxicological studies are needed to confirm the safety of compound 4c which emerged as a lead diuretic compound.
Quinoxaline-PABA bipartite hybrid derivatization approach: Design and search for antimicrobial agents
Patel, Harun M.,Bhardwaj, Varun,Sharma, Poonam,Noolvi, Malleshappa N.,Lohan, Sandeep,Bansal, Sumit,Sharma, Amit
, p. 562 - 568 (2019/03/06)
In an attempt to find a new class of antimicrobial agents, in the present study we report the synthesis of bipartite hybrid styryl derivatives of quinoxaline containing para-aminobenzoic acid (PABA) and their biological evaluation as antimicrobial agents. The series of new substituted styryl based derivatives 5(a–k) were evaluated for antimicrobial potential against various bacteria including Staphylococcus aureus, Vibrio cholerae, Escherichia coli, Bacillus subtilis, Escherichia coli, Mycobacterium smegmatis, Pseudomonas aeruginosa and fungi; C. albicans, with ampicillin and amphotericin B as standards. Similarly these compounds were also screened for anti-cancer activity using MCF-7 cell line. Among the synthesized compounds, 5(c) was observed to be the most active compound against various strains with MIC in a range of 7.9–31 μM of the series and compound 5i came out with significant anti-cancer activity with IC50 value of 7 μM.
Synthesis, characterization and biological evaluation of some heterocyclic compounds containing ethoxyphthalimide moiety via key intermediate 6-chloro 1,3 benzothiazole 2-amine
Sain, Devendra Kr.,Thadhaney, Bhawana,Joshi, Ajit,Hussain, Nasir,Talesara, Ganpat L.
experimental part, p. 818 - 825 (2011/02/23)
New and simple synthetic methods for the synthesis of ethyl 8-chloro-4(4-substitutedphenyl)-2-[(N-ethoxyphthalimido)amino]-4H-pyrimido[2, 1-b][1,3] benzothiazole-3-carboxylate 5a-d and 6-chloro-N-[3-{2-(4- substitutedphenyl)ethenyl}-1-N-ethoxyphthalimidoquinoxalin-2(1N)-ylidene]-1, 3-benzothiazol-2-amine 10a-d are described. 4-Chloroaniline 1 is converted to 6-chloro-1,3-benzothiazol-2-amine 2 by reaction with KSCN and Br2. Compound 2 acts as key intermediate for both the series of final compounds. In one pathway, 2 is converted to corresponding pyrimidothiazoles 4a-d by treatment with ethyl arylidinecyanoacetate 3a-d, which on condensation with phthalimidoxyethyl bromide 6 gives 5a-d. In a parallel route, reaction of 2 with 3-[2-(4-substituted phenyl)ethenyl]quinoxalin-2(1H)-one 8a-d affords 6-chloro-iV-[3-{2-(4-substituted phenyl)ethenyl} quinoxalin-2(1H)-ylidene]-1,3- benzothiazol-2-amine 9a-d which on condensation with phthalimidoxyethyl bromide 6, yields final compound 10a-d. Structure elucidation is accomplished by elemental analysis and spectral data of the synthesized compounds. Final compounds 5a-d and 10a-d have been screened in vitro for their antimicrobial activity against different strains of bacteria and fungi.
