Studies with 2‐(acetonylthio)benzothiazole: Novel synthesis of pyridazin‐6(1H)‐one, pyridazin‐6(1H)‐imine, and phthalazine derivatives of antimicrobial and antifungal activities

Abstract

A novel series of (Z)‐1‐(arylhydrazono)‐1‐(benzothiazol‐2′‐ylthio)propan‐2‐ones have been prepared and their utility as building blocks in the synthesis of novel derivatives of Pyridazin‐6(1H)‐ones, pyridazin‐6(1H)‐imines, and phthalazine incorporating a benzothiazole residue are investigated. All of the title compounds were confirmed by elemental analysis, IR, 1H NMR, 13C NMR, NOE, and mass spectrometry. The synthesized compounds are screened for their antibacterial as well as antifungal activity. All the tested compounds showed high to moderate activity against the selected microorganisms. J. Heterocyclic Chem., (2011).

A comprehensive review in current developments of benzothiazole-based molecules in medicinal chemistry

“…The diamidinyl meta- Diimidazolinyl para-substituted phenylenebis-BTA compound (95) did not show DNA binding abilities [133]. Aminobenzothiazolepyrazolo[1,5-a]pyrimidine conjugates were synthesized and evaluated their anticancer activity against five human cancer cell lines (A549, Hela, MCF-7, HT-29 and ACHN).…”

Therapeutic advancement of benzothiazole derivatives in the last decennial period

“…A novel series of benothiaole derivatives were prepared by Al‐Omran and El‐Khair . The synthesized compounds were screened for their antibacterial as well as antifungal activity.…”

Synthesis and E/Z Configuration Determination of Novel Derivatives of 3-Aryl-2-(benzothiazol-2'-ylthio) Acrylonitrile, 3-(Benzothiazol-2'-ylthio)-4-(furan-2''-yl)-3-buten-2-one and 2-(1-(Furan-2''-yl)-3'-oxobut-1''-en-2-ylthio)-3-phenylquinazolin-4(3H)-one

“…In continuation to our recent research programme dealing with the synthesis of heterocyclic systems, particularly those containing the 2-mercaptobenzothiazole moiety [ 15 , 16 ], 1-(benzothiazol-2-yl-thio)acetonitrile ( 2 ) was readily prepared in an excellent yield by treatment of 2-mercapto-benzothiazole ( 1 ) with α-chloroacetonitrile in refluxing acetone containing anhydrous potassium carbonate ( cf . Scheme 1 ).…”