Synthesis, spectral characterization and biological evaluation of 4H-1,4-benzothiazines, their sulfones and ribofuranosides

(Z)-2-Benzylidene-3-n-butoxy-2H-1,4-benzothiazine

“…With respect to their biological applications, they have been found to have potent anti-inflammatory, (Trapani et al,1985); analgesic (Wammack et al, 2002) and anti-oxidant properties (Zia-ur-Rehman et al, 2009). Slight changes in the substitution pattern in the benzothiazine nucleus can cause a distinguishable difference in their biological properties (Niewiadomy et al, 2011;Gautam et al,2012). As a continuation of our research into the development of new 1,4-benzothiazine derivatives with potential pharmacological applications, we have studied the reaction of 1-bromobutane with (Z)-2benzylidene-2H-1,4-benzothiazin-3(4H)-one under phase-transfer catalysis conditions using tetra-n-butyl ammonium bromide as a catalyst and potassium carbonate as the base (Sebbar et al, 2016b;Ellouz et al,2017b) to give the title compound (Fig.…”

Radical Route to 1,4-Benzothiazine Derivatives from 2-Aminobenzenethiols and Ketones under Transition-Metal-Free Conditions

“…To further demonstrate the potential of the chemistry, azaphenothiazine 7 , whose derivatives have antiproliferative activity toward cancer cells, was synthesized under identical conditions (Scheme ). Likewise, compound 8 derived from 2-amino-4-chlorobenzenethiol and ethyl 4,4,4-trifluoro-3-oxobutanoate (Scheme ) could be transformed into the corresponding 4 H -1,4-benzothiazine and sulfone, which are possible antibacterial and antifungal agents, through dehydration and oxidation routes, respectively …”

Spectral Evaluation and Antimicrobial Activity of Synthesized 4h-1,4-Benzothiazines

“…Synthesized 4H-1,4-benzothiazines [1][2][3][4][5][6][7][8] have widespread therapeutic uses such as vasodilator, neuroleptic, tranquilizer [9], sedative, antispasmodic, central nervous system depressant [10], dyestuff, copolymer, and flavoring agent. Distinguishable difference observed in their pharmacological activities [11][12][13][14] due to slight change in the substitution pattern in benzothiazine nucleus.…”

“…Thus knowing the immense importance of benzothiazine template, we have synthesized substituted 4H-1,4benzothiazines. To exhibit the potential of synthesized compounds as better antimicrobial agents minimum inhibitory concentration (MIC) [19][20] against selected strains of fungi, Gram-positive and Gramnegative bacteria belonging to Microbial Type Culture Collection (MTCC) were reported using broth microdilution method.…”