ChemInform Abstract: SYNTHESIS AND ANTIINFLAMMATORY ACTIVITIES OF SOME 1,4‐BENZOTHIAZINE DERIVATIVES

Abstract

2‐Amino‐thiophenol (I) reagiert mit den Acetylenen (II) zu den Benzothiazinen (III), deren Reduktion mit Natriumborhydrid/Essigsäure zu Gemischen der Dihydrobenzothiazine (IV)‐(VI) führt.

4-(Prop-2-ynyl)-2H-1,4-benzothiazin-3(4H)-one

“…For general background to the synthesis of 1,4-benzothiazines derivatives, see: Sebbar et al (2014); Zerzouf et al (2001). For the pharmacological activity of 1,4-benzothiazine derivatives, see: Trapani et al (1985); Yaltirik et al (2001); Wammack et al (2002). For puckering parameters, see: Cremer & Pople (1975).…”

Crystal structure, Hirshfeld surface analysis, interaction energy and DFT studies of (2Z)-2-(2,4-dichlorobenzylidene)-4-nonyl-3,4-dihydro-2H-1,4-benzothiazin-3-one

“…A number of sulfur-and nitrogen-containing heterocyclic compounds have been well studied. These molecules exhibit a wide range of biological applications, indicating that the 1,4benzothiazine moiety is a potentially useful template in medicinal chemistry research with therapeutic applications in the antimicrobial (Armenise et al, 2012, Sabatini et al, 2008, anti-viral (Malagu et al, 1998), anti-oxidant (Zia-ur-Rehman et al 2009), anti-inflammatory (Trapani et al, 1985;Gowda et al, 2011) antipyretic (Warren et al, 1987), and anti-cancer (Gupta et al, 1991;Gupta et al, 1985) areas as well as being precursors for the synthesis of new compounds (Sebbar et al, 2015a;Vidal et al, 2006) possessing anti-diabetic (Tawada et al, 1990) and anti-corrosion activities (Ellouz et al, 2016a,b; Sebbar et al, 2016a) and biological properties (Hni et al, ISSN 2056-9890 2019a; Ellouz et al, 2017aEllouz et al, ,b, 2018Sebbar et al, 2019a,b). As a continuation of our research into the development of new 1,4benzothiazine derivatives with potential pharmacological applications, we have studied the reaction of 1-bromononane with (Z)-2-(2,4-dichlorobenzylidene)-2H-1,4-benzothiazin-3(4H)-one under phase-transfer catalysis conditions using tetra-n-butylammonium bromide (TBAB) as catalyst and potassium carbonate as base (Hni et al, 2019b;Sebbar et al, 2019) to give the title compound, (I), in good yield.…”

Crystal structure, Hirshfeld surface analysis and interaction energy, DFT and antibacterial activity studies of ethyl 2-[(2Z)-2-(2-chlorobenzylidene)-3-oxo-3,4-dihydro-2H-1,4-benzothiazin-4-yl]acetate

“…A number of pharmacological tests have revealed 1,4-benzothiazine derivatives to possess a wide spectrum of biological applications, indicating that the 1,4-benzothiazine moiety is a potentially useful template in medicinal chemistry research and therapeutic applications such as in vivo antiproliferative (Zięba et al, 2016), antibacterial (Sebbar et al, 2016b;Ellouz et al, 2019), antimicrobial (Armenise et al, 2012;Sabatini et al, 2008;Vijay & Rahul, 2016), anti-viral (Malagu et al, 1998), anti-oxidant (Zia-ur-Rehman et al, 2009), anti-inflammatory (Trapani et al, 1985;Gowda et al, 2011), antipyretic (Warren & Knaus, 1987) and anti-cancer (Gupta & Gupta, 1991;Gupta et al, 1985) areas. They have also been reported as precursors for the syntheses of new compounds (Sebbar et al, 2015a;Vidal et al, 2006) possessing anti-diabetic (Tawada et al, 1990) and anti-corrosion (Ellouz et al, 2016a,b) activities, and as antiproliferative (Zięba et al, 2010) or antihelmintic (Munir- ISSN 2056-9890 ajasekar et al, 2011) agents.…”