Ethyl 3-methyl-1-oxo-4H-1,4-benzothiazine-2-carboxylate

Abstract

The crystal structure of the title compound, C12H13NO3S, is stabilized by inter­molecular N—H⋯O hydrogen bonds, which are formed between the NH groups and the sulfoxide O atoms.

Transannular S...N interactions in 10-ethynyl-10H-phenothiazine 5-oxide and 5,5-dioxide

“…The central six-membered rings of (1) and (2) in boat conformations correspond to the usual geometry for phenothiazine 5-oxides and 5,5-dioxides, except for a few examples (Kormos et al, 2012). When one or both benzene rings are removed or replaced by a heteroaromatic ring, however, the resulting 1,4-thiazine 5,5-dioxides are planar (Akkurt et al, 2005;Andreetti et al, 1974;Barazarte et al, 2008Barazarte et al, , 2009Charris et al, 2007;Chia et al, 2008;Fraenkel et al, 1986;Girard et al, 1987;Wang, Mudraboyina et al, 2010;Wang, Wisner & Jennings, 2010) The molecular structure of (2), showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level and H atoms are shown as small spheres.…”

2-Acetyl-3-methyl-4H-1,4-benzothiazine: a redetermination at 100 K

“…1,4-Benzothiazine and its derivatives have attracted intense interest in recent years because of their diverse pharmacological properties (Akkurt, Ö ztü rk Yıldırım et al, 2005;Akkurt, Tü rktekin et al, 2005;Wang et al, 2005;Aravindan et al, 2003); some of these compounds exhibit antimicrobial (Habib et al, 1997;Sastry et al, 1990;Rao et al, 1982Rao et al, , 1983, antibacterial (Desai & Mehta, 1997;Miky et al, 1997), antifungal (Chaffman & Brogden, 1985), anti-oxidant (Vladimirov et al, 1991), antiviral (Ergen et al, 1996), anti-HIV-1 (Invidiata et al, 1996) and antihypertensive activities (Kando & Hashimoto, 1993;Keita et al, 2000).…”