4-[(1-Benzyl-1,2,3-triazol-5-yl)methyl]-2H-1,4-benzothiazin-3(4H)-one

Abstract

The asymmetric unit of the title compound, C18H16N4OS, contains two independent mol­ecules of similar conformation, the most relevant difference being the dihedral angle formed by the benzene rings [57.8 (2) and 52.7 (2)°]. The six-membered heterocycle of the benzo­thia­zine fragment exhibits a screw-boat conformation in both mol­ecules. The plane through the triazole ring is nearly perpendicular to those through the fused and terminal benzene rings [dihedral angles of 74.2 (2) and 83.2 (2)° in one mol­ecule, and 77.8 (2) and 82.9 (2)° in the other]. In the crystal, mol­ecules are linked by C—H⋯N and C—H⋯O hydrogen bonds into chains parallel to the a-axis direction. The crystal used was a non-merohedral twin, the refined ratio of twin components being 0.85 (10):15 (10).

Development and Characterization of Novel Selective, Non-Basic Dopamine D2 Receptor Antagonists for the Treatment of Schizophrenia

“…The structure consists of one fused-ring system (2H-1,4-benzothiazin-3(4H)-one fragment) linked by propanamide moiety with a 4-chlorophenyl unit. Interatomic distances and bond angles are in the expected ranges [21] and are comparable to those observed in the related 3,4-dihydro-2H-1,4-benzothiazin-3-one [22][23][24][25][26][27][28][29] and N-(4-chlorophenyl)propanamide [30][31][32][33][34][35] derivatives. The fused ring system is nonplanar (r.m.s.…”