Synthesis of 2,4,4,6-tetrasubstituted 2,3-dihydro-4H-1,3-benzothiazines and study of their psychotropic activity

Synthesis and structural characterisation of 4H‐1,3‐benzothiazine derivatives

“…The residue was crystallized from ethanol, to give 0.38 g (69%) of colourless needles. The physical constants and analytical and spectral data are given in Tables 2-5. KMnO 4 Oxidation of 2e,g. K M n O 4 (4.24 g) was dissolved in acetone (200 mL) and a solution of 2e or 2g (10 mmol) in acetone (50 mL) was added, with stirring and cooling in ice water.…”

“…4-Methylphenylthioaroylamides (1 a-d ) or 3,4 diethoxyphenylthiomethyl-aroylamides (1 e-g) were cyclized in acid medium with phosphorus oxychloride to obtain 4H-1,3-benzothiazine derivatives (2 a-g) (Scheme 1).…”

“…However, since numerous biologically active compounds have subsequently been found among these compounds [1][2][3][4][5][6][7], research on the methods of synthesising this heterocyclic system has developed intensively during recent decades [2,4,5,7,8,-15]. In earlier work [13,15], we studied the ring-closure reactions of a number of N-arylthiomethylaroylamides in the presence of phosphorus oxychloride, leading to 4H-1,3-benzothiazines.…”

Stereoselective One-Pot Synthesis of Substituted (4Z)-2-Alkyl-4-benzylidene- 4H-1,3-benzothiazines

“…Since they were first reported in 1947, benzothiazines have attracted significant interest for their interesting pharmacological properties. − The synthetic and biological chemistry of the 3,1-benzothiazine nucleus is a relatively unexplored class of compounds from the standpoint of both synthetic chemistry and biological chemistry . Other benzothiazines rings such as 1,2-, 2,1-, 1,4-, and 1,3- have been extensively studied.…”

A Novel Dilithiation Approach to 3,4-Dihydro-2H-1,3-benzothiazines, 3,4-Dihydro-2H-1,3-benzoxazines, and 2,3,4,5-Tetrahydro-1,3-benzothiazepines

“…1,3-Benzothiazines and 1,3-benzoxazines are of significant pharmacological interest. − Benzothiazepines are also potent bradykinin agonists and have shown activity as endogenous natriuretic factors, enzyme inhibitors, muscle relaxants, anticonvulsants, sedatives, and hypnotics . Campiani and co-workers have developed novel pyrrolo[2,1- b ][1,3]benzothiazepines as antipsychotic agents with serotonin and dopamine antagonist properties …”