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In the title compound, C22H22ClN3O4S, which has potential non-steroidal anti-inflammatory activity, the benzothiazine and cyclohexenone rings both adopt a distorted sofa conformation while the 4H-pyrane ring adopts a very flattened sofa conformation. The two bicyclic fragments are skewed to each other, with the dihedral angle between their least-squares planes being 72.8 (1)°. In the crystal, the molecules form a hydrogen-bonded chain parallel to the a axis due to N—H...O and N—H...Cl hydrogen bonds. Neighbouring chains are linked by C—H...N, C—H...O and π–π stacking interactions. Hirshfeld surface analysis was used to investigate the importance of the different types of intermolecular interactions whose contributions are: H...H = 44.7%, O...H/H...O = 21.8%, N...H/H...N = 11.9%, C...H/H...C = 9.5%, Cl...H/H...Cl = 7.2%. Parts of the molecule, viz. the phenyl ring and the ethyl side chain, are equally disordered over two sets of sites.

Derivatives of 4-oxo-3,4-dihydroquinazoline are known as a promising class of compounds due to their wide spectrum of the pharmacological activity. In particular, depending on the substituents in the quinazoline nucleus derivatives of this heterocyclic structure reveal the hypnotic, anticonvulsant, antibacterial, anticholinesterase, vasodilating activities [3,4,6,9,10]. Previously, derivatives of quinazoline and substituted anthranilamides (used as starting materials for quinazoline synthesis) containing an "in-built" fragment of amino acid glycine as a pharmacophore were synthesized [7,8] (Fig.).According to the data of the PASS software for compounds 1-8 the determination of some types of the pharmacological activity with probability higher than 0.75 was expected. Among them central neurotropic effects, namely antidepressant and anticonvulsant effects (for anthranilamides 1-4) and hypnotic effect (for quinazolines 5-8) prevailed. Therefore, the aim of this study was to conduct the pharmacological research of derivatives of 4-oxo-3,4-dihydroquinazoline and starting anthranilamides in vivo. Materials and MethodsThe antidepressant activity of compounds 1-4 was determined in white mice. For the depressive behaviour simulation the Porsolt behavioural despair test was used [5]. The test substances were injected intragastrically as water suspensions in the doses of 20 and 200 mg/kg 30 min prior to the experiment. Melipramin (Imipramine) was selected as a reference drug. It was injected intraperitoneally in the dose of 25 mg/kg. The control group received intragastrically the same volume of purified water. The total time of animal's immobile fixation and the number of immobility acts observed for 6 min were used as indicators of the antidepressant activity. The results obtained are given in Tab. 1.The anticonvulsant activity was determined in white mice under conditions of experimental pentylenetetrazol convulsions [1]. The test substances were injected intragastrically as water suspensions in the doses of 20 and 200 mg/kg 30 min prior to the experiment. Depakine (sodium valproate) was selected as a reference drug.

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