Synthesis and Some Transformations of 2-Chloromethyl-3H-Spiro[Benzo[H]Quinazoline-5,1′-Cycloheptane]-4(6H)-One and Antibacterial and Antitumor Activity of the Obtained Compounds

2-Chloro-N-(3′-cyano-1′H-spiro[cycloheptane-1,2′-naphthalene]-4′-yl)acetamide was synthesized by condensation of 4′-amino-1′H-spiro[cycloheptane-1,2′-naphthalene]-3′-carbonitrile with chloroacetic acid chloride. Based on the latter, N-(3′-cyano-1′H-spiro[cycloheptane-1,2′-naphthalene]-4′-yl)-2-aminoacetamides and 2-chloromethyl-3H-spiro[benzo[h]quinazoline-5′,1-cycloheptane]-4(6H)-one (the chloride) were obtained. 2-Aminomethyl-3H-spiro[benzo[h]quinazoline-5,1′-cycloheptane]-4(6H)-ones were synthesized by condensation of the chloride with acyclic and cyclic secondary amines. By reacting the chloride with alcoholates and thiourea, 2-alkoxymethyl-3H-spiro[benzo[h]quinazoline-5,1′-cycloheptane]-4(6H)-one and 2-{(4-oxo-4,6-dihydro-3H-spiro[benzo[h]quinazoline-5,1′-cycloheptane]-2-yl)methyl}isothiouronium chloride, respectively, were synthesized. The antibacterial and antitumor properties of the synthesized compounds were studied. As a result of the research, it was established that the studied compounds have antibacterial and antitumor activity. A comparative assessment of the obtained data indicated that the studied compounds were noticeably inferior in activity to the antimicrobial reference drug furazolidone. The studied compounds in doses of 160–220 mg/kg exhibited an antitumor effect, inhibiting tumor growth by 15 – 46%.