Rapid synthesis of some medicinally important hexahydro-s-triazine derivatives incorporating benzothiazole

Abstract

A series of 2,4,6-trisubstituted 1,3,5-tris (benzothiazol-2-yl) hexahydro-1,3,5-triazine derivatives (3) have been synthesized by condensation of substituted benzothiazoles with 2,4,6-trisubstituted 1,3,5-trioxane by conventional as well as microwave irradiation (solvent free and solid support) methods. All compounds were tested for antiproliferative activity and entomological activity. The microwave irradiation technique gives better yield and reaction completion in a shorter period of time. Among solid supported microwave irradiation better yields are obtained with acidic alumina as compared to silica, neutral alumina and basic alumina.The results of biological activities prompted us that change in substitution pattern in benzothiazolyltriazine derivatives may cause marked effect on their antiproliferative activity.

Discovery of the Highly Potent Fluoroquinolone‐Based Benzothiazolyl‐4‐thiazolidinone Hybrids as Antibacterials

“…In the 13 C NMR spectra of 9a, C=O functionality of 4-thiazolidinone ring appeared at 171.1 ppm, while CH and CH 2 carbon atoms were appeared at 65.9 and 34.7 ppm, respectively, likewise, peaks of carbon atoms for fluoroquinolone ring appeared in the range 177.2-112.9 ppm, while cyclopropyl carbon atoms at 38.7 and 8.6 ppm. We have previously studied the synthesis of some benzothiazole-and piperazine-based systems, and in the current investigation, the 1 H NMR and 13 C NMR data of the final compounds 9a-10g were in accordance with those we have observed previously. The purity of the produced substances was monitored by TLC and determined by elemental analysis.…”

“…Recently, some piperazine-based 4-thiazolidinones (5; 10) were equipped involving various substituted phenyl ring systems with an antimicrobial potency of 4.68-9.37 lg/mL MICs. In addition, several other illustrations persisted in the literature recently for the synthesis and antimicrobial screening of 4-thiazolidinones having either direct or indirect substitution of benzothiazole or piperazine entity (11)(12)(13), and literature reports verified the powerful participation of piperazine ring systems in drug design and discovery (14).…”

HPLC purification technique: synthesis of unsymmetrical thiobarbituric acids

“…TBAs have gained considerable attention and their biological scaffold such as antimicrobial, antitubercular [14, 15], antifungal [16], antitumor [17], antidiabetic and antibacterial activities [18]. TBAs are good building block to be use in varied organic transformations as precursor [19, 20, 21, 22]. Hence, large number of efforts are being made to find out new routes and methodologies for the synthesis of TBAs [23, 24].…”

Physicochemical, Spectral, and Biological Studies of Mn(II), Cu(II), Cd(II), Zr(OH)2(IV), and UO2(VI) Compounds with Ligand Containing Thiazolidin-4-one Moiety

“…Thiazolidin-4-one, a saturated form of thiazole with carbonyl group on fourth carbon, has been considered as a magic moiety (wonder nucleus). It has played an important role in medicinal chemistry [1,2] and posseses almost all types of biological activities [3,4] like antimicrobial [5], antitubercular [6], antibacterial [7], anticonvulsant [8], antifungal [9], anticancer [10], septicidal [11], and antiviral [12]. Much attention has been paid to biologically active metal complexes in recent years.…”