1,3-Dipolar cycloaddition of 3-phenylamino-5-phenylimino-1,2,4-dithiazole to 1-acyl-2-phenylacetylenes—A new route to functionalized 1,3-thiazole derivatives

Synthetic access to some new benzothiazole-based 1,3,4-thiadiazole and 1,3-thiazole derivatives

“…1-(Benzothiazol-2-yl)-3-phenylthiourea 2 was prepared from the reaction of 2-aminobenzothiazole 1 with phenyl isothiocyanate in dimethylformamide in the presence of potassium hydroxide at room temperature according to literature procedures. 33,34 First, the reaction of 1-(benzothiazol-2-yl)-3-phenylthiourea 2 with the hydrazonoyl chloride esters 3a-c was performed. The reaction of 2 with 3a was carried out in refluxing ethanol in the presence of Et 3 N to afford only one isolable product.…”

Synthesis, Spectral Characterization and Pharmacological Evaluation of Novel Thiazole-Oxoindole Hybrid Compounds as Potential Anticancer Agents

“…Thiazoles are one of the most intensively investigated classes of aromatic five membered heterocycles and immense attention because it used as building block for the synthesis of many biologically active molecules as Sulfathiazole (antimicrobial drug), Nitazoxanide (antiprotozoal agent), Nizatidine (ulcer therapeutic), Abafungin (antifungal drug), Tiazofurin (antineoplastic agent), Meloxicam (non-steroidal, anti-inflammatory drug), epothilones and Antiarrhythmic, Anticoagulant activities [3][4][5][6][7][8] as shown in figure (1). Also, some natural products containing thiazole ring have been isolated as thiamine (vitamin B1), thiamine pyrophosphate (TPP, a coenzyme important in respiration in the Krebs cycle) [9,10] and most of them exhibited significant cytotoxicity and antitumor potential [11][12][13]. Thus, the thiazole nucleus has been much studied in the field of organic and medicinal chemistry.…”

Organocatalyzed Domino Synthesis of New Thiazole‐Based Decahydroacridine‐1,8‐diones and Dihydropyrido[2,3‐d : 6,5‐d′]‐ dipyrimidines in Water as Antimicrobial Agents

“…The chemical modifications of acridines by introducing different substitutions or heterocyclic rings expanded the research on the structure−activity relationship to afford new insight into molecular interactions at the receptor level . Thiazole ring is a structural fragment of natural compounds such as thiamine (vitamin B1), thiamine pyrophosphate, epothilones, carboxylase, and the large family of macrocyclic thiopeptide antibiotics, thiostrepton and micrococcin P1 . Thiazole derivatives are associated with a broad spectrum of biological properties, including anticancer, antitumor, anticonvulsant, antimicrobial, antituberculous and bacteriostatic activities ( Figure ) .…”

“…[23] Thiazole ring is a structural fragment of natural compounds such as thiamine (vitamin B1), thiamine pyrophosphate, epothilones, carboxylase, and the large family of macrocyclic thiopeptide antibiotics, thiostrepton and micrococcin P1. [24,25] Thiazole derivatives are associated with a broad spectrum of biological properties, including anticancer, antitumor, anticonvulsant, antimicrobial, antituberculous and bacteriostatic activities (Figure 1). [26][27][28][29] Therefore, we focused on attention to club theses heterocycles in one molecular framework to synthesize new hybrids thiazolyl acridinedione.…”