Synthesis and antiviral activity evaluation of new 4-thiazolidinones bearing an imidazo[2,1-b]thiazole moiety

Abstract

. INTRODUCTIONDespite significant advances in antiviral drug development during the past two decades, viral infections continue to cause serious morbidity and mortality world-wide. Diverse antiviral drugs are now available for the treatment of infections by HIV, herpes-, influenza, hepatitis B or hepatitis C viruses. Except for the broad antiviral agent ribavirin, there is no approved therapy for diverse emerging RNA viruses. In addition, new antiviral molecules are required to tackle the problems of drug toxicity and rapid development of drug resistance, which is particularly problematic for mutation-prone RNA viruses. Since virus replication occurs within host cells, and host cell metabolism and viral replication are tightly integrated, the development of compounds which selectively interfere with virus-specific process is one of the main challenges in antiviral drug design.Imidazo [21][22][23][24][25][26][27][28][29][30][31][32] (including antiviral molecules) (either as a substituent group or as a replacement for another cyclic system). For instance, several 2,3-diaryl-1,3-thiazolidin-4-ones have proved to be potent nonnucleoside HIV reverse transcriptase inhibitors (NNRTIs) [33,34]. The HIV RT is a prime target for designing HIV inhibitors [35,36].We here report the synthesis, structural determination and antiviral evaluation of . 3-alkyl/aryl-2-[((6-(phenyl/4-chlorophenyl)imidazo[2,1-b]thiazol-3-yl)acetyl)hydrazono]-5-nonsubstituted/methyl-4-thiazolidinones.

Design, synthesis, characterization and antimicrobial evaluation of some novel hydrazinecarbothioamide, 4‐thiazolidinone and 1,2,4‐triazole‐3‐thione derivatives

“…The IR values belonging to the mentioned carbonyl groups of 5a , c , f and 6a ‐ e were in agreement with the literature. [ 49–52 ]…”

“…The IR values belonging to the mentioned carbonyl groups of 5a,c,f and 6a-e were in agreement with the literature. [49][50][51][52] According to the literature, N-H proton belonging the hydrazide group of compound 4 was observed in 9.48 ppm as a broad singlet and also the NH 2 protons were observed in 3.45 ppm as a broad singlet. When the results obtained from compound 5a,c,f were examined, it was determined that the peaks of NH 2 protons were disappeared and totally three diverse N-H proton were observed in the region of 10.30-8.16 ppm.…”

“…The IR, 1 H NMR, 13 C NMR and mass spectra of the novel compounds were in compliance with the assigned structures and the literature. [49][50][51][52] No unacceptable side reactions were observed, and the desired products were obtained in moderate to good yields.…”

“…The starting compounds 1-4 were prepared as described in the literature. [50][51] 2-((4-(4-Bromophenyl)-5-(furan-2-yl)-4H-1,2,4triazol-3-yl)thio)acetohydrazide 4The analytical and spectral data belonging compound 4 were described in the literature as following: [53][54][55] M.p. 171-172 C. IR υ max (KBr, cm The analytical and spectral data belonging compound 5b were reported in the literature.…”

Design and synthesis of novel Imidazo[2,1-b]thiazole derivatives as potent antiviral and antimycobacterial agents

“…Among these heterocyclic compounds carrying nitrogen atom, imidazo [2,1-b]thiazole derivatives possess specific importance because of their diverse pharmacological activities. The imidazo [2,1-b]thiazole derivatives have been reported in the literature as antibacterial [3,4], antitubercular [5], antifungal [6], antitumoral [7], antiviral [8,9], antihelmintic [10], analgesic [11], anti-inflammatory [12], antihypertensive [13], cardiotonic [14,15], diuretic [16], herbicide [17] and insecticide [18] agents.…”