Novel cycloalkylthiophene–imine derivatives bearing benzothiazole scaffold: Synthesis, characterization and antiviral activity evaluation

Ke, Shaoyong; Wei, Yanhong; Yang, Ziwen; Wang, Kaimei; Liang, Ying; Shi, Liqiao

doi:10.1016/j.bmcl.2013.07.023

Cited by 42 publications

(15 citation statements)

References 31 publications

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“…Although benzazole is an aromatic system; however, its skeleton contains many active sites. These active sites provide several sites for further modifications and variance at positions-2, 4, 5, 6 or 7 and the most potently active benzazoles reported are those substituted at positions 2, 5, and 6 [ 19 , 20 ].…”

Section: Benzazolesmentioning

confidence: 99%

Importance of Fluorine in Benzazole Compounds

2020

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Fluorine-containing heterocycles continue to receive considerable attention due to their unique properties. In medicinal chemistry, the incorporation of fluorine in small molecules imparts a significant enhancement their biological activities compared to non-fluorinated molecules. In this short review, we will highlight the importance of incorporating fluorine as a basic appendage in benzothiazole and benzimidazole skeletons. The chemistry and pharmacological activities of heterocycles containing fluorine during the past years are compiled and discussed.

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Section: Benzazolesmentioning

confidence: 99%

Importance of Fluorine in Benzazole Compounds

2020

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“…A series of novel cycloalkylthiophene‐imine derivatives containing benzothiazole unit were designed and synthesized by Ke et al The synthesized compounds were evaluated for their anti‐viral activities. The most potent compound 53 showed much higher antiviral activity against Enterovirus 71 (EV71) (EC 50 : 2.0 ± 0.7 µg/mL), Coxsackievirus B5 (CVB5) (EC 50 : 5.4 ± 0.9 µg/mL), Adenovirus type 7 (ADV7) (EC 50 : 10.8 ± 1.0 µg/mL) as compared to ribavirin (EC 50 : 49.2 ± 5.8, 22.3 ± 3.3, 27.8 ± 3.8 µg/mL, respectively).…”

Section: Biological Applications Of Benzothiazole Derivativesmentioning

confidence: 99%

Therapeutic advancement of benzothiazole derivatives in the last decennial period

Tariq

Kamboj

Amir

2018

Arch. Pharm. Chem. Life Sci.

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Benzothiazole, a fused heterocyclic moiety, has attracted synthetic and medicinal chemists for good reasons. It is a valuable scaffold that possesses diverse biological activities, such as anticancer, anti-inflammatory, antimicrobial, antiviral, antimalarial, and anticonvulsant effects. This review mainly focusses on the recent research work on the different biological activities of benzothiazole-based compounds.

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“…The scope and synthetic utility of the Gewald reaction have been demonstrated by various examples listed in Tables . The reaction has applications in several applied fields, such as pharmaceuticals/biomedicine , agrochemicals , carbohydrate conjugates , sugar cane ripeners , peptide analogues , dyestuffs , and electronic materials .…”

Section: Scope and Limitationsmentioning

confidence: 99%

The Gewald reaction in dye chemistry

Sabnis¹

2016

Coloration Technology

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This review presents the most elegant and promising set of synthetic routes for the synthesis of 2‐aminothiophenes by the Gewald reaction. This reaction has applications in several applied fields, such as pharmaceuticals/biomedicine, agrochemicals, carbohydrate conjugates, sugar cane ripeners, peptide analogues, dyestuffs, and electronic materials; however, the present review will focus on the use of Gewald chemistry in the synthesis of conventional and functional colourants. The Gewald reaction produces 2‐aminothiophene, which is a key intermediate for the diazotisation reaction and for the synthesis of azo dyes, and thus opened the door for new dye chemistry. The reaction produces electron‐withdrawing groups such as CN, COOEt, COOMe, CONH2, and COPh in the 3‐ and/or 5‐position, resulting in bathochromic shifts for the deeper colours of the dyes. The review further reveals the importance of this reaction in the synthesis of azo dyes, fluorescent dyes (coumarin dyes, styryl dyes, thieno[2,3‐d]pyrimidine dyes, bithiophene dyes), thiophene analogues of phthalocyanines, and fluorescent whitening agents.

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Novel cycloalkylthiophene–imine derivatives bearing benzothiazole scaffold: Synthesis, characterization and antiviral activity evaluation

Cited by 42 publications

References 31 publications

Importance of Fluorine in Benzazole Compounds

Importance of Fluorine in Benzazole Compounds

Therapeutic advancement of benzothiazole derivatives in the last decennial period

The Gewald reaction in dye chemistry

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