Synthesis and Antiviral Bioactivity of Novel 2‐Substituted Methlthio‐5‐(4‐Amino‐2‐Methylpyrimidin‐5‐yl)‐1,3,4‐Thiadiazole Derivatives

Wu, Weilong; Tai, Anqi; Chen, Qin; Ouyang, Gangfeng

doi:10.1002/jhet.2435

Cited by 21 publications

(19 citation statements)

References 27 publications

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“…Intermediate 2 was obtained from readily available 3,4,5‐trimethoxybenzoic acid via esterification and hydrazidation . Secondly, intermediate 5 was synthesized via cyclization, thio etherification and hydrolyzation from intermediate 2 by the published procedure . Finally, the target compounds ( 6a‐6o ) were obtained by the reaction of equimolar quantities of intermediate 5 with various 1‐substitutedpiperazine in dichloromethane with EDCI and HOBt as condensing agent at room temperature.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and antifungal activity of novel 1,2,4‐triazole derivatives containing an amide moiety

Jiang

Fei

et al. 2019

Journal of Heterocyclic Chem

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A series of novel 1,2,4‐triazol derivatives containing an amide moiety were synthesized and their antifungal activities were evaluated. The results indicated that some of the target compounds possessed good antifungal activities. Among them, compounds 6a, 6g, 6k, and 6m showed excellent antifungal activities against Botrytis cinerea, with an inhibition rate of 91.8%, 90.1%, 93.6%, and 91.2% at a concentration of 50 μg/mL, which were superior to that of Pyrimethanil (82.8%). Meanwhile, compound 6b showed better antifungal activity against Phompsis sp, with an inhibition rate of 92.4%, in comparison with that of Pyrimethanil (85.1%).

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Section: Resultsmentioning

confidence: 99%

Synthesis and antifungal activity of novel 1,2,4‐triazole derivatives containing an amide moiety

Jiang

Fei

et al. 2019

Journal of Heterocyclic Chem

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“…Compounds 4a-4i were prepared by the ethyl 2-(6-morpholino-9H-purin-9-yl)acetate (3) an d arylalkylamine in ethanol under reflux conditions. Compounds 5-8 were synthesized from ethyl 2-(6morpholino-9H-purin-9-yl)-acetate (3) through sequential reactions including hydrazidation, cyclization, thioetherification, and oxidation [19,20,25]. The structures of the synthesized compounds were confirmed by IR, 1 H NMR, 13 C NMR, MS, and elemental analysis.…”

Section: Resultsmentioning

confidence: 99%

“…1,3,4-Oxadiazole/thiadiazole, a privileged structure, represents a key motif in heterocyclic chemistry and has shown excellent performances in antibacterial [18], antiviral [19,20],antifungal [21], anti-inflammatory [22], antianxiety [23], and antitubercular [24] activities. Meanwhile, sulfone derivatives are also known to exhibit a wide spectrum biological activities because the sulfone group is an important core found in many biologically active compounds with a wide range of biological activity including antibacterial [25], antifungal [26], insecticidal [27], antiviral [28], herbicidal [29], anticancer [30], anti-HIV-1 [31], antihepatitis [32], antitumor [33], and antiinflammatory [34] properties.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antibacterial Activity of Novel Substituted Purine Derivatives

Gao

Hong

et al. 2015

Journal of Heterocyclic Chem

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A series of novel N‐substituted‐2‐(6‐morpholino‐9H‐purin‐9‐yl)acetamide and 4‐(9‐((5‐substituted‐1,3,4‐oxadiazole/thiadiazole‐2‐yl)methyl)‐9H‐purin‐6‐yl)‐morpholine derivatives were synthesized and evaluated their antibacterial activities against rice bacterial leaf blight and tobacco bacterial wilt caused by Xanthomonas oryzae pv. oryzae (Xoo) and Ralstonia solanacearum (R. solanacearum) via the turbidimeter test in vitro. Antibacterial bioassay indicated that most compounds demonstrated good inhibitory effect against Xoo and R. solanacearum. Especially, compound 6a demonstrated the best inhibitory effect against Xoo with half‐maximal effective concentration (EC50) value of 8.39 μg/mL, which was even better than those of commercial agents Bismerthiazol and Thiodiazole copper. The synthesized purine derivatives containing amide and 1,3,4‐oxadiazole/thiadiazole moieties exhibited excellent antibacterial activities against Xanthomonas oryzae pv. oryzae and R. solanacearum in vitro.

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“…Thiadiazole: Tests on synthetic 2-substituted methlthio-5-(4-amino-2-methylpyrimidin-5-yl-)-1,3,4-thiadiazole derivatives showed a comparable antiviral activity of the novel compound to NNM (Wu et al, 2016c). Quinazoline: Novel 1,4-pentadien-3-one derivatives containing 4-thioquinazoline moiety were designed and synthesized.…”

Section: Synthetic Productsmentioning

confidence: 99%

Chemical Outbreak for Tobacco Mosaic Virus Control

Luvisi¹,

Panattoni²,

Materazzi³

et al. 2017

IJAB

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Tobacco mosaic virus (TMV) represents a paradigm in virology, and its control may open the way to effective treatment against phytoviruses. However, the use of chemicals to eliminate the virus from infected plants is very difficult. In this state of the art survey we include trials on a) natural compounds derived from organisms, b) synthetic compounds and c) plant or microorganism extracts, from 2006 to 2015. Plants have been the main source of natural products for anti-TMV tests in the last ten years, and Nicotiana tabacum was the main focus of research, particularly between 2014-2015. Since 2012, there has been a great increase in publications (+45%) and identified compounds (+241%). Between 2012-2015, an average of 31 papers were published and 140 compounds were tested each year, compared to 9 papers and 26 compounds in 2006-2011. Unfortunately, there is little information on the action mechanisms of newly discovered or modified compounds. Cross references to the basic structure of compounds is provided in this review. This chemical outbreak this massive interest in chemical solutions to TMV could be due to the increasing availability of instruments for the analysis of organic compounds. Alternatively Another explanation could be that the chemistry advances in synthesis, which have provided countless drugs with potential benefits for TMV control, have overwhelmed overloaded the plant pathology screening needed to discriminate between compounds and to provide useful agrochemicals for farmers.

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Synthesis and Antiviral Bioactivity of Novel 2‐Substituted Methlthio‐5‐(4‐Amino‐2‐Methylpyrimidin‐5‐yl)‐1,3,4‐Thiadiazole Derivatives

Cited by 21 publications

References 27 publications

Synthesis and antifungal activity of novel 1,2,4‐triazole derivatives containing an amide moiety

Synthesis and antifungal activity of novel 1,2,4‐triazole derivatives containing an amide moiety

Synthesis and Antibacterial Activity of Novel Substituted Purine Derivatives

Chemical Outbreak for Tobacco Mosaic Virus Control

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