The synthesis and larvicidal activity of<i>N</i>-aroyl-<i>N</i>′-(5-aryl-2-furoyl)ureas

Yang, Xinling; Wang, Daoquan; Chen, Fu‐Heng; Zhang, Zhongning

doi:10.1002/(sici)1096-9063(199803)52:3<282::aid-ps723>3.0.co;2-j

Cited by 22 publications

(22 citation statements)

References 4 publications

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“…It has been reported that the compounds containing furan showed broad-spectrum bioactivities. A wide range of derivatives such as dibenzoylureas 15 , diacylhydrazines 16 17 18 19 20 21 , acylhydrazones 22 23 24 25 , semicarbazide 26 , pyrazole, 1,2,4-triazole 27 , 1,3,4-oxadiazole 28 , and carbamic acid esters 29 30 containing 5-phenyl-2-furan moiety has been synthesized and studied in our group for the development of novel chemical entities as a lead molecule in drug and agrochemical discovery. All the compounds showed diverse and significant bioactivities such as fungicidal, insecticidal, and antitumor activities.…”

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confidence: 99%

Synthesis and fungicidal activity of novel 2,5-disubstituted-1,3,4- thiadiazole derivatives containing 5-phenyl-2-furan

Cui

et al. 2016

Sci Rep

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A series of 2,5-disubstituted-1,3,4-thiadiazoles were synthesized using Lawesson’s reagent by an efficient approach under microwave irradiation in good yields. Their structures were characterized by MS, IR, 1H NMR, 13C NMR, and elemental analysis. Their in vitro and in vivo fungicidal activities revealed that the title compounds exhibited considerable activity against five selected fungi, especially to Phytophthora infestans. In order to illustrate the mechanism of title compounds against P. infestans, scanning electron micrographs (SEM) and transmission electron micrographs (TEM) were applied. The morphological and ultrastructural studies demonstrated that compound I18 led to swelling of hyphae, thickening and proliferating multilayer cell walls, excessive septation and accumulation of dense bodies. The bioassay results indicated compound I18 might act on cell wall biosynthesis, and blocked the nutrition transportation and led to cells senescence and death. Meanwhile, compound I18 had broad fungicidal activity against other twenty different kinds of fungi. These results suggested that title compounds were eligible to be development candidates and compound I18 as a promising lead compound was worthy to be further discovery, especially against P. infestans.

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confidence: 99%

Synthesis and fungicidal activity of novel 2,5-disubstituted-1,3,4- thiadiazole derivatives containing 5-phenyl-2-furan

Cui

et al. 2016

Sci Rep

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“…5-Substituted phenyl-2-furoic acid 4 was prepared according to the method given in references. 28,31,32 …”

Section: Methodsmentioning

confidence: 99%

Synthesis and Bioactivity of Novel N,N′‐Diacylhydrazine Derivatives Containing Furan (III)

et al. 2010

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The furan ring system possesses electron-rich properties and exhibits various biological activities, which was introduced into diacylhydrazine to create novel leading compounds that may serve as improved pesticides and pharmaceuticals. A series of novel diacylhydrazine derivatives containing a furan ring were synthesized by the reaction of 5-fluorophenyl-2-furoyl chloride with substituted benzoylhydrazide in anhydrous dichloromethane under reflux. The structures of the resultant compounds were confirmed by IR, 1 H NMR, MS and elemental analysis. Insecticidal and anti-tumor activities of these new compounds were evaluated.

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“…Benzoylphenylureas, discovered in the 1970 s (Grosscurt & Tipker, 1980), are well known as insecticides, but only a few of them show antifungal activity. In order to find new fungicidal chemicals, based on our previous work (Yang et al, 1997;Yang et al, 1998;Yang et al, 2002), 2,6-difluorobenzoyl carbamic acid-5-(4-fluorophenyl)-2-furanmethylester (I), and its analogues were designed through the modifications on the urea linkage of benzoylphenylureas. The compound (I) was synthesized by the reaction of 5-(4-fluorophenyl)-2-furanmethanol and 2,6-difluorobenzoylisocyanate.…”

Section: S1 Commentmentioning

confidence: 99%

5-(4-Fluorophenyl)-2-furylmethylN-(2,6-difluorobenzoyl)carbamate

Liu

Cui

et al. 2008

Acta Cryst E

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Key indicators: single-crystal X-ray study; T = 294 K; mean (C-C) = 0.003 Å; disorder in main residue; R factor = 0.039; wR factor = 0.104; data-to-parameter ratio = 12.0.The title compound, C 19 H 12 F 3 NO 4 , was synthesized by the reaction of 5-(4-fluorophenyl)-2-furanmethanol and 2,6-difluorobenzoylisocyanate. The seven atoms of the fluorophenyl group are disordered over two positions with site occupancy factors ca 0.6 and 0.4. The dihedral angle between the furan and fluorophenyl rings is 1.58 . In the crystal structure, the molecules are linked via intermolecular N-HÁ Á ÁO hydrogen bonds to form chains. (1997, 1998, 2002). Related literature ExperimentalCrystal data

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The synthesis and larvicidal activity ofN-aroyl-N′-(5-aryl-2-furoyl)ureas

Cited by 22 publications

References 4 publications

Synthesis and fungicidal activity of novel 2,5-disubstituted-1,3,4- thiadiazole derivatives containing 5-phenyl-2-furan

Synthesis and fungicidal activity of novel 2,5-disubstituted-1,3,4- thiadiazole derivatives containing 5-phenyl-2-furan

Synthesis and Bioactivity of Novel N,N′‐Diacylhydrazine Derivatives Containing Furan (III)

5-(4-Fluorophenyl)-2-furylmethylN-(2,6-difluorobenzoyl)carbamate

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