Synthesis and herbicidal activities of 2-cyano-3-benzylaminoacrylates containing thiazole moiety

Wang, Tingting; Bing, Guifang; Xin, Zhang; Qin, Zhenfang; Yu, Haibo; Qin, Xiao; Dai, Hong; Miao, Wenke; Wu, Shanshan; Fang, Jianxin

doi:10.1016/j.bmcl.2010.04.027

Cited by 17 publications

(8 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Thin layer chromatography (Merck silica gel 60 F254 coated aluminum plates) confirmed the purity of the products. Synthesized compounds were characterized by 1 H-NMR, 13 C-NMR, FT-IR, LCMS, and Elemental analysis. FT-IR spectrum was recorded on Perkinelmer, FT-IR Infrared spectrometer (γ max in cm −1 ).…”

Section: Methodsmentioning

confidence: 99%

“…Thiazoles are used in various fields such as dyes [1], fungicides [2,3], agrochemical industries [4], catalyst [5], and in the development of peptidomimetics [6]. As reported earlier, thiazole, incorporated with other scaffolds, shows remarkable potency in biological systems such as anticancer [7,8], anti-inflammatory [9], antioxidant, antibacterial [10,11], antifungal [12], herbicidal [13], hypertensive [14].…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

(E)-N′-(4-Fluorobenzylidene)-5-methyl-2-(pyridin-3-yl)thiazole-4-carbohydrazide

Kamat

Santosh

Nayak

2019

Molbank

View full text Add to dashboard Cite

5-methyl-2-(pyridin-3-yl)-1,3-thiazole-4-carbohydrazide (1) on treatment with 4-fluorobenzaldehyde in presence of catalytic amount of acetic acid, accessed the target compound (2) with the yield of 79%. The target compound was confirmed by 1 H-NMR, 13 C-NMR, FT-IR and LCMS. In vitro antibacterial activity against Staphylococcus aureus (S. Aureus), Bacillus subtilis (B. subtilis), Escherichia coli (E. coli), and Pseudomonas aeruginosa (P. aeruginosa) were carried out and compound 2 showed promising activity against B. subtilis. In addition, compound 2 was analyzed for DNA binding study. It revealed that compound 2 has a promising affinity towards DNA double helix.

show abstract

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

(E)-N′-(4-Fluorobenzylidene)-5-methyl-2-(pyridin-3-yl)thiazole-4-carbohydrazide

Kamat

Santosh

Nayak

2019

Molbank

View full text Add to dashboard Cite

show abstract

“…Therefore, it is necessary to develop highly efficient and environmentally friendly bactericides to protect crops. Thiazole-containing aromatic heterocycles are reported to bind to certain proteins and receptors of bacteria and exhibit a wide range of biological activities such as insecticidal [4,5], bactericidal [6][7][8], herbicidal [9], antiviral [10] and fungicidal ones [11,12]. In addition, compounds with an amide structure have revealed various activities as antimicrobial [13][14][15] and nematicidal [16,17] agents.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antibacterial Evaluation of N-phenylacetamide Derivatives Containing 4-Arylthiazole Moieties

Zhou

Wang

et al. 2020

Molecules

View full text Add to dashboard Cite

A series of new N-phenylacetamide derivatives containing 4-arylthiazole moieties was designed and synthesized by introducing the thiazole moiety into the amide scaffold. The structures of the target compounds were confirmed by 1H-NMR, 13C-NMR and HRMS. Their in vitro antibacterial activities were evaluated against three kinds of bacteria—Xanthomonas oryzae pv. Oryzae (Xoo), Xanthomonas axonopodis pv. Citri (Xac) and X.oryzae pv. oryzicola (Xoc)—showing promising results. The minimum 50% effective concentration (EC50) value of N-(4-((4-(4-fluoro-phenyl)thiazol-2-yl)amino)phenyl)acetamide (A1) is 156.7 µM, which is superior to bismerthiazol (230.5 µM) and thiodiazole copper (545.2 µM). A scanning electron microscopy (SEM) investigation has confirmed that compound A1 could cause cell membrane rupture of Xoo. In addition, the nematicidal activity of the compounds against Meloidogyne incognita (M. incognita) was also tested, and compound A23 displayed excellent nematicidal activity, with mortality of 100% and 53.2% at 500 μg/mL and 100 μg/mL after 24 h of treatment, respectively. The preliminary structure-activity relationship (SAR) studies of these compounds are also briefly described. These results demonstrated that phenylacetamide derivatives may be considered as potential leads in the design of antibacterial agents.

show abstract

“…(Figure 1) In addition, 1,3-thiazole are sulfur and nitrogen contain heterocyclic molecules have recently attracted great attention due to their prominent biological activity [13][14][15][16] . These compounds are showed a broad-spectrum of biological activities including insecticidal 17 , antifungal 18,19 , herbicidal 20 , regulating plant growth 21 , antiviral 22 , anti-inflammatory 23 , sedative, anaesthetic 24 , analgesic 25 , antitubercular 26 and antioxidants.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of Amide Derivatives of Thiazoles as Anticancer Agents

Pinninti¹,

Parimi²

2018

Int. Res. J. Pharm.

View full text Add to dashboard Cite

In this study, a series of amide derivatives (11a-j) containing thiazole moiety were designed and synthesized. All these synthesized compounds were confirmed by 1HNMR, 13CNMR and mass spectral data. Further, these were evaluated for anticancer activity against three human cancer cell lines including MCF-7 (breast), A-549 (lung), and A375 (melanoma). Among them, compounds 11b, 11d, 11e, 11f and 11g were exhibited more potent activity than positive control.

show abstract

Synthesis and herbicidal activities of 2-cyano-3-benzylaminoacrylates containing thiazole moiety

Cited by 17 publications

References 15 publications

(E)-N′-(4-Fluorobenzylidene)-5-methyl-2-(pyridin-3-yl)thiazole-4-carbohydrazide

(E)-N′-(4-Fluorobenzylidene)-5-methyl-2-(pyridin-3-yl)thiazole-4-carbohydrazide

Synthesis and Antibacterial Evaluation of N-phenylacetamide Derivatives Containing 4-Arylthiazole Moieties

Synthesis and Biological Evaluation of Amide Derivatives of Thiazoles as Anticancer Agents

Contact Info

Product

Resources

About