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Synthesis and evaluation of some novel 2-[4-(1-acyl-5-aryl-4,5-dihydro-1H-pyrazol-3-yl)phenoxy]acetic acid hydrazide and amide derivatives as potential pesticides

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Title Synthesis and evaluation of some novel 2-[4-(1-acyl-5-aryl-4,5-dihydro-1H-pyrazol-3-yl)phenoxy]acetic acid hydrazide and amide derivatives as potential pesticides
 
Creator Malik, Heetika
Kaur, Puspinder
Dahiya, Anjula
Sangwan, Naresh K
 
Subject 4,5-Dihydropyrazoles
Phenoxyacetic acid hydrazides
Phenoxyacetamides
Antifungal activity
Antibacterial activity
 
Description 137-144
3-Aryl-1-(4-hydroxyphenyl)prop-2-en-1-ones 9–15, prepared by base catalyzed condensation of 4-hydroxyacetophenone(l)with araldehydes 2–8, are refluxed with hydrazine hydrate in alkanoic acids to give 1-acyl-5-aryl-4,5-dihydro-3-(4-hydroxyphenyl)-1H-pyrazoles 16–32. Alkylation of 16–32 with ethyl chloroacetate gives the corresponding substitutedphenoxyacetates 33–49. The esters 33–49 are subjected to nucleophilic displacement reactions with hydrazine hydrate,isopropylamine, morpholine and piperidine to yield the title compounds, 2-[4-(1-acyl-5-aryl-4,5-dihydro-1H-pyrazol-3-yl)phenoxy]acetic acid hydrazide 50–66 and amide derivatives 67–104. The compounds are identified with the help of theirIR and 1H NMR spectra and elemental analysis. All the compounds are tested for their activity against five phytopathogenicfungi, (Sclerotinia sclerotiorum, Rhizoctonia bataticola, Rhizoctonia solani, Alternaria brassicae and Fusarium solani), twosaprophytic fungi (Aspergillus niger and Penicillium digitatum) and one phytopathogenic bacterium (Xanthomonascampestris pv. Citrii). Many compounds inhibit the growth of S. sclerotiorum at a concentration of 200 mg litre–1. Thecompounds 53, 54 and 78 show non-specific activity against several fungi tested.
 
Date 2024-02-21T07:37:24Z
2024-02-21T07:37:24Z
2024-02
 
Type Article
 
Identifier 2583-1321 (Online); 0019-5103 (Print)
http://nopr.niscpr.res.in/handle/123456789/63378
https://doi.org/10.56042/ijc.v63i2.4215
 
Language en
 
Publisher NIScPR-CSIR,India
 
Source IJC Vol.63(02) [Feb 2024]