Synthesis of novel thiadiazolotriazin-4-ones and study of their mosquito-larvicidal and antibacterial properties

Castelino, Prakash Anil; Naik, Prashantha; Dasappa, Jagadeesh Prasad; Sujayraj, R S; Chandra, K. Sharath; Chaluvaiah, Kumara; Nair, Ramya; Kumari, Meena; Kalthur, Guruprasad; Adiga, Satish Kumar

doi:10.1016/j.ejmech.2014.06.072

Cited by 14 publications

(9 citation statements)

References 37 publications

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“…Castelino et al obtained a series of novel thiadiazolotriazin-4-ones as a potent antibacterial agent [ 107 ]. Compound ( 37 ) exhibited the highest activity against B. subtilis and P. aeruginosa with 25.7 ± 0.65 mm and 22.7 ± 0.68mm, ( 38 ) against S. aureus with 22.4 ± 0.69 mm and ( 39 ) against K. pneumoniae with 22.4 ± 0.65mm zone of inhibition (compounds concentration 1 μg/mL), respectively, as compared to the reference standard—Streptomycin (10 μg/disc) with 33.6 ± 0.78 mm, 26.3 ± 1.08 mm, 31.5 ± 0.84 mm, and a 22.4 ± 0.79 mm zone of inhibition for given bacteria species, respectively.…”

Section: Novel Agent With the Terminal Phenoxy Group From The Most Re...mentioning

confidence: 99%

Terminal Phenoxy Group as a Privileged Moiety of the Drug Scaffold—A Short Review of Most Recent Studies 2013–2022

Kozyra

Pitucha

2022

IJMS

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The terminal phenoxy group is a moiety of many drugs in use today. Numerous literature reports indicated its crucial importance for biological activity; thus, it is a privileged scaffold in medicinal chemistry. This review focuses on the latest achievements in the field of novel potential agents bearing a terminal phenoxy group in 2013–2022. The article provided information on neurological, anticancer, potential lymphoma agent, anti-HIV, antimicrobial, antiparasitic, analgesic, anti-diabetic as well as larvicidal, cholesterol esterase inhibitors, and antithrombotic or agonistic activities towards the adrenergic receptor. Additionally, for selected agents, the Structure–Activity–Relationship (SAR) is also discussed. Thus, this study may help the readers to better understand the nature of the phenoxy group, which will translate into rational drug design and the development of a more efficient drug. To the best of our knowledge, this is the first review devoted to an in-depth analysis of the various activities of compounds bearing terminal phenoxy moiety.

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Section: Novel Agent With the Terminal Phenoxy Group From The Most Re...mentioning

confidence: 99%

Terminal Phenoxy Group as a Privileged Moiety of the Drug Scaffold—A Short Review of Most Recent Studies 2013–2022

Kozyra

Pitucha

2022

IJMS

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“…Aromatic as long as aliphatic carboxylic acids could be efficiently used and high yields were generally obtained. [148][149][150][151][152][153][154][155] Treatment with ethylcyanoacetate in polyphosphoric acid under heating produced acetate derivative 401 in good yield through elimination of ammonia. 156 Reaction with ethyl chloroformate delivered fused 1,3,4thiadiazolidin-2-one 402 while thione derivatives 403 were obtained by treatment with carbon disulfide in an ethanolic solution of potassium hydroxide.…”

Section: 652(ii) Closure Of the Six-membered Ringmentioning

confidence: 99%

Bicyclic 5-6 Systems With One Bridgehead (Ring Junction) Nitrogen Atom: Four Extra Heteroatoms 2:2

Claraz

2022

Comprehensive Heterocyclic Chemistry IV

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“…In addition, insecticide resistance is becoming increasingly alarming and threatens the management of vectors, thereby leading to prioritizing the development of new potent and safer biologically active heterocyclic compounds as well as to aid in resistance management [4]. There are certain reports concerning the larvicidal activity of synthetic compounds [5][6][7][8][9][10][11][12].…”

Section: Introductionmentioning

confidence: 99%

Larvicidal Activities of 2-Aryl-2,3-Dihydroquinazolin -4-ones against Malaria Vector Anopheles arabiensis, In Silico ADMET Prediction and Molecular Target Investigation

et al. 2020

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Malaria, affecting all continents, remains one of the life-threatening diseases introduced by parasites that are transmitted to humans through the bites of infected Anopheles mosquitoes. Although insecticides are currently used to reduce malaria transmission, their safety concern for living systems, as well as the environment, is a growing problem. Therefore, the discovery of novel, less toxic, and environmentally safe molecules to effectively combat the control of these vectors is in high demand. In order to identify new potential larvicidal agents, a series of 2-aryl-1,2-dihydroquinazolin-4-one derivatives were synthesized and evaluated for their larvicidal activity against Anopheles arabiensis. The in silico absorption, distribution, metabolism, excretion, and toxicity (ADMET) properties of the compounds were also investigated and most of the derivatives possessed a favorable ADMET profile. Computational modeling studies of the title compounds demonstrated a favorable binding interaction against the acetylcholinesterase enzyme molecular target. Thus, 2-aryl-1,2-dihydroquinazolin-4-ones were identified as a novel class of Anopheles arabiensis insecticides which can be used as lead molecules for the further development of more potent and safer larvicidal agents for treating malaria.

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Synthesis of novel thiadiazolotriazin-4-ones and study of their mosquito-larvicidal and antibacterial properties

Cited by 14 publications

References 37 publications

Terminal Phenoxy Group as a Privileged Moiety of the Drug Scaffold—A Short Review of Most Recent Studies 2013–2022

Terminal Phenoxy Group as a Privileged Moiety of the Drug Scaffold—A Short Review of Most Recent Studies 2013–2022

Bicyclic 5-6 Systems With One Bridgehead (Ring Junction) Nitrogen Atom: Four Extra Heteroatoms 2:2

Larvicidal Activities of 2-Aryl-2,3-Dihydroquinazolin -4-ones against Malaria Vector Anopheles arabiensis, In Silico ADMET Prediction and Molecular Target Investigation

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