Sodium dodecyl benzene sulfonate-catalyzed reaction for green synthesis of biologically active benzylpyrazolyl-coumarin derivatives, mechanism studies, theoretical calculations

Halit, Sabrina; Benazzouz-Touami, Amina; Makhloufi‐Chebli, Malika; Bouaziz, Souhila Terrachet; Ahriz, Karima Ighil

doi:10.1016/j.molstruc.2022.132908

Cited by 3 publications

(3 citation statements)

References 36 publications

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“…Alternatively, a one-pot multicomponent protocol has been described for the synthesis of various benzylpyrazolyl-coumarins 139 in 16–65% yields through a reaction of 4-hydroxycoumarin 44 , ethyl acetoacetate 3 , diverse aldehydes 1 , and hydrazine hydrate 4 catalyzed by sodium dodecyl benzene sulfonate (SDBS, 2 mol%) in an ethanol–water mixture at reflux for 2 h ( Scheme 19 ) [ 123 ]. This new approach is distinguished by its short reaction time, recovery of the catalyst, and reuse without loss of activity.…”

Section: Multicomponent Synthesis Of Biologically Active Pyrazole Der...mentioning

confidence: 99%

Recent Applications of the Multicomponent Synthesis for Bioactive Pyrazole Derivatives

2022

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Pyrazole and its derivatives are considered a privileged N-heterocycle with immense therapeutic potential. Over the last few decades, the pot, atom, and step economy (PASE) synthesis of pyrazole derivatives by multicomponent reactions (MCRs) has gained increasing popularity in pharmaceutical and medicinal chemistry. The present review summarizes the recent developments of multicomponent reactions for the synthesis of biologically active molecules containing the pyrazole moiety. Particularly, it covers the articles published from 2015 to date related to antibacterial, anticancer, antifungal, antioxidant, α-glucosidase and α-amylase inhibitory, anti-inflammatory, antimycobacterial, antimalarial, and miscellaneous activities of pyrazole derivatives obtained exclusively via an MCR. The reported analytical and activity data, plausible synthetic mechanisms, and molecular docking simulations are organized in concise tables, schemes, and figures to facilitate comparison and underscore the key points of this review. We hope that this review will be helpful in the quest for developing more biologically active molecules and marketed drugs containing the pyrazole moiety.

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Section: Multicomponent Synthesis Of Biologically Active Pyrazole Der...mentioning

confidence: 99%

Recent Applications of the Multicomponent Synthesis for Bioactive Pyrazole Derivatives

2022

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“…CMC depends mainly on compound structure, type of solvent used, the presence of other substances, mainly strong electrolytes, and the temperature. The basic parameters describing surface activity of the anionic surfactant (AS) were estimated from surface tension measurements [33]. The CMC values were obtained using the relationship between surface tension (γ) versus the logarithm of ABS concentration in the aqueous solutions e.g., the water-AS, water-AS-M(II)) and hydrochloric acid (HCl-AS, HCl-AS-M(II), where AS-anionic surfactant) systems.…”

Section: Determination Of Cmc and Adsorption Parametersmentioning

confidence: 99%

“…These surfactants are very often used in formulations to clean different surfaces due to their good dispersing, emulsifying, wetting, and foaming properties [31]. Furthermore, these compounds are used by other researchers, such as a few examples of the work from 2022 [32][33][34][35][36][37][38][39][40]. Moreover, because of its acidic structure, ABS could be used in formulations with acidic pH.…”

Section: Introductionmentioning

confidence: 99%

A Comprehensive Analysis of Selected Anionic Surfactants Behaviour in Aqueous Systems Containing Metal Ions and Inorganic Acid

Wołowicz

Staszak

Hubicki

2022

Water

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The influence of co-ions on the adsorption properties of two surfactants: ABS (dodecylbenzene sulfonic acid) and its sodium salt ABSNa50 in the aqueous systems, has been studied and discussed. On the basis of experimental measurements of equilibrium and dynamic surface tension, a series of parameters were determined, such as critical micelle concentration (CMC), adsorption parameters, diffusion coefficients, and the micellar dissociation constant. It was proved that values of CMC vary according the contents of accompanying metal ions (zinc(II), copper(II), cobalt(II), nickel(II)) and hydrochloric acid in the system under discussion. Moreover, it was found that as the concentration of surfactant in the system increases, the estimated values of the diffusion coefficients decrease. The obtained results indicate the need to analyse the basic surface properties of surfactants in case of their application in the systems containing additional substances.

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Effects of Dodecyltrimethylammonium chloride (DAC) micelle’s shape transition on chemical enhanced oil recovery; experimental & mathematical modeling study

Kamranfar,

Zargar,

Bahari Moghaddam

2024

Journal of Molecular Liquids

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Sodium dodecyl benzene sulfonate-catalyzed reaction for green synthesis of biologically active benzylpyrazolyl-coumarin derivatives, mechanism studies, theoretical calculations

Cited by 3 publications

References 36 publications

Recent Applications of the Multicomponent Synthesis for Bioactive Pyrazole Derivatives

Recent Applications of the Multicomponent Synthesis for Bioactive Pyrazole Derivatives

A Comprehensive Analysis of Selected Anionic Surfactants Behaviour in Aqueous Systems Containing Metal Ions and Inorganic Acid

Effects of Dodecyltrimethylammonium chloride (DAC) micelle’s shape transition on chemical enhanced oil recovery; experimental & mathematical modeling study

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