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Journal articles on the topic 'Coumarin Hydrazides'

Author: Grafiati

Published: 4 June 2025

Last updated: 15 July 2025

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1

Nurhan G mr k o lu, Nurhan G. mr k. o. lu, and Muhammad Imran and Inam Iqbal Muhammad Imran and Inam Iqbal. "Synthesıs and Characterızatıon of New Trıazole and Coumarın-Derived Heterocyclıc Compounds Part I." Journal of the chemical society of pakistan 41, no. 6 (2019): 1097. http://dx.doi.org/10.52568/000830/jcsp/41.06.2019.

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Synthesis of ethyl ester of acetic acid containing 5-oxo-[1,2,4] triazole ring (2) was achieved by the condensation of 3-substituted-4-amino-1H-1,2,4-triazol-5(4H)-one (1) with ethyl bromoacetate in basic medium. Compound 2, was then further reacted with hydrazine hydrate to form acid hydrazide, which is 2-(4-amino-3-substituted-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)acetohydrazide (3). Compound 3 was later treated with three different diverse coumarin aldehydes (6, 12, 18) resulted in the formation of arylidene hydrazides as cis–trans conformers (7, 8, 13, 14, 19, 20). In conclusion, we synt

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2

Nesterova, N. А., А. А. Shtro, and Е. F. Panarin. "SYNTHESIS AND ANTIVIRAL ACTIVITY OF COPOLYMERS OF OXYCINNAMIC ACID WITH N-VINYLAMIDES." Доклады Российской академии наук. Химия, науки о материалах 513, no. 1 (2023): 77–81. http://dx.doi.org/10.31857/s2686953523600320.

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Radical copolymerization of coumarin with N-vinylamides (N‑vinylpyrrolidone, N-methyl-N-vinylacetamide, N-vinylformamide) was used to prepare copolymers of various natures and varied molecular masses. After the subsequent reactions in polymer chains, water-soluble copolymers of salts of oxycinnamic acid and its hydrazides were obtained. The synthesized copolymers of salts and hydrazides of oxycinnamic acid with N-vinylamides have low cytotoxicity and demonstrate the pronounced antiviral activity against human respiratory syncytial virus (strain A2).

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3

Prateeptongkum, Saisuree, Nongnaphat Duangdee, and Wiratchanee Mahavorasirikul. "Evaluation of Cytotoxicity and Apoptosis Induced by Coumarin Hydrazide-Hydrazone Derivatives in Human Hepatocellular Carcinoma Cell Line." Trends in Sciences 21, no. 7 (2024): 7628. http://dx.doi.org/10.48048/tis.2024.7628.

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Coumarin and aryl hydrazide-hydrazone have attracted our attention due to their vast biological properties. Previous studies suggested that coumarin-tethered aryl hydrazide-hydrazone showed potent activities against HepG2. In the present study, we investigated the cytotoxic potency of the coumarin derivatives 1 - 3 to compare with coumarin hydrazine-hydrazone hybrids 4 and 5 against hepatocellular carcinoma HepG2 and LH86 cell lines. Among the tested coumarins, hybrids 4 and 5 showed highly potent activity against HepG2 with IC50 values of 17.82 ± 2.79 and 7.87 ± 0.88 𝜇g/mL, respectively. The

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4

Shaji, Neethu, Sandhya M J Nair, and Shaiju S Dharan. "Coumarin Hydrazide: Chemistry, Synthesis and Pharmacological Activities - A Review." International Journal of Research and Review 9, no. 12 (2022): 16–26. http://dx.doi.org/10.52403/ijrr.20221202.

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Coumarins are heterocyclic compound with a benzopyrone structure. Coumarins are a large group of organic compounds found in several plants even in bacteria and fungi. The biological activities of coumarins and its derivatives includes anticoagulant, anticancer, antiulcer, antifungal, anti-HIV, antimicrobial, antiosteoporosis, antioxidant and anti- inflammatory activity. Hydrazide-hydrazone derivatives act as structural sub units in many pharmacologically active compounds including coumarins to give biological activities like antimicrobial, anticancer, antifungal, anti-inflammatory, antiviral,

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5

Manvar, Atul, Alpeshkumar Malde, Jitender Verma, et al. "Synthesis, anti-tubercular activity and 3D-QSAR study of coumarin-4-acetic acid benzylidene hydrazides." European Journal of Medicinal Chemistry 43, no. 11 (2008): 2395–403. http://dx.doi.org/10.1016/j.ejmech.2008.01.016.

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6

Amer, Sara, Uri Miles, Michael Firer, and Flavio Grynszpan. "Turn-on Coumarin Precursor: From Hydrazine Sensor to Covalent Inhibition and Fluorescence Detection of Rabbit Muscle Aldolase." Molecules 29, no. 10 (2024): 2175. http://dx.doi.org/10.3390/molecules29102175.

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Hydrazine, a highly toxic compound, demands sensitive and selective detection methods. Building upon our previous studies with pre-coumarin OFF–ON sensors for fluoride anions, we extended our strategy to hydrazine sensing by adapting phenol protecting groups (propionate, levulinate, and γ-bromobutanoate) to our pre-coumarin scaffold. These probes reacted with hydrazine, yielding a fluorescent signal with low micromolar limits of detection. Mechanistic studies revealed that hydrazine deprotection may be outperformed by a retro-Knoevenagel reaction, where hydrazine acts as a nucleophile and a ba

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7

Journal, Baghdad Science. "Synthesis and Characterization of 3 - Substituted Coumarin." Baghdad Science Journal 13, no. 1 (2016): 89–96. http://dx.doi.org/10.21123/bsj.13.1.89-96.

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The reaction of(2-oxo-2H-chromen-3-Carbonyl chloride)(k1) with hydrazine in boiling ethanol gives the hydrazide(K2).When compound (k2) reacts with various aromatic aldehydes ,the corres ponding Schiff bases(k3–k4) achieve new series of thiazotidines (k5–k6) and azetidinones (k7–k8) obtained from the reactions of appropriate Schiff bases with mercapto acetic acid and chloro acetyl chloride respectively. All the compounds are characterized by FT-IR,1H-NMR and GC-Ms.

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8

Abdelmohsen, Shawkat A., and Talaat I. El Emary. "SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL ACTIVITY OF NOVEL PYRAZOLO[3,4-b]PYRIDINES AND THEIR SPIRO-HETEROCYCLIC DERIVATIVES." JOURNAL OF ADVANCES IN CHEMISTRY 10, no. 7 (2014): 2901–15. http://dx.doi.org/10.24297/jac.v10i7.6802.

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The present work describes the synthesis of a novel series of heterocyclic moieties derived from 5-acetylpyrazolo[3,4-b]pyridine (1). The formation of chalcones (2a-d) was utilized to synthesize pyrazoline, isoxazoline and pyrimidine derivatives (3-10). Thiosemicarbazone and semicarbazone (11, 17) were utilized to synthesize other new triazolethiones, thiadiazole and selenadiazole derivatives (11-19). Some new spiro derivatives (22-25) were synthesized by the reaction of chalcone (21) of 1 and isatine with hydrazines, hydroxyl amines and thiourea. Also, The reaction of 1 with cyanoacetyl hydra

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9

Ibtehal K. Abdullah and Meaad K. Buniya. "Preparation and Identification of some heterocyclic compounds from cyano compounds." Tikrit Journal of Pure Science 20, no. 5 (2023): 96–105. http://dx.doi.org/10.25130/tjps.v20i5.1245.

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This article included prepared cyano acetic acid hydrazid from interaction cyano ethylacetate with hydrate hydrazen, and interaction with 2- acytel thiophene and 2- acytelpyridine it will formation of hydrazide- hydrazone derivative (I, II), and through the undergo the compounds (I,II) for chain of interactions with different chemical materials then enclosed cyclo formed derivative of (arylidene ,coumarin , aryl hydrazon , thiophene ) . Prepared compounds have been studied and Identification by physical and spectral means.

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10

Al-Hazmi, Ghaferah H. "Synthesis, spectroscopic characterizations and cytotoxic activities of some novel 1,2-bis-(tetrasubstituted-benzylidene) hydrazine analogues." Bulletin of the Chemical Society of Ethiopia 37, no. 6 (2023): 1503–20. http://dx.doi.org/10.4314/bcse.v37i6.16.

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ABSTRACT. The present work describes an efficient and convenient synthesis of a library of novel 1, 2-bis-(tetrasubstituted-benzylidene) hydrazine an analogue (3-7) 1,2-bis (3-methoxy-2-hydroxybenzlidene) hydrazine (3) and 1,2-bis (6-bromo-3-methoxy 2-hydroxybenzylidene) hydrazine (4), were obtained via opening of ester coumarin derivatives (1 and 2) with hydrazine hydrate under reflux. Diazotization of compound 4 with aryldiazonium chloride led to the formation of 1,2-bis (6-bromo-5-arylazo-3-methoxy-2-hydroxybenzylidene) hydrazine (6a,b). Acetylation of compounds 4 and 6a with acetic anhydri

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11

Jelali, Hamida, A. Chakchouk-Mtibaa, Lasaad Baklouti, et al. "Development of New Multicomponent Reactions in Eco-Friendly Media-Greener Reaction and Expeditious Synthesis of Novel Bioactive Benzylpyranocoumarins." Journal of Chemistry 2019 (August 21, 2019): 1–10. http://dx.doi.org/10.1155/2019/8693614.

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Multicomponent cyclocondensation of hydrazine derivatives, ethyl acetoacetate, aromatic aldehydes, and 4-hydroxycoumarin has been reported. The optimization details of the developed novel protocol are recorded. The novel procedure features short reaction time, moderate yields, and simple workup. In addition, BMIM[triflate] was chosen as a green solvent. The structures of the obtained benzylpyrazolyl coumarins were determined and confirmed by 1H NMR, 13C NMR, IR, and elemental analysis. The MIC values of benzylpyrazolyl coumarin derivatives were determined by the microbroth dilution method usin

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12

haikh, Parin V. S. "Microwave Synthesis and Biological Evaluation of Coumarins Substituted Furylpyrazolylpyrazoline." Asian Journal of Chemistry 35, no. 4 (2023): 1009–13. http://dx.doi.org/10.14233/ajchem.2023.27571.

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Some new furaylpyrazolylpyrazoline substituted coumarins were synthesized under microwave irradiation. Target compounds were obtained by cyclization of coumarin chalcones with various substituted hydrazine hydrate and arylhydrazines to give the corresponding pyrazoline by Michael addition reaction (1,4-addition on α,β-unsaturated carbonyl group). Establishment of the structure of the synthesized compounds were based on 1H NMR, 13C NMR, IR, mass spectrometry and elemental analysis data. The synthesized compounds were screened for antibacterial in vitro against Bacillus subtilis, Staphylococcus

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13

Manojkumar, Parameswaran, Thengungal Ravi, and Gopalakrishnan Subbuchettiar. "Synthesis of coumarin heterocyclic derivatives with antioxidant activity and in vitro cytotoxic activity against tumour cells." Acta Pharmaceutica 59, no. 2 (2009): 159–70. http://dx.doi.org/10.2478/v10007-009-0018-7.

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Synthesis of coumarin heterocyclic derivatives with antioxidant activity andin vitrocytotoxic activity against tumour cellsThe aim of the present work was to synthesise coumarinyl heterocycles and to elucidate the potential role of these compounds as antioxidants and cytotoxic agents against Dalton's lymphoma ascites tumour cells (DLA) and Ehrlich ascites carcinoma cells (EAC). The synthesis of coumarin derivatives containing pyrazole, pyrazolone, thiazolidin-4-one, 5-carboxymethyl-4-thiazolidinone and 3-acetyl-1,3,4-oxadiazole ring is reported. 4-Methylcoumarinyl-7-oxyacetic acid hydrazide (1

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14

Journal, Baghdad Science. "Synthesis and Characterization of New 2-Quinolone Sulfonamide Derivatives." Baghdad Science Journal 13, no. 4 (2016): 806–18. http://dx.doi.org/10.21123/bsj.13.4.806-818.

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A series of new 2-quinolone derivatives linked to benzene sulphonyl moieties were performed by many steps: the first step involved preparation of different coumarins (A1,A2) by condensation of different substituted phenols with ethyl acetoacetate. The compound A1 was treated with nitric acid to afford two isomers of nitrocoumarin derivatives (A3) and (A4). The prepared compounds (A2, A3) were treated with hydrazine hydrate to synthesize different 2-quinolone compounds (A5,A6) while the coumarin treated with different amines gave compounds (A7,A8). Then the synthesized 2-quinolone compounds (A5

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15

Davda, Bhakti, Jagdish Kumar Arun, Prabin Kumar Mishal, et al. "Design, Synthesis, and Biological Evaluation of Coumarin Derivatives: Investigating Anti-inflammatory, Antioxidant, and Anticancer Activities Using In-vitro Assays and Cytotoxicity Screening." Journal of Neonatal Surgery 14, no. 23S (2025): 461–71. https://doi.org/10.63682/jns.v14i23s.5768.

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Background: Coumarins, a class of benzopyrone derivatives, are known for their diverse pharmacological activities, including anti-inflammatory, antioxidant, and anticancer effects. Structural flexibility enables chemical modification to enhance therapeutic potential. Objectives: To design, synthesize, and characterize a series of novel coumarin derivatives and evaluate their in-vitro anti-inflammatory, antioxidant, and anticancer activities, with the goal of identifying potent multitarget lead compounds. Methods: A set of five Schiff base-linked coumarin derivatives (3a–3e) were synthesized us

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16

Kumbhar, Navanath, Neelofar Khan, Rohit Bavi, Sagar Barage, and Ayesha Khan. "Reversal of P-glycoprotein Mediated Multidrug Resistance in MCF-7/R Cancer Cells by Esculetin Derivatives: Experimental and MD Simulation Studies." American Journal of Biomedical and Life Sciences 12, no. 3 (2024): 30–48. http://dx.doi.org/10.11648/j.ajbls.20241203.12.

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Coumarins of natural origin have been explored as potential inhibitors of P-glycoprotein (P-gp). Esculetin which belongs to the class of coumarin has been derivatized with known hydrazine pharmacophores viz; benzoyl hydrazine (BH), isonicotinyl hydrazine (INH), and hydrazino benzoic acid. The homology modeling approach was used to predict the three-dimensional structure of human P-gp. An &lt;i&gt;in-silico&lt;/i&gt; study has been performed for the structural insight into the molecular mechanism of P-gp inhibition of the esculetin derivatives by molecular docking (MD) and simul

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17

Takagi, Akira, Ippei Takashima та Kensuke Okuda. "A turn-on fluorescent probe containing a β-ketoester moiety for the selective detection of intracellular hydrazine". RSC Advances 15, № 1 (2025): 428–34. https://doi.org/10.1039/d4ra06525e.

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A selective and quantitative OFF–ON fluorescent hydrazine probe was developed based on a coumarin platform. Elaboration of the β-keto moiety improved the responsiveness of the probe for sensing hydrazine in living cells.

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18

Kovač, Tihomir, Marija Kovač, Ivica Strelec, Ante Nevistić, and Maja Molnar. "Antifungal and antiaflatoxigenic activities of coumarinyl thiosemicarbazides against Aspergillus flavus NRRL 3251." Archives of Industrial Hygiene and Toxicology 68, no. 1 (2017): 9–15. http://dx.doi.org/10.1515/aiht-2017-68-2883.

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Abstract The antifungal and antiaflatoxigenic effects of two series of coumarinyl thiosemicarbazides on Aspergillus flavus NRRL 3251 were studied. Fungi were grown in YES medium for 72 h at 29 °C in the presence of 0, 0.1, 1, and 10 μg mL-1 of coumarinyl thiosemicarbazides: one series with substitution in position 7 and another with substitution in position 4 of the coumarin core. Dry mycelia weight determination was used for antifungal activity estimation, while the aflatoxin B1 content in YES media, determined by the dilute and shoot LC-MS/MS technique, was used for the antiaflatoxigenic eff

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19

Avdović, Edina H., Žiko Milanović, Dušica Simijonović, et al. "An Effective, Green Synthesis Procedure for Obtaining Coumarin–Hydroxybenzohydrazide Derivatives and Assessment of Their Antioxidant Activity and Redox Status." Antioxidants 12, no. 12 (2023): 2070. http://dx.doi.org/10.3390/antiox12122070.

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In this study, green synthesis of two derivatives of coumarin–hydroxybenzohydrazide, (E)-2,4-dioxo-3-(1-(2-(2,3,4-trihydroxybenzoyl)hydrazyl)ethylidene)-chroman-7-yl acetate (C–HB1), and (E)-2,4-dioxo-3-(1-(2-(3,4,5-trihydroxybenzoyl)hydrazyl)ethylidene)chroman-7-yl acetate (C–HB2) is reported. Using vinegar and ethanol as a catalyst and solvent, the reactions were carried out between 3-acetyl-4-hydroxy-coumarin acetate and corresponding trihydroxybenzoyl hydrazide. The antioxidant potential of these compounds was investigated using the DPPH and ABTS assays, as well as the FRAP test. The obtai

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20

Yang, Zan, Yueqiao Yan, An Li, et al. "Iodine-mediated sulfenylation of 4-hydroxycoumarins with sulfonyl hydrazides under aqueous conditions." New Journal of Chemistry 42, no. 18 (2018): 14738–41. http://dx.doi.org/10.1039/c8nj03461c.

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An efficient, metal-free approach to the synthesis of sulfenylated coumarins based on the iodine catalyzed regioselective sulfenylation of 4-hydroxycoumarins with arylsulfonyl hydrazides was developed under mild conditions in water.

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21

H., A. Latif, and A. Elrady E. "Simple synthesis of some new heterocyclic derivatives incorporation coumarin -2-one moiety." Chemistry International 3, no. 3 (2017): 487–93. https://doi.org/10.5281/zenodo.1473410.

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3-(1-ethoxy-3-oxo-3-phenylpropyle-1-enyl)-2H-coumarin-2-one (2), had been synthesized and reacted with some selected reagents such as hydrazine hydrate, urea, cyanoacetamide, cyanoacetohydrazide, orthophenylene diamine, ortho-aminophenol and 5-aminotriazole in ethanol piperidine solution to afford new multisubtituted 3-(pyrazol, pyrimidine, pyridine, diazepine, oxazepin, triazol)-2H- coumarin-2-one derivatives.

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22

Ionita, Petre, Marcela Rovinaru, and Ovidiu Maior. "THE PREPARATION AND SOME REACTION OF 2,2-DIPHENYL-1-(3,6-DINITR0-4-COUMARINYL) HYDRAZYL FREE RADICAL." SOUTHERN BRAZILIAN JOURNAL OF CHEMISTRY 6, no. 7 (1998): 59–66. http://dx.doi.org/10.48141/sbjchem.v6.n7.1998.58_1998_2.pdf.

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The new persistent 2,2-diphenyl-1-(3,6-dinitro-4-coumarinyl)hydrazyl free radical 4 was obtained by potassium permanganate or lead dioxide oxidation of the corresponding 2,2-diphenyl-1-(3,6-dinitro-4-coumarinyl)hydrazine 3; hydrazine 3 reacts with nitrous acid to give successively the 2-(p-nitrophenyl)-2-phenyl-1-(3,6-dinitro-4-coumarinyl) hydrazine 6 and 2,2-(p-nitrophenyl)-1-(3,6-dinitro-4-coumarinyl) hydrazine 7. Compound 6 results also from free radical 4 and sodium nitrite in the presence of 15-C-5 crown ether. The structure of new compounds was confirmed by means of TLC, UV-Vis, 1H-NMR,

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23

Xing, Miaomiao, Kangnan Wang, Xiangwen Wu, et al. "A coumarin chalcone ratiometric fluorescent probe for hydrazine based on deprotection, addition and subsequent cyclization mechanism." Chemical Communications 55, no. 99 (2019): 14980–83. http://dx.doi.org/10.1039/c9cc08174g.

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A coumarin chalcone derivative with a levulinic acid terminal group acts as a ratiometric fluorescent probe for hydrazine based on deprotection, addition and a subsequent cyclization reaction mechanism.

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24

A. Muften, Rouaa, Kawkab Y.Saour, and Ammar A.Razzak Mahmood. "Synthesis and Antimicrobial Evaluation of New 6 and7 Substituted Derivatives of Coumarin." Iraqi Journal of Pharmaceutical Sciences ( P-ISSN 1683 - 3597 E-ISSN 2521 - 3512) 23, no. 1 (2017): 35–41. http://dx.doi.org/10.31351/vol23iss1pp35-41.

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A series of benzohydrazide derivatives attached to coumarin moiety at position 6 and 7 have been synthesized. The reaction of coumarin derivatives (coumarin I and II) with p-nitrophenyl hydrazine yield Schiff bases (compound1a and IIa).These Schiff bases were refluxed with benzoyl chloride to give benzohydrazide derivatives of coumarin substituted at its 6 or 7 nucleus position (Ia1 and IIa1).The reaction and the purity of the products were checked by thin layer chromatography (TLC). The structures of the final compounds and their intermediates were confirmed by their melting points, infra red

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25

KAMBLE, NARENDRA R., and VINOD T. KAMBLE. "A Facile Solvent-Free Route for One-Pot Multicomponent Synthesis of Benzylpyrazolyl Coumarins Derivatives in Presence of Effective Synergetic Catalytic System." Asian Journal of Chemistry 31, no. 6 (2019): 1357–61. http://dx.doi.org/10.14233/ajchem.2019.21986.

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A combinatorial library of benzylpyrazolyl coumarin derivatives have been synthesized by a green one-pot four-component reaction between aryl hydrazine/hydrazine hydrate (1), ethyl acetoacetate (2), aromatic aldehydes (3) and 4-hydroxycoumarin (4) catalyzed by niobium pentachloride with silver salt under solvent-free conditions has been developed. Experimental simplicity, simple work-up procedure and solvent-free reaction condition at room temperature are important features of the present protocol.

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26

Sankar, Prasad Parua, Chakraborty Sumit, Sau Kalipada, and Saha Indrajit. "Coumarin-based fluorescent chemodosimeter for selective sensing of hydrazine in semi-aqueous medium." Journal of Indian Chemical Society Vol. 96, Mar 2019 (2019): 395–400. https://doi.org/10.5281/zenodo.5651028.

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Department of Chemistry, Jadavpur University, Jadavpur, Kolkata-700 032, India Department of Chemistry, Ramakrishna Mission Residential College, Narendrapur, Kolkata-700 103, India <em>E-mail</em>: indra_ku@yahoo.co.in <em>Manuscript received online 21 September 2018, revised 07 February 2019, accepted 08 February 2019</em> A chemodosimeter based on 2,3,5,6-tetrafluoro benzoyl ester of 7-hydroxy-4-(trifluoromethyl)coumarin has been designed and synthesized for selective detection of hydrazine in semi-aqueous medium. The structure of the probe was confirmed by conventional spectroscopic techniq

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27

Nasr, Tamer, Samir Bondock, and Mahmoud Youns. "Anticancer activity of new coumarin substituted hydrazide–hydrazone derivatives." European Journal of Medicinal Chemistry 76 (April 2014): 539–48. http://dx.doi.org/10.1016/j.ejmech.2014.02.026.

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28

Jiang, Jin-Hua, Zhi-Hao Zhang, Jianbo Qu, and Jian-Yong Wang. "A lysosomal targeted fluorescent probe based on coumarin for monitoring hydrazine in living cells with high performance." Analytical Methods 14, no. 1 (2022): 17–21. http://dx.doi.org/10.1039/d1ay01821c.

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A lysosomal targeted fluorescent probe based on coumarin for monitoring hydrazine (N2H4) in living cells was designed and synthesised. The novel fluorescent probe Cou-Lyso-N2H4, in response to N2H4, exhibited good selectivity, low cytotoxicity, and lysosomal localization, which could be suitable for studying the harmfulness of N2H4 in subcellular organelles during various physiological processes.

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Y. Saour, Kawkab, Ridha I. Al-Bayati, and Mohammed K. Hadi. "Synthesis of New Coumarin and 2-quinolone Derivatives with Expected Biological Activities." Iraqi Journal of Pharmaceutical Sciences ( P-ISSN 1683 - 3597 E-ISSN 2521 - 3512) 21, no. 2 (2017): 42–50. http://dx.doi.org/10.31351/vol21iss2pp42-50.

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A series of new coumarin and N-amino-2-quinolone derivatives have been synthesized. The reaction of coumarin (1) with excess of Hydrazine hydrate 98% yielded 1-amino-2-quinolone (2), Compound (2) was reacted with different Sulfonyl chloride to yield Sulfonamides [ N-(2-oxoquinolin-1(2H)-yl) methane sulfonamide (3), N-(2-oxoquinolin-1(2H)-yl) Benzene sulfonamide (4) and 4-methyl-N-(2-oxoquinolin-1(2H)-yl) benzene sulfonamide (5) ], while reaction of 2-(4-methyl-2-oxo-2H-chromen-7-yloxy) acetic acid (8) with different amines yielded compounds [ 2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-N-(2-oxoquino

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30

Shirota, Hideaki, Haridas Pal, Keisuke Tominaga, and Keitaro Yoshihara. "Ultrafast intermolecular electron transfer in coumarin–hydrazine system." Chemical Physics 236, no. 1-3 (1998): 355–64. http://dx.doi.org/10.1016/s0301-0104(98)00218-3.

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31

Asbara, P. K. "Synthesis, In Silico, and In Vitro Evaluation of a Coumarin-Based Schiff Base as a Potential Anti-Alzheimer's Agent." International Journal of Pharmacy and Biological Sciences (IJPBS) 14, no. 4 (2024): 101–18. https://doi.org/10.5281/zenodo.14746407.

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AbstractThis study investigates the anti-Alzheimer’s potential of coumarin-based Schiff bases. Among the series of synthesized compounds, the phenyl hydrazine derivative of 3-Acetyl coumarin (PHC) was selected based on its high docking score. Given the limited treatment options for Alzheimer’s disease (AD), this research aims to explore novel therapeutic approaches using coumarin derivatives. In silico studies demonstrated strong binding interactions of PHC with acetylcholinesterase (AChE), with a binding affinity of -10.7 kcal/mol, supporting its role as a multi-target directed li

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El-Deen, I. M., and Abd El-Fattah. "Synthesis and biological activity of some heterocyclic compounds containing quinoxaline and coumarin moieties." Journal of the Serbian Chemical Society 65, no. 2 (2000): 95–102. http://dx.doi.org/10.2298/jsc0002095e.

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2,3-Dichloroquinoxaline (2) condensed with 7,8-dihydroxy-4-methylcoumarin to give the 1,4-dioxane derivative 4. 2.3-Dichloroquinoxaline (2) reacted with 4-hydroxycoumarin, 7-hydroxy-4-methylcoumarin and acyl hydrazide 13 to give either the 2,3-(dicoumarin-4-yloxy)quinoxaline (6) or the 2,3-di-(4-methylcoumarin-7-yloxy)quinoxaline (7) or the 2-chloro-3-(coumarin-4-yloxy)quinoxaline (8) or the 2-chloro-3-(4- methylcoumarin-7-yloxy) quinoxaline (9) or the ditriazoloquinoxaline 14 or the oxadiazinoquinoxaline 16, depending on the relative ratios of the reactants and the reaction conditions.

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Li, Kun, Hao-Ran Xu, Kang-Kang Yu, Ji-Ting Hou, and Xiao-Qi Yu. "A coumarin-based chromogenic and ratiometric probe for hydrazine." Analytical Methods 5, no. 11 (2013): 2653. http://dx.doi.org/10.1039/c3ay40148k.

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Li, Dong-Peng, Liangchen Wei, Xinkang Guo, et al. "A thiomorpholine substituted malonyl-coumarin dye for discriminative detection of hydrazine and strong acidity." RSC Advances 13, no. 51 (2023): 35811–15. http://dx.doi.org/10.1039/d3ra07183a.

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Masuri, Sebastiano, Benedetta Era, Francesca Pintus, et al. "Hydroxylated Coumarin-Based Thiosemicarbazones as Dual Antityrosinase and Antioxidant Agents." International Journal of Molecular Sciences 24, no. 2 (2023): 1678. http://dx.doi.org/10.3390/ijms24021678.

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The design of novel antityrosinase agents appears extremely important in medical and industrial sectors because an irregular production of melanin is related to the insurgence of several skin-related disorders (e.g., melanoma) and the browning process of fruits and vegetables. Because melanogenesis also involves a nonenzymatic oxidative process, developing dual antioxidant and antityrosinase agents is advantageous. In this work, we evaluated the antioxidant and tyrosinase inhibition ability of two new bishydroxylated and two new monohydroxylated derivatives of (1E)-2-(1-(2-oxo-2H-chromen-3-yl)

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Bedair, A. H., Abd El-Wahab, A. M. El-Agrody, F. M. Ali, A. H. Halawa, and G. M. El-Sherbiny. "Binary heterocyclic systems containing the ethylideneamino linkage: synthesis of some new heterocyclic compounds bearing the naphtho-[2,1-b]furan moiety." Journal of the Serbian Chemical Society 71, no. 5 (2006): 459–69. http://dx.doi.org/10.2298/jsc0605459b.

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Ethylidene hydrazine (4a,b) and thiazolidin-4-one (5) derivatives were synthesized by the reaction of ethylidenethiosemicarbazide derivative (3a) with ?-haloketone/ethyl bromoacetate, respectively. Hetrocyclization of ethylideneacetohydrazide derivative (7) with o-phenolic aldehydes gave the corresponding coumarin derivatives (8,9). The interaction of 7 with acetylacetone afforded the corresponding pyridine derivative (10). Treatment of the arylidene derivative 11b with malononitrile afforded the corresponding pyran derivative (12). The new products 3-12 were subjected to IR, 1H NMR and mass s

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Karrar A. Hchim and Mohammed Kamel. "Synthesis, Characterization and Antimicrobial Evaluation of New Schiff Bases Containing 4-Hydroxycoumarin." Iraqi Journal of Pharmaceutical Sciences 34, no. 1 (2025): 185–91. https://doi.org/10.31351/vol34iss1pp185-191.

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The goal of This study is to make new coumarin derivatives, describe them in detail from a chemical standpoint, and test their antimicrobial properties. New Schiff base of compound (III) 2-[(2-oxo-2H-chromen-4-yl)oxy]acetohydrazide have been successfully prepared by the reaction of proper aryl/hetero aromatic aldehydes with compound (III) under conventional Conditions. The compound 4-hydroxycoumarin (I) undergoes a reaction with ethylbromoacetate in the presence of potassium carbonate and dry acetone, resulting in the formation of comound )II( ethyl2-((2-oxo-2h-chromen-4-yl)oxy)acetate , which

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Antonijević, Marko R., Edina H. Avdović, Dušica M. Simijonović, Žiko B. Milanović, Ana D. Amić, and Zoran S. Marković. "Radical Scavenging Activity and Pharmacokinetic Properties of Coumarin–Hydroxybenzohydrazide Hybrids." International Journal of Molecular Sciences 23, no. 1 (2022): 490. http://dx.doi.org/10.3390/ijms23010490.

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Free radicals often interact with vital proteins, violating their structure and inhibiting their activity. In previous studies, synthesis, characterisation, and the antioxidative properties of the five different coumarin derivatives have been investigated. In the tests of potential toxicity, all compounds exhibited low toxicity with significant antioxidative potential at the same time. In this paper, the radical scavenging activity of the abovementioned coumarin derivatives towards ten different radical species was investigated. It was found that all investigated compounds show good radical sc

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Li, Xiao-Tang, Yu-Heng Liu, Xin Liu, and Zhan-Hui Zhang. "Meglumine catalyzed one-pot, three-component combinatorial synthesis of pyrazoles bearing a coumarin unit." RSC Advances 5, no. 33 (2015): 25625–33. http://dx.doi.org/10.1039/c5ra01677k.

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Goswami, Shyamaprosad, Sangita Das, Krishnendu Aich, Deblina Sarkar, and Tapan Kumar Mondal. "A coumarin based chemodosimetric probe for ratiometric detection of hydrazine." Tetrahedron Letters 55, no. 16 (2014): 2695–99. http://dx.doi.org/10.1016/j.tetlet.2014.03.041.

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Choi, Myung Gil, Jiyoung Hwang, Jung Ok Moon, Jaeyoung Sung, and Suk-Kyu Chang. "Hydrazine-Selective Chromogenic and Fluorogenic Probe Based on Levulinated Coumarin." Organic Letters 13, no. 19 (2011): 5260–63. http://dx.doi.org/10.1021/ol202136q.

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Sheng, Xiao, Xinfeng Sun, Yiwen Zhang, Chen Zhang, Shuling Liu, and Shouxin Wang. "A Ratiometric Fluorescent Probe for N2H4 Having a Large Detection Range Based upon Coumarin with Multiple Applications." Molecules 28, no. 22 (2023): 7629. http://dx.doi.org/10.3390/molecules28227629.

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Although hydrazine (N2H4) is a versatile chemical used in many applications, it is toxic, and its leakage may pose a threat to both human health and environments. Consequently, the monitoring of N2H4 is significant. This study reports a one-step synthesis for coumarin-based ratiometric fluorescent probe (FP) CHAC, with acetyl as the recognition group. Selected deprotection of the acetyl group via N2H4 released the coumarin fluorophore, which recovered the intramolecular charge transfer process, which caused a prominent fluorescent, ratiometric response. CHAC demonstrated the advantages of high

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Vemula, Venukumar, Zhixu Ni, and Maria Fedorova. "Fluorescence labeling of carbonylated lipids and proteins in cells using coumarin-hydrazide." Redox Biology 5 (August 2015): 195–204. http://dx.doi.org/10.1016/j.redox.2015.04.006.

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Mohd., Imran*. "ANTIMICROBIAL ACTIVITY EVALUATION OF SOME (Z)-2- (2-OXO-1-((ARYLAMINO)METHYL)INDOLIN-3-YLIDENE)-N- (4-(2-OXO-2H-CHROMEN-3-YL)THIAZOL-2-YL)HYDRAZINE- 1-CARBOXAMIDES." Indo American Journal of Pharmaceutical Sciences (IAJPS) 03, no. 09 (2016): 988–895. https://doi.org/10.5281/zenodo.154116.

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Fourteen(Z)-2-(2-oxo-1-((arylamino)methyl)indolin-3-ylidene)-N-(4-(2-oxo-2H-chromen-3-yl)thiazol-2 yl)hydrazine-1-carboxamides 4a-4n were prepared by treating (Z)-N-(4-(2-oxo-2H-chromen-3-yl)thiazol-2-yl)-2-(2- oxoindolin-3-ylidene)hydrazine-1-carboxamide 3 with the aryl amines and formaldehyde. The chemical structures of these compounds were elucidated by their physical constants, spectral data and elemental analysis. These compounds were investigated for their antimicrobial activity against five Gram-positive bacteria, namely, S. aureus, E. faecalis, S. epidermidis, B. subtilis and B. cereus

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He, Guangjie, Nana Ma, Linlin Li, et al. "A Coumarin-Based Fluorescence Probe for Selective Recognition of Cu2+ Ions and Live Cell Imaging." Journal of Sensors 2019 (October 30, 2019): 1–7. http://dx.doi.org/10.1155/2019/2814947.

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A new fluorescence probe L was rationally designed and synthesized for the recognition of Cu2+ ions by the combination of coumarin hydrazide and 2-acetylpyrazine. The photochemical properties and selectivity of L for Cu2+ ions in a CH3CN/HEPES (3 : 2, v/v) buffer were investigated by UV-vis absorption and fluorescence emission spectra. A highly selective and sensitive response of L for Cu2+ ions over other competing metal ions was observed with limit of detection in 3 μM. The coordination stoichiometry of L to Cu2+ ions was determined to be 1 : 1 by the UV-vis absorption spectrum, the fluoresc

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Ristić, Milenko, Biljana Dekić, Niko Radulović, and Marija Aksić. "Synthesis, complete assignment of 1H- and 13C-NMR spectra and antioxidant activity of new azine derivative bearing coumarin moiety." Bulletin of Natural Sciences Research 11, no. 1 (2021): 9–16. http://dx.doi.org/10.5937/bnsr11-31265.

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In this research, the synthesis of a new azine derivative with coumarin moiety was performed in three reaction steps, starting from 4-hydroxycoumarin. The first step in synthesis was the acetylation of 4-hydroxycoumarin to yield 3-acetyl-4-hydroxycoumarin and then the obtained 3-acetyl-4-hydroxycoumarin was reacted with hydrazine hydrate and give a corresponding hydrazone. Condensation of the hydrazone with 4-ethoxy-3methoxybenzaldehyde afforded the target compound 1-[1-(4-hydroxy-2-oxo-2H-chromen-3-yl)-ethylidene]-2-(4etoxy-3-methoxybenzylidene)-hydrazine in a good yield. The resulting azine

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Hlibov, Eugen K., Viktoriia S. Moskvina, Yehor S. Malets, and Volodymyr P. Khilya. "Exploring aminomethylcoumarins: versatile synthesis, structural diversity, and ADME prediction." Ukr. Bioorg. Acta 2023, Vol. 18, N2 18, no. 2 (2023): 22–30. http://dx.doi.org/10.15407/bioorganica2023.02.022.

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This research presents a highly efficient method for synthesizing diverse aminomethylcoumarin libraries through the interaction of Mannich bases of coumarins and primary amines. The developed amination process demonstrated versatility and compatibility with various substituents. Reactions were completed within short timeframes, yielding high-purity products with substantial yields, as well as facilitating the scale-up of the process. The synthesized derivatives exhibited structural diversity, incorporating carboxylic and amino groups, as well as amide, hydrazide, and hydroxamic acid moieties.

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Elsayed, Badr, Ibrahem Ibrahem, Salah Shaaban, and Mohamed Elsenety. "SYNTHESIS, CHARACTERIZATION AND PHOTOLUMINESCENCEPROPERTIES OF NEW COUMARIN HYDRAZIDE AND ITS LANTHANIDE (III) COMPLEXES." Al-Azhar Bulletin of Science 25, Issue 2-A (2014): 9–16. http://dx.doi.org/10.21608/absb.2014.23794.

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S., S. EL-MORSY, A. FADDA A., and S. EL-HOSSINI M. "Synthesis and Antimicrobial Activity of some New Thiazolo-, Quinoxalino-, Piperidino- and Naphthatriazino- coumarins." Journal of Indian Chemical Society Vol. 65, Oct 1988 (1988): 699–701. https://doi.org/10.5281/zenodo.6076858.

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Department of Chemistry, Faculty of Science, Mansoura University, Mansoura, Egypt <em>Manuscript received 31 March 1987, revised 5 May 1988, accepted 8 July 1988</em> Various derivatives from 3-acetylcoumarin are prepared: aminothiazole (9), coumarilic acid ( )<em>, </em>piperidone (12), quinoxaline (14) and naphthatriazine (15). Active methylene compounds react with the arylidene (2a, b) to give the cyclohexanone derivatives (4a, b, respectively). SeO<sub>2</sub> on reaction with 1 gives the  <em>α</em>, <em>β</em> -diketon (13) which reacts with hydrazine to give 18

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Kang, Xuedong, Alexander Szallies, Marc Rawer, Hartmut Echner, and Michael Duszenko. "GPI anchor transamidase of Trypanosoma brucei: in vitro assay of the recombinant protein and VSG anchor exchange." Journal of Cell Science 115, no. 12 (2002): 2529–39. http://dx.doi.org/10.1242/jcs.115.12.2529.

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GPI8 from Trypanosoma brucei was cloned and expressed in Escherichia coli. TbGPI8 encodes a 37 kDa protein (35 kDa after removal of the putative signal sequence) with a pI of 5.5. It contains one potential N-glycosylation site near the N-terminus but no C-terminal hydrophobic region. Enzyme activity assays using trypanosomal lysates or recombinant TbGpi8 exhibited cleavage of the synthetic peptide acetyl-S-V-L-N-aminomethyl-coumarine, indicating that TbGpi8 is indeed directly involved in the proteolytic processing of the GPI anchoring signal. Intracellular localization of TbGpi8 within tubular

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