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Journal articles on the topic 'Substituted hydrazone'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Kaur, Aneet Kamal, Renu Bala, Poonam Kumari, Sumit Sood, and Karan Singh. "Microwave Assisted Vilsmeier-Haack Reaction on Substituted Cyclohexanone Hydrazones: Synthesis of Novel 4,5,6,7-Tetrahydroindazole Derivatives." Letters in Organic Chemistry 16, no. 3 (2019): 170–75. http://dx.doi.org/10.2174/1570178615666180917101637.

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Vilsmeier-Haack reaction is one of the most important chemical reactions used for formylation of electron-rich arens. Even though Vilsmeier-Haack reaction was studied on a wide variety of hydrazones of enolizable ketones, literature lacks the examples of the use of 4-substituted cyclohexanones as a substrate. The cyclization potential of hydrazones of cyclic keto compounds is still interested topic of investigation. In the present study, the reaction of various hydrazines with 4-substituted cyclohexanones was proceeded and the resulted hydrazones in crude form were treated with Vilsmeier- Haac

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2

Gera, Ankur, Chander Mohan, and Sandeep Arora. "Synthesis of Phthaloylglycyl Hydrazide Derivatives: Selective Protection of Phthalimide Group from Hydrazinolysis." Current Organic Synthesis 15, no. 6 (2018): 839–45. http://dx.doi.org/10.2174/1570179415666180601083256.

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Background: N-phthalimide amino acid hydrazide is a class of compounds that have the potential therapeutic use. In general, hydrazinolysis of N-substituted amino acid(s) ester removes the ester group and yields the corresponding hydrazide. However, in case if N-substitution group is phthalimide, phthalimide group is cleaved and not the ester group. The resulted compound, therefore, is amino acid ester rather than Nphthalimide amino acid hydrazide. The above class of compounds, because of susceptibility of phthalimide group to hydrazinolysis, has previously been synthesized by a lengthy three-s

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3

Al-Shiekh, Mariam A., Hanady Y. Medrassi, Mohamed H. Elnagdi, and Ebtisam A. Hafez. "Substituted Hydrazonals as Building Blocks in Heterocyclic Synthesis: A New Route to Arylhydrazonocinnolines." Journal of Chemical Research 2007, no. 7 (2007): 432–36. http://dx.doi.org/10.3184/030823407x234617.

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2-heteroylhydrazonopropanals 2a–e and 3-oxo-2-arylhydrazonopropanals 2f–k were prepared via coupling of enaminones 1 with aromatic diazonium salts. Compounds 2a–c condensed with hydrazine hydrate to yield the corresponding hydrazones 3a–c which afford on cyclisation the cinnoline derivatives 6a–c, while condensation of 2g, j with hydrazine hydrate directly yielded the pyrazole derivatives 4g–j. Condensation of 2a–c, f, g with phenyl hydrazine gave the corresponding phenyl hydrazone derivatives 7a–c, f, g. Structures of 2a, h and 3a were assessed by single crystal X-ray analyses.

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4

Alheety, Nuaman. "Synthesis, Characterization and Antimicrobial Activity Study of Some New Substituted Benzoxazole Derivatives." Baghdad Science Journal 16, no. 3 (2019): 616. http://dx.doi.org/10.21123/bsj.2019.16.3.616.

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This research included the preparation of 2-mercaptobenzoxazole (N1) by the reaction of ortho-aminophenol with carbon disulfide in an alcoholic potassium hydroxide solution. The 2-mercapto benzoxazole (N1) was then treated with hydrazine to obtain the 2-hydrazino benzoxazole (N2). A number of hydrazones (N3-N5) were prepared through the reaction of N2 with different benzaldehydes. The compound (N6) was also prepared whereby the ring closing of hydrazone (N3) using chloroacetylchloride, while the compound (N7) was prepared by treating 2-hydrazino benzoxazole with acetylacetone. When the compoun

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5

Sarma, Jayanta, Gurvinder Singh, Mukta Gupta, Reena Gupta, and Bhupinder Kapoor. "SYNTHESIS, CHARACTERIZATION AND IN VITRO ANTIMICROBIAL EVALUATION OF SOME NOVEL BENZIMIDAZOLE DERIVATIVES BEARING HYDRAZONE MOIETY." Asian Journal of Pharmaceutical and Clinical Research 10, no. 16 (2017): 1. http://dx.doi.org/10.22159/ajpcr.2017.v10s4.21328.

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Objective: The synthesis of novel benzimidazole-hydrazone derivatives has been carried out based on the previous findings that both these pharmacophores possess potent antimicrobial activities. The antibacterial properties of synthesized derivatives were screened against both Gram-positive and Gram-negative bacteria.Methods: O-phenylenediamine on condensation with substituted aromatic acids in polyphosphoric acid gave benzimidazole nucleus which on reaction with ethyl chloroacetate and hydrazine hydrate in two different steps resulted in the formation of substituted acetohydrazides. The target

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6

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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7

GOKLANI, POONAM, and ANIL GUPTA. "Synthesis, Structural Characterization and Study of Biological Activity of Hydrazine Derivatives." Material Science Research India 14, no. 2 (2017): 190–93. http://dx.doi.org/10.13005/msri/140217.

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Hydrazide-hydrazone derivatives play vital role in development of various pharmacological activities such as anti-tubercular, antiproliferative and antitumor activities. Some novel biologically active Hydrazide derivatives substituted with heterocyclic moiety have been synthesized. All the synthesized compounds structures were confirmed by IR, NMR and Mass spectra. Synthesized compounds were subjected to antibacterial screening in vitro and biological activity in vivo.

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8

Qiu, Xiao Yang, An Ran Shi, and Xiao Li Zhang. "Synthesis and Cytotoxic Activity of Salicyloyl Hydrazone Derivatives." Applied Mechanics and Materials 320 (May 2013): 522–25. http://dx.doi.org/10.4028/www.scientific.net/amm.320.522.

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Three salicyloyl hydrazone derivatives (compounds 1-3) were prepared by reacting salicyloyl hydrazine with substituted formaldehydes. Their structures were characterized by melting point, 1H-NMR, ESI-MS and elemental analyses. The cytotoxic activity of compounds 1-3 was evaluated in vitro against Hela cells (human cervical cancer cells). The results revealed that all the compounds showed cytotoxic activity, with IC50 values lower than 15 μM.

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9

Le, Trong Duc, Ngoc Nam Pham, and Tien Cong Nguyen. "Preparation and Antibacterial Activity of Some New 4-(2-Heterylidenehydrazinyl)-7-chloroquinoline Derivatives." Journal of Chemistry 2018 (2018): 1–7. http://dx.doi.org/10.1155/2018/4301847.

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N-(4-Substituted phenyl)acetamides, which were prepared from acetic anhydride and p-substituted anilines, were utilized as precursors for reactions to Vilsmeier-Haack reagent to form 6-substituted-2-chloroquinoline-3-carbaldehydes 3a–c. Meanwhile, a similar reagent was applied to 1-[1-(4-substituted phenyl)ethylidene]-2-phenylhydrazines as substrates, which were synthesized from phenylhydrazine hydrochloride and p-substituted acetophenones, and 1,3-diarylpyrazole-4-carbaldehydes 3d–f were observed as a result. Reactions between the aldehydes 3a–f and 7-chloro-4-hydrazinylquinoline 2, obtained

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10

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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11

Sun, Zi-Qiang, Shun-Feng Yu, Xin-Lan Xu, Xiao-Yang Qiu, and Shu-Juan Liu. "Two Vanadium(V) Complexes Derived from Bromo and Chloro-Substituted Hydrazone Ligands: Syntheses, Crystal Structures and Antimicrobial Property." Acta Chimica Slovenica 67, no. 4 (2020): 1281–89. http://dx.doi.org/10.17344/acsi.2020.6236.

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Two vanadium(V) complexes derived from the bromo and chloro-substituted hydrazones N’-(4-bromo-2-hydroxybenzylidene)- 2-chlorobenzohydrazide (H2L1) and N’-(3-bromo-5-chloro-2-hydroxybenzylidene)-3-methylbenzohydrazide (H2L2) with the formula [VOL1(OCH3)(CH3OH)] (1) and [VOL2(OCH3)(CH3OH)] (2) were newly synthesized and characterized by IR, UV-Vis and 1H NMR spectroscopy. The structures of H2L1 and the complexes were further confirmed by single crystal X-ray diffraction. Both vanadium complexes are mononuclear, with the metal atoms coordinated by the hydrazone ligands, methanol ligands, and met

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12

Dammene Debbih, Ouafa, Assia Sid, Rafika Bouchene, Sofiane Bouacida, Wissam Mazouz, and Noureddine Gherraf. "Two hydrazones derived from 1-aryl-3-(p-substituted phenyl)prop-2-en-1-one: synthesis, crystal structure, Hirshfeld surface analysis andin vitrobiological properties." Acta Crystallographica Section C Structural Chemistry 74, no. 6 (2018): 703–14. http://dx.doi.org/10.1107/s2053229618006812.

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Two chalcones were synthesized by the aldolic condensation of enolizable aromatic ketones with substituted benzaldehydes under Claisen–Schmidt reaction conditions and then treated with 2,4-dinitrophenylhydrazine to yield their corresponding hydrazones. The two (E,Z)-2,4-dinitrophenylhydrazone structures, namely (Z)-1-(2,4-dinitrophenyl)-2-[(E)-3-(4-methylphenyl)-1-phenylallylidene]hydrazine, C22H18N4O4, (H1), and (Z)-1-[(E)-3-(4-chlorophenyl)-1-(naphthalen-1-yl)allylidene]-2-(2,4-dinitrophenyl)hydrazine, C25H17ClN4O4, (H2), were isolated by recrystallization and characterized by FT–IR, UV–Vis,

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13

Khattab, Tawfik A., Ahmed A. Allam, Sarah I. Othman, May Bin-Jumah, Hanan M. Al-Harbi, and Moustafa M. G. Fouda. "Synthesis, Solvatochromic Performance, pH Sensing, Dyeing Ability, and Antimicrobial Activity of Novel Hydrazone Dyestuffs." Journal of Chemistry 2019 (February 5, 2019): 1–10. http://dx.doi.org/10.1155/2019/7814179.

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New tricyanofuran intramolecular charge transfer dyes comprising the hydrazone group were prepared and fully characterized in order to study their possible solvatochromism, dyeing ability, and antimicrobial activity. The preparation of the hydrazone dyes was achieved in relatively good yields starting from different aromatic amines. The hydrazone functional group was presented via the azo-coupling reaction of the tricyanofuran compound by the properly substituted diazonium chloride. Chemical structures of the prepared hydrazones were confirmed via nuclear magnetic resonance spectroscopy (1H- a

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14

Sonawane, R., and M. A. Sagare. "Design, Synthesis and Evaluation of Some Substituted Triazole Phenyl Methanones from Substituted Anilines." Asian Journal of Organic & Medicinal Chemistry 7, no. 4 (2023): 295–98. http://dx.doi.org/10.14233/ajomc.2022.ajomc-p405.

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Triazoles, a five-membered ring structure and three nitrogen atoms, are regarded as important building blocks for the synthesis of numerous organic compounds. Triazoles and their derivatives have received considerable attention over the past decade due to their chemotherapeutic value. It’s been thought to be a functional core that exhibits most varieties of biological activity mainly antibiotics, antimicrobials and antifungals. In present work, a series of novel substituted triazole phenylmethanones were synthesized using Claisen-Schmidt condensation reaction of 1-(5-methyl-1-(substituted phen

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15

Farghaly, Thoraya A., Magda A. Abdallah, and Mohamed R. Abdel Aziza. "Azo-Hydrazone Tautomerism and Antimicrobial activity of New substituted Imidazolines and Perimidines." JOURNAL OF ADVANCES IN CHEMISTRY 10, no. 5 (2014): 2694–704. http://dx.doi.org/10.24297/jac.v10i5.886.

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Two new series of 2-{1-[(substitutedphenyl)-hydrazono]-2-oxo-2-phenyl-ethyl}-5,5-diphenyl-3,5-dihydro-imidazol-4-one and (1H-Perimidin-2-yl)-[(substitutedphenyl)-hydrazono]-acetic acid ethyl ester were prepared by coupling the diazonium salt of aniline and its derivatives with 2-(2-oxo-2-phenyl-ethylidene)-5,5-diphenyl-imidazolidin-4-one or ethyl 3-dimethylamino-2-(1H-perimidin-2-yl)-propenoate in ethanolic sodium hydroxide solution. The structures of all the newly synthesized compounds were confirmed by spectral (IR, 1H NMR, mass) spectra , and X-ray crystallographic and elemental analyses. A

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16

Tisovský, Pavol, Miroslav Horváth, Klaudia Csicsai, et al. "Isatin-1,8-Naphthalimide Hydrazones: A Study of Their Sensor and ON/OFF Functionality." Molecules 24, no. 3 (2019): 397. http://dx.doi.org/10.3390/molecules24030397.

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Five novel hydrazones derived from substituted isatins were synthesized as potential anion sensors. Using UV-VIS, FTIR, NMR and fluorescence spectroscopy, these compounds’ tautomeric equilibrium and Z-E photoisomerization were studied in DMF and CHCl3, depending on the hydrazone concentrations, the presence of basic anions and light stimulation. Anion recognition aspects (PF6−, HSO4−, Br−, Cl−, NO3−, F− and CH3COO−) and these receptors’ detection limits were also studied. We also tested the light-stimulated ON-OFF functionality of these compounds in the presence or absence of these anions.

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17

Nogueira, Thais Cristina Mendonça, Lucas dos Santos Cruz, Maria Cristina Lourenço, and Marcus Vinicius Nora de Souza. "Design, Synthesis and Anti-tuberculosis Activity of Hydrazones and N-acylhydrazones Containing Vitamin B6 and Different Heteroaromatic Nucleus." Letters in Drug Design & Discovery 16, no. 7 (2019): 792–98. http://dx.doi.org/10.2174/1570180815666180627122055.

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Background: The term vitamin B6 refers to a set of six compounds, pyridoxine,pyridoxal ,and pyridoxamine and their phosphorylated forms, among which pyridoxal 5´-phosphate (PLP) is the most important and active form acting as a critical cofactor. These compounds are very useful in medicinal chemistry because of their structure and functionalities and are also used in bioinorganic chemistry as ligands for complexation with metals. Methods: In this study, a series of hydrazones 1a-g and N-acylhydrazones 2a-f containing vitamin B6 have been synthesized from commercial pyridoxal hydrochloride and

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18

El-Essawy, Farag A., Wael A. El-Sayed, Sherif A. El-Kafrawy, Asmaa S. Morshedy, and Adel-H. Abdel-Rahman. "Anti-Hepatitis B Virus Activity of New 1,2,4-Triazol-2-yl- and 1,3,4-Oxadiazol-2-yl-2-pyridinone Derivatives." Zeitschrift für Naturforschung C 63, no. 9-10 (2008): 667–74. http://dx.doi.org/10.1515/znc-2008-9-1010.

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A number of 1,3,4-oxadiazole, 3 - 9, and 1,2,4-triazole derivatives, 13 - 15, were synthesized starting form the acid hydrazide 1. The 1,3,4-thiadiazole derivative 12 was prepared from the substituted phenylthiosemicarbazide derivative 11 by treatment with sulfuric acid. The aryl hydrazone derivatives 10a - c were synthesized by reaction of the hydrazide 1 with the corresponding ketones. The thioalkyl derivatives 16a - e were prepared by akylation of the thiol derivatives 3 and 13 with different alkylating agents. The newly synthesized compounds were tested for their anti-HBV activity and some

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19

Enders, Dieter, and Christoph Thiebes. "Efficient stereoselective syntheses of piperidine, pyrrolidine, and indolizidine alkaloids." Pure and Applied Chemistry 73, no. 3 (2001): 573–78. http://dx.doi.org/10.1351/pac200173030573.

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Recent advances in the diastereo- and enantioselective synthesis of piperidine, pyrrolidine, and indolizidine alkaloids, based on the highly stereoselective 1,2-addition to the CN double bond of chiral aldehyde-SAMP/RAMP hydrazones, are described. The enantioselective syntheses of the pyrrolidine alkaloids bgugaine and (2S,12¢R)-2-(12¢-aminotridecyl)-pyrrolidine, a defense alkaloid of the Mexican bean beetle are reported. Furthermore, the SAMP/RAMP-hydrazone method was applied to the syntheses of two 5,8-disubstituted indolizidine alkaloids that have been extracted from neotropical poison-dart

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20

Jollimore, Jason V., Marc Vacheresse, Keith Vaughan, and Donald L. Hooper. "The effect of ortho and para substituents on the formation of the E and Z isomers of the arylhydrazones obtained from diazonium coupling with methyl 3-aminocrotonate and 3-aminocrotononitrile." Canadian Journal of Chemistry 74, no. 2 (1996): 254–62. http://dx.doi.org/10.1139/v96-029.

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Reaction of arene diazonium salts with 3-aminocrotononitrile or methyl 3-aminocrotonate affords the 2-aryl-hydrazono-3-oxobutanenitrile (1 or 3 and 3′) or the methyl 2-arylhydrazono-3-oxobutanoate (2 and 2′ or 4 and 4′). A series of these hydrazones has been prepared with a range of electron-withdrawing and -donating substituents in the ortho or para position of the aryl moiety. The hydrazones have been characterized by spectroscopic methods, with emphasis on the 1H NMR spectra, which have been used to determine the configuration of the hydrazones as E or Z or a mixture of the two. The para-su

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21

Dwivedi, Bhavna, and Dinabandhu Das. "Polymorphism in some new bis-hydrazone compounds." Acta Crystallographica Section C Structural Chemistry 74, no. 12 (2018): 1656–66. http://dx.doi.org/10.1107/s2053229618014286.

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We describe the polymorphism of four new bis-hydrazone compounds, namely butane-2,3-dione 2,3-bis{[bis(4-fluorophenyl)methylidene]hydrazone}, C30H22F4N4 (1), butane-2,3-dione 2,3-bis{[bis(4-chlorophenyl)methylidene]hydrazone}, C30H22Cl4N4 (2), butane-2,3-dione 2,3-bis{[bis(4-methylphenyl)methylidene]hydrazone}, C34H34N4 (3), and butane-2,3-dione 2,3-bis({bis[4-(dimethylamino)phenyl]methylidene}hydrazone), C38H46N8 (4), derived by the condensation reaction between substituted benzophenone hydrazone and butane-2,3-dione. Concomitant polymorphism has been observed in 1, 2 and 3. Overlays of molec

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22

Razavi, Zohreh Sahhaf, Mohammad Bayat, and Hajar Hosseini. "Synthesis of highly functionalized thiazolo[3,2-a]pyridine derivatives via a five-component cascade reaction based on nitroketene N,S-acetal." RSC Advances 10, no. 52 (2020): 31039–48. http://dx.doi.org/10.1039/d0ra03910a.

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23

Kotásková, Lucie, Pawel Jewula, Radovan Herchel, Ivan Nemec, and Petr Neugebauer. "Photoswitchable hydrazones with pyridine-based rotors and halogen substituents." RSC Advances 14, no. 29 (2024): 20856–66. http://dx.doi.org/10.1039/d4ra02909g.

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24

Kpoviessi, Bénédicta Kpadonou, Bardieu Atchadé, Basile Goueti, et al. "Synthesis, Spectrometrical Characterization and Pharmacological Properties of Six Substituted Hydrazones with Carbonyl Compounds." Chemical Science International Journal 34, no. 2 (2025): 11–24. https://doi.org/10.9734/csji/2025/v34i2953.

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Hydrazones are molecules that prevent the growth of several microbial and parasitic strains by inhibited the replication of DNA sequences due to their chelating properties of metal ions. They are well recognized for Antiparasitic, Antimicrobial, Antibacterial, Antiviral, Antitumoral, Antimalarial and Anticonvulsive activities. The aim of the current study is to synthesized novel substituted hydrazones of ketones and aromatic aldehydes and to study their antiparasitic activities against Trypanosoma brucei brucei parasite. Synthesized hydrazone derivatives have been confirmed by elemental analys

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25

Doshi, Viralkumar Arvindbhai, and Yogesh S. Patel. "Novel Benzimidazole based Hydrazide-hydrazone Compounds: Synthesis, Characterization and Antimicrobial Assessment." Asian Journal of Chemistry 36, no. 8 (2024): 1793–802. http://dx.doi.org/10.14233/ajchem.2024.31484.

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This work presents a comprehensive study on the design, synthesis, spectral characterization and antimicrobial assessment of new hydrazide-hydrazone incorporated benzimidazole compounds (6a-p). The synthesis of these compounds (6a-p) involved the condensation of benzimidazole derivative, 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butane hydrazide with substituted aromatic aldehydes, utilizing an efficient and environmentally benign synthetic route. The IR, NMR and mass spectrometry were among the spectroscopic methods used to characterize the novel synthesized substances to confirm their che

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26

Topanov, P. A., M. V. Dmitriev, S. Yu Balandina, Y. V. Shklyaev, I. V. Mashevskaya, and A. N. Maslivets. "Pseudo-three-component spiro[dihydrofuran-2,3′-oxindoles] synthesis: <i>in situ</i> generation of diazooxindole." Журнал общей химии 93, no. 11 (2023): 1680–89. http://dx.doi.org/10.31857/s0044460x23110057.

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Upon reaction with N -substituted pyrroloquinoxalinetriones, isatin hydrazone is oxidized to diazooxindole and enters into a formal [4+1] cycloaddition reaction with N -substituted pyrroloquinoxalinetriones to form compounds containing a spiro[dihydrofuran-2,3′-oxindole] fragment, which is interesting for medicinal chemistry. The reaction of diazooxindoles with N -unsubstituted pyrroloquinoxalinetriones afforded analogous substituted spiro[dihydrofuran-2,3′-oxindoles]. The resulting compounds have moderate antimicrobial activity.

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27

Watanabe, Kohei, Takashi Mino, Eri Ishikawa, Chihiro Masuda, Yasushi Yoshida, and Masami Sakamoto. "Hydrazone–Pd-catalyzed direct intermolecular reaction of o-alkynylphenols with allylic acetates." Organic & Biomolecular Chemistry 16, no. 4 (2018): 575–84. http://dx.doi.org/10.1039/c7ob02873c.

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Zhou, Zhi, and Tingting Zhou. "Synthesis and Antibacterial Activity of C-7 Acylhydrazone Derivatives of Dehydroabietic Acid." Journal of Chemical Research 42, no. 8 (2018): 405–7. http://dx.doi.org/10.3184/174751918x15337207982686.

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Seven new C-7 acylhydrazone derivatives of dehydroabietic acid were synthesised from dehydroabietic acid through benzylic oxidation, condensation with hydrazine hydrate, followed by nucleophilic substitution reactions with a variety of substituted aromatic acids. The structures of the synthesised compounds were characterised by IR, 1H NMR and MS. The antibacterial activities of the synthesised compounds were evaluated by the disk diffusion method. Antibacterial activity studies showed that C-7 acylhydrazone derivatives of dehydroabietic acid exhibited inhibitory activities against Escherichia

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29

Epishina, Margarita A., Alexander S. Kulikov, and Leonid L. Fershtat. "4-Amino-3-(1-{[amino(3-methyl-2-oxido-1,2,5-oxadiazol-4-yl)methylene]hydrazinylidene}ethyl)-1,2,5-oxadiazole 2-Oxide." Molbank 2022, no. 3 (2022): M1425. http://dx.doi.org/10.3390/m1425.

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Functionally substituted 1,2,5-oxadiazole 2-oxides (furoxans) are important pharmaceutical scaffolds used for the preparation of various pharmacologically active substances. Furoxans bearing hydrazone functionality are considered as promising drug candidates for the treatment of neglected diseases. However, pharmacologically oriented hydrazones derived from (furoxanyl)amidrazones and acetylfuroxans have remained unknown so far. In this communication, a simple method for the synthesis of 4-amino-3-(1-{[amino(3-methyl-2-oxido-1,2,5-oxadiazol-4-yl)methylene]hydrazinylidene}ethyl)-1,2,5-oxadiazole

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Sridhar, P., Manikandan Alagumuthu, Sivakumar Arumugam, and Sabbasani Rajasekhara Reddy. "Synthesis of quinoline acetohydrazide-hydrazone derivatives evaluated as DNA gyrase inhibitors and potent antimicrobial agents." RSC Advances 6, no. 69 (2016): 64460–68. http://dx.doi.org/10.1039/c6ra09891f.

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Pangal, Anees, Javed A. Shaikh, Mansura Mulani, and Khursheed Ahmed. "SYNTHESIS, ANTICANCER ACTIVITIES AND IN SILICO SCREENING OF 3-ACETYLCOUMARINHYDRAZONE SCAFFOLDS." Journal of Advanced Scientific Research 12, no. 04 Suppl 1 (2021): 225–33. http://dx.doi.org/10.55218/jasr.s1202112425.

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3-acetylcoumarin hydrazone scaffolds, synthesized from 3-acetylcoumarin and substituted benzoic acid hydrazides are reported with structural characterization using IR, HRMS, 1H and 13C-NMR. The In vitro anticancer activities against three human cancer cell lines viz. MCF-7 (human breast cancer cell line), HeLa (human cervical cancer cell line) and SCC-40 (human oral squamous cell carcinoma) are carried out while the tumour selectivity of compounds are tested on the normal human peripheral blood mononuclear cells (PBMCs). The compounds 3ACOH, 3ACDH and 3ACMH exhibited higher sensitivity towards

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32

Canal-Martín, Andrea, Claudio D. Navo, Elena Sáez, Dolores Molero, Gonzalo Jiménez-Osés, and Ruth Pérez-Fernández. "Nucleophilic catalysis of p-substituted aniline derivatives in acylhydrazone formation and exchange." Organic & Biomolecular Chemistry 19, no. 33 (2021): 7202–10. http://dx.doi.org/10.1039/d1ob00871d.

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33

Helmy, Ahlam M. A., Mohamed A. Morsi, and Mohamed H. Elnagdi. "Structure of the Products of Coupling of Substituted Ethylidene Malononitrile with Aryldiazonium Salts: Polarographic and Acid Dissociation Measurements." Collection of Czechoslovak Chemical Communications 59, no. 8 (1994): 1752–60. http://dx.doi.org/10.1135/cccc19941752.

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The structure of products of coupling of (α-ethoxycarbonyl-β-amino)ethylidene malononitrile (Ia) and (α-cyano-β-amino)ethylidene malononitrile (Ib) with aromatic diazonium salts could be established to be the corresponding hydrazone IIa (α-ethoxycarbonyl-α-phenylhydrazono-β-amino)ethylidene malononitrile and IIb (α-cyano-α-p-bromophenylhydrazono-β-amino)ethylidene malononitrile, via inspection of acid dissociation constants and the electrochemical behaviour of these products. IIa and IIb showed pKa ≈ 6 which is comparable to that of 2-phenylhydrazono-3-iminobutyronitrile (IV). The polarograms

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34

Watanabe, Kohei, Takashi Mino, Tatsuya Ikematsu, Chikako Hatta, Yasushi Yoshida, and Masami Sakamoto. "Hydrazone–palladium catalyzed annulation of 1-cinnamyloxy-2-ethynylbenzene derivatives." Organic Chemistry Frontiers 3, no. 8 (2016): 979–84. http://dx.doi.org/10.1039/c6qo00112b.

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The annulation of 1-cinnamyloxy-2-ethynylbenzene derivatives using a hydrazone–palladium catalyst system proceeded smoothly and gave the corresponding 2-substituted-3-cinnamylbenzofurans in good-to-excellent yields.

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35

Durgesh, Rudavath, Sreenivasulu Reddymasu, Rao Pinapati Srinivasa, and Ramesh Raju Rudraraju. "Synthesis and anticancer evaluation of indazole-aryl hydrazide-hydrazone derivatives." Journal of India Chemical Society Vol. 95, Apr 2018 (2018): 433–38. https://doi.org/10.5281/zenodo.5642515.

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Department of Chemistry, Acharya Nagarjuna University, Nagarjuna Nagar-522 510, Andhra Pradesh, India E-mail: rrraju1@gmail.com Department of Chemistry, University College of Engineering (Autonomous), Jawaharlal Nehru Technological University, Kakinada-533 003, Andhra Pradesh, India <em>Manuscript received 24 February 2018, revised 01 March 2018, accepted 02 March 2018</em> A new series of hydrazide-hydrazones linked between indazole and substituted benzaldehydes were designed, synthesized and evaluated for their cytotoxicity against four human cancer cell lines (HeLa, MDAMB- 231, MCF-7 and A5

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36

Costa, Maximilian, Frances Adhamidhi, Maxim Mastyugin, et al. "Solvent- and Catalyst-Free Environmentally Benign High Hydrostatic Pressure-Assisted Synthesis of Bioactive Hydrazones and the Evaluation of Their Stability Under Various Storage Conditions." Molecules 29, no. 22 (2024): 5287. http://dx.doi.org/10.3390/molecules29225287.

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Our group has seen great promise in using substituted diaryl-hydrazones to alleviate oxidative stress in preeclampsia. Specifically, fluorinated diaryl-hydrazones have shown great efficacy, confirmed via antioxidant assays and animal trials using pregnant mice. In addition to efficient antioxidant properties, these diaryl-hydrazones are also considered non-toxic. While the synthesis of these compounds is relatively simple, it commonly utilizes undesirable solvents and glacial acetic acid as the catalyst; additional solvents are needed for the isolation of the desired products, which negatively

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37

ANENKO, D. S., P. S. BOBROV, I. L. ABISALOVA, G. A. SUBOCH, E. O. SERGEEVA, and T. N. GLIZHOVA. "ANTIOXIDANT ACTIVITY OF QUINOXALYL HYDRAZONES OF 2-HYDROXYIMINO-1,3-DICARBONYL COMPOUNDS." Chemistry for Sustainable Development 31, no. 4 (2023): 349–53. http://dx.doi.org/10.15372/csd2023477.

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Biosimilarity and pharmacokinetic descriptors were obtained using SwissADME and ADMETlab 2.0 web services. Analysis of the obtained descriptors shows that, according to Lipinski’s rule, quinoxalyl hydrazones of 2-hydroximino-1,3-dioxocompounds may be promising candidates for drug development for oral administration. Analysis of the pharmacokinetic descriptors of the structures studied shows that, according to the in silico predictions, the compounds can penetrate the blood-brain barrier, be absorbed in the gastrointestinal tract, bind to plasma proteins, be rapidly eliminated from target cells

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38

Rao, Caihui, Zhichao Wang, Zheyao Li, et al. "Pyridine-hydrazone-controlled cyanide detection in aqueous media and solid-state: tuning the excited-state intramolecular proton transfer (ESIPT) fluorescence modulated by intramolecular NH⋯Br hydrogen bonding." Analyst 145, no. 3 (2020): 1062–68. http://dx.doi.org/10.1039/c9an01762c.

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A new efficient pyridine-hydrazone-substituted naphthalimide receptor 4a-E has been synthesized as a selective colorimetric and fluorescent chemosensor for cyanide sensing in aqueous environments through a unique ESIPT mechanism.

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39

Mohammed Fadhil Eesee and Subbarao M. "Synthesis, molecular docking studies, anticancer and antibacterial activities of some novel Dinuclear Nickel (II) Complexes 2, 4-Dihydroxy acetyl-4-Hydroxybenzoic Hydrazone." International Journal of Research in Pharmaceutical Sciences 11, SPL4 (2020): 2407–16. http://dx.doi.org/10.26452/ijrps.v11ispl4.4487.

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Substituted 2, 4-Dihydroxyacetyl-4-Hydroxybenzoic Hydrazone, which is known for their versatile biological activities, have been reported to show significant anti lung cancer activities. In the present study, a novel series of some 2, 4-Dihydroxyacetyl-4-Hydroxybenzoic Hydrazone ligands were complexed with Nickle and synthesized to develop more potent anti-cancer activities. The Ni complexes were synthesized in good to excellent yields, and equimolar solutions of 2, 4-dihydroxyacetophenone in methanol and 4-hydroxy benzoic hydrazide in hot aqueous ethanol were refluxed for two hours on a water

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40

Lad, M. N., R. M. Patil, and G. B. Sathe. "Vanadium oxide nanomaterials: catalyst for the decomposition of hazardous dye." Research Journal of Chemistry and Environment 28, no. 5 (2024): 41–51. http://dx.doi.org/10.25303/285rjce041051.

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A new series of vanadium oxide nanomaterials were synthesized from vanadium metal complexes with different hydrazone derivatives obtain by condensation of 2-Hydroxy Benzoyl Hydrazide with substituted aromatic aldehydes viz. Salicylaldehyde, 5-Bromo Salicylaldehyde, 5-Chloro Salicylaldehyde, 5-Methoxy Salicylaldehyde and 5-Hydroxy Salicylaldehyde8. Vanadium metal complexes were heated at 700°C for three hours to obtain vanadium oxide nanoparticles by thermal decomposition. The properties such as size, morphology and crystallinity of as-synthesized nanoparticles were studied by powder XRD, FTIR

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41

Sadasivan Nair, Vijayakumar, Sharafudeen Kaniyarakkal, Shiju Edappadikkunnummal, et al. "Reverse Saturable Absorption in Substituted Hydrazones and Its Structure-Property Relationship for Photonic Applications." Laser and Particle Beams 2022 (May 13, 2022): 1–8. http://dx.doi.org/10.1155/2022/3382780.

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The third-order nonlinear optical properties of three hydrazone derivatives, namely, ethyl 2-((2E)-2-(4-(dimethylamino)benzylidene]hydrazinyl)-5-nitrobenzoate, ethyl 2-((2E)-2-(4-chlorobenzylidene)hydrazino)-5-nitrobenzoate, and methyl 5-nitro-2-((2E)-2-(4-nitrobenzylidene)hydrazino)benzoate were investigated by the single beam Z-scan technique with nanosecond laser pulses at 532 nm. The compounds were doped into PMMA (poly (methyl methacrylate)), and their third-order nonlinearity was studied with a prospective of reaching a compromise between processability and high nonlinear optical behavio

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42

Geschwentner, Michael, Gernot Elter, and Anton Meller. "Supermesityl-substituierte Hydrazinoborane / Supermesityl-Substituted Hydrazinoboranes." Zeitschrift für Naturforschung B 49, no. 4 (1994): 459–64. http://dx.doi.org/10.1515/znb-1994-0405.

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Difluoro(supermesityl)borane reacts with monolithiated hydrazines to give the correspond ing fluoroborylated hydrazines 1a-c , which could not be dehydrofluorinated to yield definite products. From dilithiated hydrazine the 1,2-borylated species 2 was obtained. The fluoro-borylhydrazones 3a-3d prepared in an analogous way, by dehydrofluorination with tert-butyllithium, led to 5-, 6-and 7-membered boron nitrogen heterocycles depending upon the substituents of the hydrazones.

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43

M. AL-AJELY, Harith. "GREEN SYNTHESIS OF NEW HYDRAZONE DERIVATIVES." MINAR International Journal of Applied Sciences and Technology 4, no. 3 (2022): 530–35. http://dx.doi.org/10.47832/2717-8234.12.50.

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Novel set of hippuric hydrazones (6-9) bearing indole and quinoline moieties were synthesized in three steps following the protocol of microwave irradiation and solvent-free conditions. The first series were synthesized by irradiate ethyl hippurate (3) with 1H-indole-6-carbaldehyde (4) under solvent-free conditions. The second series were synthesized by irradiate ethyl hippurate (3) with substituted 2-oxo-1,2-dihydroquinoline-3-carbaldehyde (5) under solventfree conditions. This work aims to develop new synthetic route of hippuric hydrazones which may possess a promising biological activities

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44

Lyčka, Antonín, Miroslav Nečas, Josef Jirman, Jaroslav Straka, and Bohdan Schneider. "NMR studies of 1-phenylazo-3-substituted-2-naphthols in solution and in the solid state." Collection of Czechoslovak Chemical Communications 55, no. 1 (1990): 193–201. http://dx.doi.org/10.1135/cccc19900193.

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The 1H and 15Nα-enriched 1-phenylazo-3-X-2-naphthols, where X = COOH (I), X = COOCH3 (II), and X = CONHC6H5 (III), have been measured in various solvents. The values of 1J(15Nα, H) and σ(15N) indicate that in CDCl3, C6D6, CCl4, and CD3NO2 solutions the compounds I and III exist practically completely in their hydrazone forms. The hydrazone form is stabilized by the hydrogen bond of COOH or CONH protons to the C(2)=O group. The compound II represents an equilibrium mixture of azo and hydrazone forms, since it cannot form a similar hydrogen bond. Moreover, the 15N NMR spectra of compounds I-III

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45

Hafez, Hend N., Abdulrahman G. Alshammari, and Abdel-Rhman B. A. El-Gazzar. "Facile heterocyclic synthesis and antimicrobial activity of polysubstituted and condensed pyrazolopyranopyrimidine and pyrazolopyranotriazine derivatives." Acta Pharmaceutica 65, no. 4 (2015): 399–412. http://dx.doi.org/10.1515/acph-2015-0037.

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Abstract Reaction of 6-amino-3-methyl-4-(substituted phenyl)-1,4- dihydropyrano[2,3-c]pyrazole-5-carbonitrile (1) with triethylorthoformate followed by treatment with hydrazine hydrate, formic acid, acetic acid, phenylisocyanate, ammonium thiocyanate and formamide afforded the corresponding pyranopyrimidine derivatives 2-6. Cyclocondensation of 1 with cyclohexanone afforded pyrazolopyranoquinoline 7. One-pot process of diazotation and de-diazochlorination of 1 afforded pyrazolopyranotriazine derivative 8, which upon treatment with secondary amines afforded 9 and 10a- c. Condensation of 2 with

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46

Pelttari, Eila, Eliisa Karhumäki, Jane Langshaw, and Hannu Elo. "Carbohydrazones of Substituted Salicylaldehydes as Potential Lead Compounds for the Development of Narrow-Spectrum Antimicrobials." Zeitschrift für Naturforschung C 62, no. 7-8 (2007): 483–86. http://dx.doi.org/10.1515/znc-2007-7-805.

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Certain substituted salicylaldehydes are known to have highly potent antimicrobial activity against bacteria and fungi, but the mechanism underlying this remarkable activity is not known, and almost nothing has been reported on the effects of further modification of the structures, such as the formation of hydrazone-type derivatives. We report now a study on the antimicrobial properties of the carbohydrazone derivatives of several substituted salicylaldehydes. The compounds studied were synthesized from ring-substituted salicylaldehydes and carbohydrazide in the mole ratio 2:1. They were teste

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47

Avdeenko, A. P., S. A. Konovalova, I. Yu Yakymenko, V. M. Baumer, S. V. Shishkina, and V. V. Pirozhenko. "Interaction of 4-{[(tolyl(methane)sulphonyl)oxy]imino}cyclohexa-2,5-dien-1-ones with N-nucleophiles." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 1 (January 2021): 3–11. http://dx.doi.org/10.32434/0321-4095-2021-134-1-3-11.

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Hydrazones of 1,4-benzoquinone, which have a wide range of biological activities, can be synthesized in the reactions of 4-{[(arylsulfonyl)oxy]imino}cyclohexa-2,5-diene-1-ones or N-(4-oxocyclohexa-2,5-diene-1-ylidene)arylsulfonamides with N-substituted hydrazines. In this study, the reaction of 2,6-disubstituted 4-{[(tolyl(methane)sulfonyl)oxy]imino}cyclohexa-2,5-diene-1-ones with aroylhydrazides gave N'-(3,5-dialkyl-4-oxocyclohexa-2,5-diene-1-ylidene)aroylhydrazides, which can be obtained by cross-synthesis in the reaction of N-(3,5-dialkyl-4-oxocyclohexa-2,5-dien-1-ylidene)arylsulfonamides w

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48

Meng, Fei, Qin Fang, Weidong Yuan, et al. "Access to cyano-substituted pyrazolines through copper-catalyzed cascade cyanation/cyclization of unactivated olefins." Organic Chemistry Frontiers 7, no. 11 (2020): 1358–64. http://dx.doi.org/10.1039/d0qo00282h.

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49

Andreeva-Gateva, P., J. Tchekalarova, V. Angelova, et al. "Preclinical Screening of Coumarin and 2 h -Chromene Substituted Hydrazide-Hydrazone Derivatives, As Potential Anticonvulsants." Clinical Therapeutics 39, no. 8 (2017): e78-e79. http://dx.doi.org/10.1016/j.clinthera.2017.05.242.

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50

Arun, V., and K. R. Sankaran. "Efficient and Eco-Friendly Synthesis of Fluorenone Azines by Using Sulphated Titania Acid Catalyst." International Letters of Chemistry, Physics and Astronomy 58 (September 2015): 137–43. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.58.137.

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Conjugated unsymmetrical azines have been synthesized in the presence of acid catalyst sulphated-titania (TiO2-SO42-) from fluorenone hydrazone with substituted aldehydes and acetophenones by using mortar and pestle. The scope of present synthetic route avoid in solvents, simple operating method and shorter reaction time. Special feature of synthetic method is recyclable catalyst for all in reactions.

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