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Journal articles on the topic 'Phenyl hydrazones'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

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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2

A., H. SIDDIQUI, VENKATESHWER RAO K., and VIJAYASENA REDDY K. "Synthesis of Steroidal Extranucleo N-Phenyloxazolidones of Androstane Series." Journal of Indian Chemical Society Vol. 65, Dec 1988 (1988): 850–51. https://doi.org/10.5281/zenodo.6089596.

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Department of Chemistry, Nizam College, Hyderabad-500 001 <em>Manuscript received 13 May 1988, accepted 23 August 1988</em> 17-Oxo-5-androsten-3\(\beta\)-yl acetate (1a) and 3\(\beta\) -chloro-17-oxo-5-androstene (2a) on reaction with hydrazine hydrate in alcoholic solution gave 5-androsten-17-hydrazone-3\(\beta\) -yl acetate (1b) and 3\(\beta\) -chloro-5-androsten-17-hydrazone (2b), respectively. The subsequent reaction of these 17-hydrazones (1b, 2b) with phenyl isocyanate in benzene solution afforded the corresponding 17-<em>N</em>-pbenylsemlcarbazone derivatives (1c, 2c

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3

Dharmalingam, V., A. K. Ramasamy, and V. Balasuramanian. "Synthesis and EPR Studies of Copper Metal Complexes of Dyes Derived from Remazol Red B, Procino Yellow, Fast Green FCF, Brilliant Cresyl Blue with Copper Acetate Monohydrate." E-Journal of Chemistry 8, s1 (2011): S211—S224. http://dx.doi.org/10.1155/2011/625365.

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The synthesis and characterization of four new solid dye complexes, CuL2(L= 2-[2-methoxy-5-(propane-1-sulfonyl)-phenyl azo]-naphthalen-1-ol, 5-{[3-(4,6-dihydroxy-[1,3,5]tri azine-2-ylamino)-phenyl]-hydrazones}-1-ethyl-4-methyl-2,6-dioxo-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid diethylamide, 4-{bis-[4-(benzyl-ethyl-amino)-phenyl]-methyl}-phenol and 7-imino-4-methyl-7H-phenoxazine-1,3-diamine) is reported. The mode for ligand coordination has been determined by IR and EPR spectra. The carboxyl and amino group of dyes coordinates to the Cu(II) atom as a unidentate or as a chelating ligand.

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4

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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5

Bahule, B. B., R. R. Sangpal, Shital Jagtap, Rutuja Sawane, and Shubhangi Dorage. "Green Synthesis of Pyrazole Derivatives employing 1,3-Dipolar Cycloaddition Reaction using Phenyl hydrazones and Benzoquinone under basic condition." INTERNATIONAL JOURNAL OF CHEMISTRY AND CHEMICAL PROCESSES 9, no. 1 (2023): 44–47. http://dx.doi.org/10.56201/ijccp.v9.no1.2023.pg44.47.

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The present study depicts the green synthesis of different Pyrazole derivatives from Phenyl hydrazones. The 1,3-dipolar cycloaddition reaction of Phenyl hydrazones with Benzoquinone is carried out under mild basic condition using bases like Pyridine and Triethyl amine. The reaction is conducted at room temperature so the unwanted by products are not formed. The work-up is also easy and can be accomplished by pouring the reaction mixture on ice and filtration of the solid product formed in the reaction. The crude products are further purified by the Column chromatography or recrystallisation te

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6

Hebenbrock, Marian, and Jens Müller. "1H-[1,2,4]Triazolo[4,3-a]pyridin-4-ium and 3H-[1,2,4]triazolo[4,3-a]quinolin-10-ium derivatives as new intercalating agents for DNA." Zeitschrift für Naturforschung B 73, no. 11 (2018): 885–93. http://dx.doi.org/10.1515/znb-2018-0089.

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AbstractTwo new cationic DNA intercalators, 3-phenyl-1-(6-phenylpyridin-2-yl)-1H-[1,2,4]triazolo[4,3-a]pyridin-4-ium (1a)+ and 1-phenyl-3-(6-phenylpyridin-2-yl)-3H-[1,2,4]triazolo[4,3-a]quinolin-10-ium (1b)+, were synthesized from 2-chloropyridine and 2-chloroquinoline, respectively, in a four-step procedure. Generation of the hydrazine, followed by condensation with an aldehyde to give a hydrazone and subsequent Buchwald-Hartwig amination gave a mixture of E- and Z-configured N,N-functionalized hydrazones. Finally, oxidative cyclisation gave rise to the formation of the cationic DNA intercala

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7

T., M. Bhagat, and P. Rathod S. "Synthesis Of Transition Metal Complexes With Newly Synthsised Chelates And Its Effect On Seed Germination." International Journal of Advance and Applied Research S6, no. 18 (2025): 83–86. https://doi.org/10.5281/zenodo.15254800.

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<em>Newly synthesized heterocyclic compound act as a chelating agent. It is also proved, the metal chelates have drug activity and some metal chelates acts as plant growth regulator. Hence we have synthesizes </em><em>2-(2’-hydroxy-3’-methoxy phenyl)-4- nitro-6-chloro benzothiazolyl hydrazones </em><em>and check the chelating tendency of newly synthesized heterocyclic compound. </em><em>2-(2’-hydroxy-3’-methoxy phenyl)-4- nitro-6-chloro benzothiazolyl hydrazones </em><em>were treated with metal ions like Ni++, Cu++, Zn++ at different PH and different laboratory conditio

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8

Argirova, Maria, Maya Guncheva, Georgi Momekov, et al. "Modulation Effect on Tubulin Polymerization, Cytotoxicity and Antioxidant Activity of 1H-Benzimidazole-2-Yl Hydrazones." Molecules 28, no. 1 (2022): 291. http://dx.doi.org/10.3390/molecules28010291.

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1H-benzimidazol-2-yl hydrazones with varying hydroxy and methoxy phenyl moieties were designed. Their effect on tubulin polymerization was evaluated in vitro on porcine tubulin. The compounds elongated the nucleation phase and slowed down the tubulin polymerization comparably to nocodazole. The possible binding modes of the hydrazones with tubulin were explored by molecular docking at the colchicine binding site. The anticancer activity was evaluated against human malignant cell lines MCF-7 and AR-230, as well as against normal fibroblast cells 3T3 and CCL-1. The compounds demonstrated a marke

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9

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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10

Atici, Oya (Galioǧlu). "Decomposition of cyclohexyl phenyl ketone via their polymeric sulfonyl hydrazones and tosyl hydrazones." Reactive and Functional Polymers 34, no. 2-3 (1997): 175–82. http://dx.doi.org/10.1016/s1381-5148(97)00085-0.

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11

Yusuf, Sıcak. "Synthesis And Characterization Of Some New Hydrazones With Anti‐Urease Activities." Journal of Ongoing Chemical Research 3, no. 2 (2018): 71–74. https://doi.org/10.5281/zenodo.2553565.

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Hydrazones were considered as significant substrates in drug discovery process. Therefore, a series of some new 1-(4-(1-(2-(4-substitutedphenyl)hydrazono)ethyl)phenyl)-3-(4-nitrophenyl)urea derivatives (2-8) were synthesized as potential urease inhibitory agents. The synthesized compounds were characterized by FTIR, 1H NMR,13C NMR, and elemental analysis (C, H, N). All compounds were evaluated in vitro for urease inhibitory potential. Among synthesized compounds, 8, 7, 6, and 4 showed excellent activities (IC50) i.e. 10.13±0.40, 12.15±0.22, 17.8

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12

Tao, Jing. "Synthesis of Aldehyde Hydrazones Containing Pyridazinone." Advanced Materials Research 361-363 (October 2011): 2008–11. http://dx.doi.org/10.4028/www.scientific.net/amr.361-363.2008.

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The reaction of 1,4,5,6-tetrahydro-6-pyridazinone-3-carboxylic acid hydrazides (1) and 1,6-dihydro-6-pyridazinone-3-carboxylic acid hydrazides (2) with four kind of substituted 3-formyl chromones (3a-3d) and five kind of 1-phenyl-3-aryl-4-formylpyrazoles (3e-3i) afforded the new compounds aldehyde hydrazones (4a-4i) and (5a-5i). Their structures were established by IR, 1H NMR and elemental analysis.

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13

ANIL, K. SENGUPTA, ANAND SMITA, and K. PANDEY A. "Synthesis and Evaluation of AChE Inhibitory Activity of 5-Substituted-1 H-indole-2 ,3-dione-3-[ ( 6H/bromo-3,4- dihydro-3-( 4-substituted-phenyl )-4-oxo-2-·quinazolinyl]hydrazones." Journal of Indian Chemical Society Vol. 64, Oct 1987 (1987): 643–45. https://doi.org/10.5281/zenodo.6218088.

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Department of Chemistry, Lucknow University, Lucknow-226 007 <em>Manuscript received 12 August 1986, revised 10 February 1987, accepted 7 August 1987</em> Synthesis and Evaluation of AChE Inhibitory Activity of 5-Substituted-1 <em>H</em>-indole-2 ,3-dione-3-[ ( 6H/bromo-3,4- dihydro-3-( 4-substituted-phenyl )-4-oxo-2-quinazolinyl]hydrazones

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14

M., B. Deshmukh, and Patil Suresh. "Synthesis of new N3-substituted quinazolin-4(3H)one derivatives." Journal of Indian Chemical Society Vol. 83, Apr 2006 (2006): 393–96. https://doi.org/10.5281/zenodo.5836850.

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Department of Chemistry, Shivaji University, Kolhapur-4Jf, U04, Maharashtra. India Padmabuhshan Dr. Vasantraodada Patil Mahavidyalaya, Tasgaon, Sangli-416 311, Maharashtra, India E-mail: m_deshmukhl@rediffmail.com <em>Manuscript received 20 June 2005, revised 16 December 2005, accepted 22 December 2005</em> Quinazolin-4-one (1) was synthesized by reacting anthranilic acid with excess of formamide, which was N-alkylated with chloroncetone to form quinazolin-4-one-3-yl propan-2-one (2). The interaction of 2 with phenylhydrazine, 2,4-dinitropheny lhydrazine and semicarbazide gave the correspondin

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15

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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16

Cetin, Adnan. "Synthesis of Novel Bis-pyrazoles via Electrophilic Cyclization." Letters in Organic Chemistry 16, no. 6 (2019): 511–16. http://dx.doi.org/10.2174/1570178615666181106155555.

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Efficient steps towards the synthesis of novel (phenyl)(1&#039;-aryl-1,5,5&#039;-triphenyl[3,3&#039;-bi-1Hpyrazol]- 4-yl)methanones 4a-e were developed. The procedure starts from 1-(4-benzoyl-1,5-diphenyl- 1H-3-pyrazolyl)-3-phenyl-2-propyn-1-one (2) which was synthesized by a palladium catalyzed crosscoupling reaction. Compound 2 reacted with various hydrazines to give (E)-(phenyl)[1,5-diphenyl-3- [3-phenyl-1-(2-arylhydrazono)-2-propyn-1-yl]-1H-4-pyrazolyl]methanones E-3a-e. The bis-pyrazole derivatives 4a-e were synthesized from electrophilic cyclization reaction of &#945;,&am

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17

Pallapati, Ramya Krishna, Baby Ramana Mutchu, Umamaheswara Rao Vanga, Ravi Varala, and Hari Babu Bollikolla. "Synthesis, Characterization and Antioxidant Activity of Some New 3-(3-(Trifluoromethyl)phenyl)acrylic Acid Derived Hydrazide-Hydrazone Scaffolds." Asian Journal of Chemistry 32, no. 8 (2020): 2099–104. http://dx.doi.org/10.14233/ajchem.2020.22825.

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Some new analogues of trifluoromethylphenyl acrylic acid scaffold derived hydrazide-hydrazones (4a-l) were produced by using various structurally divergent aromatic aldehydes. All the hydrazones were obtained in moderate to good yields (64-78%) in methanol at a temperature of 45-65 °C. All the compounds were screened for antioxidant activity by DPPH method and the compounds 4c, 4d, 4e and 4h were found to be showed maximum antioxidant activity among the synthesized compounds.

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18

Ienascu, Ioana M. c., Alfa X. Lupea, Iuliana M. Popescu, Stefan Th Tomas, and Alina D. Zamfir. "Synthesis and Characterization of Some New 2-Hydroxy-N-(3-Trifluoromethyl-Phenyl)-Benzamide Derivatives." Revista de Chimie 59, no. 1 (2008): 56–60. http://dx.doi.org/10.37358/rc.08.1.1707.

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In the reaction between 2-hydroxy-N-(3-trifluoromethyl-phenyl)-benzamide and chloro-acetic acid ethyl ester, [2-(3-trifluoromethyl-phenylcarbamoyl)-phenoxy]-acetic acid ethyl ester was obtained. The ethyl ester was condensed with hydrazine giving 2-hydrazinocarbonylmethoxy-N-(3-trifluoromethyl-phenyl)-benzamide. This hydrazide is considered the key intermediate for the synthesis of new compounds. So, in the reaction between hydrazide and chloro-substituted benzaldehydes hydrazones were obtained. In order to establish their structures, all new synthesized compounds were analyzed by modern physi

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19

Gajdoš, Peter, Soňa Pavlíková, Filip Bureš, and Alžbeta Krutošíková. "2-[3-(Trifluoromethyl)phenyl]furo[3,2-b]pyrroles: synthesis and reactions." Open Chemistry 3, no. 2 (2005): 311–25. http://dx.doi.org/10.2478/bf02475999.

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AbstractThe synthesis and reactions of methyl 2-[3-(trifluoromethyl)phenyl]-4H-furo[3,2-b]pyrrole-5-carboxylate (1a) are described. Upon reaction with methyl iodide, benzyl chloride, or acetic anhydride, this compound gave N-substituted products 1b-d. By hydrolysis of compounds 1a-c, the corresponding acids 2a-c were formed, or by reaction with hydrazine-hydrate, the corresponding carbohydrazides 3a-c were formed. By heating 2-[3-(trifluoromethyl)phenly]-4H-furo[3,2-b]pyrrole-5-carboxylic acid (2a) in acetic anhydride, 4-acetyl-2-[3-(trifluoromethyl)phenyl]furo[3,2-b]pyrrole (4) was formed. By

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20

Ienascu, Ioana Maria Carmen, Tiberius Balaes, Cristiana Virginia Petre, et al. "Novel N-(2-bromo-phenyl)-2-hydroxy-benzamide Derivatives with Antifugal Activity." Revista de Chimie 69, no. 7 (2018): 1876–80. http://dx.doi.org/10.37358/rc.18.7.6435.

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In order to increase the biological activity, some novel molecules, esters, hydrazides, hydrazones of N-(2-bromo-phenyl)-2-hydroxy-benzamide, were obtained in good yields (86-93%), working at 150 �C, 500 W, 7-11 min, under microwave irradiation. All synthesized compounds were characterized using modern physico-chemical methods (FTIR, 1H-NMR, 13C-NMR and elemental analysis). Eight dilutions in dimethyl sulfoxide of these derivatives were tested against two phyto-pathogenic fungi, Fusarium oxysporum, Sclerotinia sclerotiorum and one common yeast, Saccharomyces cerevisiae. The antifungal activity

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21

Suryawanshi, Vikas B., Kalimoddin I. Momin, Abhay S. Bondge, and Jairaj K. Dawale. "Catalyst free Synthesis of Phenyl Hydrazones and their Biological Evaluation." Asian Journal of Research in Chemistry 11, no. 2 (2018): 269. http://dx.doi.org/10.5958/0974-4150.2018.00050.0.

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22

Gaffer, Hatem E., Mohamed A. E. Khalifa, Shaima F. El-Bially, and Mohamed A. Metwally. "New azo disperse dyes containing cyclohexanone ring for dyeing polyester and nylon fabrics." Macedonian Journal of Chemistry and Chemical Engineering 29, no. 1 (2010): 87. http://dx.doi.org/10.20450/mjcce.2010.176.

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Condensation of 2,4-diacarboethoxy-5-hydroxy-3-(4-methoxyphenyl)-5-methyl cyclohexanone (1) with equimolar amounts of hydrazine hydrate and phenyl hydrazine afforded the corresponding 2H-indazole-5-carboxylates 2a and 2b, respectively. Coupling of 2 with diazotized aromatic amines furnished the corresponding azo compounds 3a n. When compound 1 was subjected to the Japp-Klingemann reaction in alkaline medium with diazotized aromatic amines furnished the corresponding hydrazones 4a-g. The treatment of 4a-g with phenyl hydrazine in acetic acid allows the isolation of arylhydrazono derivatives 5a-

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23

Erdem, Ahmet, Hasan Genc, Nejdet Sen, Rafet Kilincarslan, and Emin Erdem. "The Synthesis and Reactions of Novel Pyrazole Derivatives by 4-phenylcarbonyl-5-phenyl-2,3-dihydro-2,3-furandione Reacted with Some Hydrazones." Revista de Chimie 68, no. 1 (2017): 143–46. http://dx.doi.org/10.37358/rc.17.1.5407.

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We report some novel pyrazole derivatives taking 4-phenylcarbonyl-5-phenyl-2,3-dihydro-2,3-furandione, 1. For this, 4-phenylcarbonyl-5-phenyl-2,3-dihydro-2,3-furandione, 1 was reacted with benzaldehyde(2- or 4-fluorophenyl)hydrazone to give 4-benzoyl-1-(2- or 4-fluorophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid 2a,b. Pyrazol derivative containing 2-fluorophenyl group 2a was converted into carboxylic chloride derivative 3a by thionyl chloride and then the compound 4a was obtained from reaction ammonia with compound 3a. In the next step, 4-benzoyl-1-(2-fluorophenyl)-5-phenyl-1H-pyrazole-3-carb

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24

Getautis, Vytautas, Albina Stanisauskaite, Tadas Malinauskas, Jolanta Stumbraite, Valentas Gaidelis, and Vygintas Jankauskas. "Hydrazones Possessing a Phenyl-1,2,3,4-tetrahydroquinoline Moiety as Hole Transporting Materials." Monatshefte für Chemie - Chemical Monthly 137, no. 11 (2006): 1401–9. http://dx.doi.org/10.1007/s00706-006-0529-6.

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Maniak, Halina, Konrad Matyja, Elżbieta Pląskowska, et al. "4-Hydroxybenzoic Acid-Based Hydrazide–Hydrazones as Potent Growth Inhibition Agents of Laccase-Producing Phytopathogenic Fungi That Are Useful in the Protection of Oilseed Crops." Molecules 29, no. 10 (2024): 2212. http://dx.doi.org/10.3390/molecules29102212.

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The research on new compounds against plant pathogens is still socially and economically important. It results from the increasing resistance of pests to plant protection products and the need to maintain high yields of crops, particularly oilseed crops used to manufacture edible and industrial oils and biofuels. We tested thirty-five semi-synthetic hydrazide–hydrazones with aromatic fragments of natural origin against phytopathogenic laccase-producing fungi such as Botrytis cinerea, Sclerotinia sclerotiorum, and Cerrena unicolor. Among the investigated molecules previously identified as poten

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26

Nikolova-Mladenova, Boryana, Georgi Momekov, Zvetanka Zhivkova, and Irini Doytchinova. "Design, Synthesis and Cytotoxic Activity of Novel Salicylaldehyde Hydrazones against Leukemia and Breast Cancer." International Journal of Molecular Sciences 24, no. 8 (2023): 7352. http://dx.doi.org/10.3390/ijms24087352.

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Despite the significant advancements in complex anticancer therapy, the search for new and more efficient specific anticancer agents remains a top priority in the field of drug discovery and development. Here, based on the structure-activity relationships (SARs) of eleven salicylaldehyde hydrazones with anticancer activities, we designed three novel derivatives. The compounds were tested in silico for drug-likeness, synthesized, and evaluated in vitro for anticancer activity and selectivity on four leukemic cell lines (HL-60, KE-37, K-562, and BV-173), one osteosarcomic cell line (SaOS-2), two

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K., Krishnaokutty, Basheer Ummathur Muhammed, and Ummer P. "2-(2-Hydroxy)phenylazo derivatives of some 1,3-dicarbonyl compounds and their metal complexes." Journal of Indian Chemical Society Vol. 87, Jun 2010 (2010): 667–72. https://doi.org/10.5281/zenodo.5790437.

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Department of Chemistry, University of Calicut, Calicut-673 635, Kerala, India Department of Chemistry, Unity Women's College, Manjeri, Narukara (P0)-676 122, Kerala, India <em>E-mail :</em> mbummathur@rediffmail.com <em>Manuscript received 3 June 2009, revised 26 October 2009, accepted 17 November 2009</em> 2-Hydroxyphenylazo derivatives or three 1,3-dicarbonyl compounds (acetylacetone, methylacetoacetate and acetoacetanilide) have been synthesized and characterised. Analytical, IR, <sup>1</sup>H NMR and mass spectral data indicate that the compounds exist in the intramolecularly hydrogen

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Suresh, Patil, D. Jadhav S., M. Patil B., and B. Deshmukh M. "Synthesis and antimicrobial screening of some new N3-substituted derivatives of quinazolin-4(3H)-one." Journal of Indian Chemical Society Vol. 91, Jan 2014 (2014): 113–16. https://doi.org/10.5281/zenodo.5623967.

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Padmabhushan Dr. Vasantraodada Patil Mahavidyalaya, Tasgaon-416 312, Dist. Sangli, Maharashtra, India <em>E-mail</em> : sanyujapatil@yahoo.com Department of Chemistry, Shivaji University, Kolhapur-416 004, Maharashtra, India <em>Manuscript received online 31 December 2012, revised 15 February 2013, accepted 05 March 2013</em> 3-(2-Oxopropyl)quinazolin-4(3<em>H</em>)-one (1) when reacts with phenyl hydrazine, 2,4-dinitro phenyl hydrazine gave the corresponding hydrazones (<strong>2a,b</strong>). Also 1 on treatment with malononitrile forms intermediate dicyano compound 3 which again on reaction

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29

Šermukšnytė, Aida, Kristina Kantminienė, Ilona Jonuškienė, Ingrida Tumosienė, and Vilma Petrikaitė. "The Effect of 1,2,4-Triazole-3-thiol Derivatives Bearing Hydrazone Moiety on Cancer Cell Migration and Growth of Melanoma, Breast, and Pancreatic Cancer Spheroids." Pharmaceuticals 15, no. 8 (2022): 1026. http://dx.doi.org/10.3390/ph15081026.

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4-Phenyl-3-[2-(phenylamino)ethyl]-1H-1,2,4-triazole-5(4H)-thione was used as a starting compound for the synthesis of the corresponding 1,2,4-triazol-3-ylthioacetohydrazide, which reacts with isatins and various aldehydes bearing aromatic and heterocyclic moieties provided target hydrazones. Their cytotoxicity was tested by the MTT assay against human melanoma IGR39, human triple-negative breast cancer (MDA-MB-231), and pancreatic carcinoma (Panc-1) cell lines. The selectivity of compounds towards cancer cells was also studied. In general, the synthesized compounds were more cytotoxic against

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30

Demir-Yazıcı, Kübra, Silvia Bua, Nurgül Mutlu Akgüneş, Atilla Akdemir, Claudiu T. Supuran, and Özlen Güzel-Akdemir. "Indole-Based Hydrazones Containing A Sulfonamide Moiety as Selective Inhibitors of Tumor-Associated Human Carbonic Anhydrase Isoforms IX and XII." International Journal of Molecular Sciences 20, no. 9 (2019): 2354. http://dx.doi.org/10.3390/ijms20092354.

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Novel sulfonamidoindole-based hydrazones with a 2-(hydrazinocarbonyl)-3-phenyl-1H-indole-5-sulfonamide scaffold were synthesized and tested in enzyme inhibition assays against the tumor-associated carbonic anhydrase isoforms, hCA IX and XII, and the off-targets, hCA I and II. The compounds showed selectivity against hCA IX and XII over hCA I and II. Six compounds showed KI values lower than 10 nM against hCA IX or XII. Molecular modeling studies were performed to suggest binding interactions between the ligand and the hCA active sites.

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31

Modi, Chetan K., Ashwin S. Patel, and Bharat T. Thaker. "Synthesis, Spectral, Magnetic and Thermal Studies of the Complexes of CoIIand NiIIWith Some Bidentate and Tridentate Hydrazone Ligands." E-Journal of Chemistry 2, no. 1 (2005): 21–29. http://dx.doi.org/10.1155/2005/608974.

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The reaction of Co(NO3)2.6H2O and Ni(NO3)2.6H2O with hydrazones derived from 1-phenyl-3-methyl-4-acyl-5-pyrazolone (where acyl = acetyl, propionyl, butyryl and benzoyl) with 2-picolinic acid hydrazide have been studied and characterized on the basis of elemental analysis, magnetic moments, molar conductivity measurements, IR and electronic spectral studies and thermogravimetric analysis. Various ligand field parameters have been calculated. Electronic spectral data and the magnetic moment values suggest an octahedral structure for all cobalt(II) and nickel(II) complexes.

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32

Chandra Shekar, K. P., Bhupendra Mishra, Anil Kumar, S. Phukan, S. Mitra, and Dalip Kumar. "Synthesis and fluorescence studies of porphyrin appended 1,3,4-oxadiazoles." Journal of Porphyrins and Phthalocyanines 14, no. 12 (2010): 1034–39. http://dx.doi.org/10.1142/s1088424610002884.

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A modular synthetic approach for preparing a family of porphyrin appended 1,3,4-oxadiazoles 9 is described. The porphyrin hydrazides are reacted with aryl aldehydes in presence of Yb(OTf)3 as catalyst to give porphyrin hydrazones 8 which are then cyclized to porphyrin appended 1,3,4-oxadiazoles 9 using iodobenzene diacetate. Photophysical studies in CHCl3 solvent shows that the electronic structure of the porphyrin chromophore is not greatly perturbed by the incorporation of the oxadiazole group onto the meso-phenyl ring. Efficient quenching of porphyrin fluorescence was observed in 9g with a

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33

Baldwin, Jack E., Robert M. Adlington, Ashok U. Jain, Jayant N. Kolhe, and Matthew W. D. Perry. "Applications of the thermal ene reaction of aldehyde -butyl- and phenyl- hydrazones." Tetrahedron 42, no. 15 (1986): 4247–52. http://dx.doi.org/10.1016/s0040-4020(01)87649-3.

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34

Khan, Khalid Mohammed, Muhammad Irfan, Mahwish Ashraf, et al. "Synthesis of phenyl thiazole hydrazones and their activity against glycation of proteins." Medicinal Chemistry Research 24, no. 7 (2015): 3077–85. http://dx.doi.org/10.1007/s00044-015-1349-1.

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35

Lu, Xueer, Ziwen Zhang, Yingying Xu, Jun Lu, Wenjian Tang, and Jing Zhang. "Effect of new carbonyl cyanide aromatic hydrazones on biofilm inhibition against methicillin resistant Staphylococcus aureus." RSC Advances 10, no. 30 (2020): 17854–61. http://dx.doi.org/10.1039/d0ra03124k.

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2e and 2j with strong p-NO<sub>2</sub> and p-CF<sub>3</sub> at phenyl ring had the lowest MICs against S. aureus and MRSA. 2e displayed unaided or synergistic efficacy against MRSA, especially combined with ofloxacin. EM revealed that 2e destroys biofilms and cell membranes.

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36

KRISHNA, C. JOSHI, DANOIA ANSHU, S. SHARMA C., and JOSHI RAHUL. "Investigation of the Reaction of Fluorine containing 1,3-Dihydro-3-( 1 ,5-dihydro-3-methyl-5-oxo-1-phenyl-4Hpyrazol- 4-ylidene )-2H-indol-2-one with Hydrazine Derivatives." Journal of Indian Chemical Society Vol. 71, June-Aug 1994 (1994): 459–62. https://doi.org/10.5281/zenodo.5895738.

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<em>Department of Chemistry. University of Rajasthan, Jaipur-302 004 Manuscript received 1 December 1993</em> The reaction of 1,3-dihydro-3-(1,5-dihydro-3-methyl-5-oxo-1-phenyl-4<em>H</em>-pyrazol-4-ylldene)-2<em>H</em>-indo 1-2-ones (3a-d) with various hydrazines has been studied in the absolute ethanol/glacial acetic acid medium. Reaction of 3a-c with phenyl hydrazine in absolute ethanol gave exclusively spiro compounds (64-76%), while in glacial acetic acid, a mixture of spiro compound (18-'7%), hydrazones (14-25%) and a condensed compound (22-33%) was formed. 3 however gave only t

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37

Kairytė, Karolina, Rita Vaickelionienė, Birutė Grybaitė, Kazimieras Anusevičius, Vytautas Mickevičius, and Vilma Petrikaitė. "The Effect of 4-(Dimethylamino)phenyl-5-oxopyrrolidines on Breast and Pancreatic Cancer Cell Colony Formation, Migration, and Growth of Tumor Spheroids." International Journal of Molecular Sciences 25, no. 3 (2024): 1834. http://dx.doi.org/10.3390/ijms25031834.

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A series of hydrazones, azoles, and azines bearing a 4-dimethylaminophenyl-5-oxopyrrolidine scaffold was synthesized. Their cytotoxic effect against human pancreatic carcinoma Panc-1 and triple-negative breast cancer MDA-MB-231 cell lines was established by MTT assay. Pyrrolidinone derivatives 3c and 3d, with incorporated 5-chloro and 5-methylbenzimidazole fragments; hydrazone 5k bearing a 5-nitrothien-2-yl substitution; and hydrazone 5l with a naphth-1-yl fragment in the structure significantly decreased the viability of both cancer cell lines. Compounds 3c and 5k showed the highest selectivi

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38

Šiugždaitė, Jūratė, Raimundas Lelešius, Birutė Grybaitė, Rita Vaickelionienė, and Vytautas Mickevičius. "Synthesis and Biological Studies of New 2-Benzoxazolinone Derivatives as Antibacterial Agents." Applied Sciences 14, no. 11 (2024): 4783. http://dx.doi.org/10.3390/app14114783.

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In the present study, new series of benzoxazolin-2-one linked to a variety of hydrazones and azoles were synthesized and assessed for their antibacterial properties against different bacterial microorganisms. All the synthesized target compounds were characterized by 1H NMR, 13C NMR and IR spectroscopy, and elemental analysis as well. The antibacterial activity of the synthesized compounds was evaluated according to the bacteriostatic and bactericidal activity against the tested pathogen strains by determining the minimum inhibition (MIC) and minimum bactericidal (MBC) concentrations and MBC/M

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39

Alsaif, Nawaf A., Mashooq A. Bhat, Mohamed A. Al-Omar, Hanaa M. Al-Tuwajiri, Ahmed M. Naglah, and Abdullah Al-Dhfyan. "Synthesis of Novel Diclofenac Hydrazones: Molecular Docking, Anti-Inflammatory, Analgesic, and Ulcerogenic Activity." Journal of Chemistry 2020 (December 10, 2020): 1–12. http://dx.doi.org/10.1155/2020/4916726.

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This study was aimed to design novel diclofenac hydrazones having anti-inflammatory and analgesic activity with gastric sparing effect. A new series of 2-[2-(2,6-dichloroanilino)phenyl]-N’-[(substituted phenyl) methylidene] acetohydrazide derivatives (1−14) were synthesized and evaluated for their anti-inflammatory, analgesic, and ulcerogenic activity. The compounds were identified and confirmed by elemental analysis and spectral data. During anti-inflammatory activity by carrageenan-induced paw edema method, compounds (2, 3, 7, 8, 11, and 13) were found to be most promising. Compounds 3, 8, a

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40

Altıntop, Mehlika Dilek, Belgin Sever, Halide Edip Temel, Zafer Asım Kaplancıklı, and Ahmet Özdemir. "Design, Synthesis and In vitro COX Inhibitory Profiles of A New Series of Tetrazole-based Hydrazones." European Journal of Life Sciences 1, no. 1 (2022): 20–27. http://dx.doi.org/10.55971/ejls.1095818.

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Inhibition of cyclooxygenases (COXs), by selective and nonselective inhibitors, is a favorable approach for pharmacologic intervention in a variety of disorders such as cancer. For this purpose, a new class of tetrazole-hydrazone hybrids (1-12) was designed. A facile and efficient procedure was applied for the preparation of compounds 1-12, which were tested for their inhibitory activities towards cyclooxygenases (COXs) by means of an in vitro colorimetric method. The most potent and selective COX-1 inhibitors were determined as 2-[(1-methyl-1H-tetrazol-5-yl)thio]-N'-(4-(piperidin-1-yl)benzyli

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41

Scaife, W. Garrett, Graham McMullin, and Herbert Groothues. "Dielectric Spectroscopy of Some Nitro Phenyl Hydrazones, with Some Data at Elevated Pressures." Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals 261, no. 1 (1995): 51–62. http://dx.doi.org/10.1080/10587259508033451.

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42

Gaonkar, Santosh L., Izuru Nagashima, and Hiroki Shimizu. "Microwave-Assisted Solution Phase Synthesis of Novel 2-{4-[2-(N-Methyl-2-pyridylamino)ethoxy]phenyl}-5-Substituted 1,3,4-Oxadiazole Library." Organic Chemistry International 2011 (January 3, 2011): 1–5. http://dx.doi.org/10.1155/2011/751894.

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A new series of 2-{4-[2-(N-methyl-2-pyridylamino)ethoxy]phenyl}-5-substituted 1,3,4-oxadiazoles were synthesized by the oxidative cyclization of hydrazones derived from 4-[2-(methylpyridin-2-ylamino)ethoxy]benzaldehyde and aryl hydrazines using chloramine-T as an efficient catalyst. All steps were assisted by microwave irradiation. Microwave enables all these reactions to be simple, rapid, high yielding, and avoid chromatograph purification and led environmentally benign total synthesis of focused oxadiazole library. All the synthesized compounds were isolated in good yield and characterized b

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43

Valenta, Vladimír, Jiří Holubek, Emil Svátek, and Miroslav Protiva. "Synthesis of 4-methoxyphenoxyacetic and 3,4,5-trimethoxyphenoxyacetic acid amides and hydrazides as potential neurotropic and cardiovascular agents." Collection of Czechoslovak Chemical Communications 52, no. 12 (1987): 3013–23. http://dx.doi.org/10.1135/cccc19873013.

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4-Methoxyphenoxyacetyl chloride, 3,4,5-trimethoxyphenoxyacetic acid and its methyl ester were reacted with 2-phenylethylamine, 1-benzylpiperazine, 1-(2-phenylethyl)piperazine, 1-(1-phenyl-2-propyl)piperazine, isopropylhydrazine, 1-aminopiperidine, and 4-aminomorpholine and afforded the amides and hydrazides Iab-IVab and Vb-VIIIb. 1-Amino-4-methylpiperazine and 1-amino-4-phenylpiperazine were transformed to the hydrazones XV and XVI, and to the quaternary salts XVII and XVIII. Pharmacological screening showed indications of thymoleptic activity with compounds Ia-IIIa, anorectic effect with IIa

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44

Awad, Ibrahim M. A., Abdu E. Abdel-Rahman, and Etify A. Bakhite. "Synthesis and application of some new S-(substituted)thio- and thienoquinoline derivatives as antimicrobial agents." Collection of Czechoslovak Chemical Communications 56, no. 8 (1991): 1749–60. http://dx.doi.org/10.1135/cccc19911749.

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Ethyl (4-aryl-3-cyano-5,6,7,8-tetrahydro-2-quinolinylthio) acetate (IIa, IIb) were prepared and reacted with hydrazine hydrate to give hydrazines IIIa, IIIb which underwent cyclization into thienoquinoline derivatives IVa, IVb. Reaction of IIIa, IIIb with phenyl isocyanate yielded semicarbazides Va, Vb. Similarly, IIIa, IIIb and IVb were interacted with methyl/phenyl isothiocyanates affording the corresponding thiosemicarbazide derivatives VIa - VId and XIVa, XIVb respectively. On the other hand, condensation of IIIb with acetylacetone gave the pyrazole VII treatment with ethoxide furnished VI

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45

K., Krishnankutty, Sayudevi P. та Basheer Ummathur Muhammed. "Phenylazo derivatives of some unsaturated β-diketones and their metal complexes". Journal of Indian Chemical Society Vol. 84, June 2007 (2007): 518–23. https://doi.org/10.5281/zenodo.5820413.

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Department of Chemistry, University of Calicut, Calicut-673 635, Kerala, India Department of Chemistry, NSS College, Manjeri-676 122, Kerala, India Department of Chemistry, Unity Women's College, Manjeri-676 122, Kerala, India <em>E-mail</em> : mbummathur@rediffmail.com <em>Manuscript received 26 December 2006, accepted 30 March 2007</em> Phenylazo derivatives of three β-diketones in which the diketo function attached directly to olefinic linkages (dicinnamoyl methane, acetyl cinnamoyl methane and benzoyl cinnamoyl methane) have been synthesized and characterised. Analytical, IR, <sup

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46

Anastassova, Neda, Nadya Hristova-Avakumova, Rusi Rusew, Boris Shivachev, and Denitsa Yancheva. "Two 5-Methoxyindole Carboxylic Acid-Derived Hydrazones of Neuropharmacological Interest: Synthesis, Crystal Structure, and Chemiluminescent Study of Radical Scavenging Properties." Crystals 14, no. 5 (2024): 396. http://dx.doi.org/10.3390/cryst14050396.

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Given the importance of molecular structure in pharmacological activity and interaction with biological receptors, we conducted a study on the 3,4-dihydroxybenzaldehyde hydrazone derivative of 5-methoxy-indole carboxylic acid (5MICA) and a newly synthesised analogue bearing a 2-methoxy-4-hydroxyphenyl ring using single-crystal X-ray diffraction. We studied the ability of the two compounds to scavenge hypochlorite ions using luminol-enhanced chemiluminescence and their potential to modulate oxidative damage induced by iron on the biologically significant molecules lecithin and deoxyribose in or

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47

Samorodov, Aleksandr V., Wang Yi, Dmitry A. Kudlay, et al. "Phosphorus-Derived Isatin Hydrazones: Synthesis, Structure, Thromboelastography, Antiplatelet, and Anticoagulation Activity Evaluation." International Journal of Molecular Sciences 26, no. 13 (2025): 6147. https://doi.org/10.3390/ijms26136147.

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A series of new isatin hydrazones bearing phosphorus-containing moiety was synthesized through a simple, high-yield and easy work-up reaction of phosphine oxide (Phosenazide) or phosphinate (2-chloroethyl (4-(dimethylamino)phenyl)(2-hydrazinyl-2-oxoethyl)phosphinate, CAPAH) hydrazides with aryl-substituted isatins. The 31P NMR technique showed that, in most cases, out of 12 examples in solution, the ratio of the two spatial isomers varied from 1:1 to 1:3. Quantum chemical calculations confirmed the predominance of Z,syn form both in the gas phase and in solution. According to X-ray analysis da

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48

Darwish, Elham S. "Facile Synthesis and Antimicrobial Evaluation of Some New Heterocyclic Compounds Incorporating a Biologically Active Sulfamoyl Moiety." Scientific World Journal 2014 (2014): 1–10. http://dx.doi.org/10.1155/2014/165495.

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A facile and convenient synthesis of new heterocyclic compounds containing a sulfamoyl moiety suitable for use as antimicrobial agents was reported. The precursor 3-oxo-3-phenyl-N-(4-sulfamoylphenyl)propionamide was coupled smoothly with arenediazonium salt producing hydrazones which reacted with malononitrile or triethylorthoformate affording pyridazine and triazine derivatives, respectively. Also, the reactivity of the same precursor with DMF-DMA was followed by aminotriazole; aromatic aldehydes was followed by hydrazine hydrate, triethylorthoformate, or thiourea affording triazolo[1,5-a]pyr

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49

Shah, Shalini K., and Anju Goyal. "Synthesis and Biological Evaluation of Some Novel Arylidene Hydrazides Derivatives." Asian Pacific Journal of Health Sciences 9, no. 4 (2022): 203–9. http://dx.doi.org/10.21276/apjhs.2022.9.4s.39.

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There has been considerable interest in the development of novel compounds with anticonvulsant, antioxidant, antibacterial, and antifungal activities. The present study explores the antimicrobial activity of some new arylidene hydrazide derivatives and correlates the effect on the antimicrobial potency by varying the substituents on hydrazide part of the arylidine hydrazide. Hydrazones possessing an azomethine–NHN=CH- proton constitute an important class of compounds for new drug developments; therefore, a series of arylidene hydrazides were synthesized with various aromatic aldehydes/ketones.

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50

Lyčka, Antonín, Tibor Liptaj, and Josef Jirman. "13C and 15N NMR spectra of 3-methyl-1-phenylpyrazole-4,5-dione 4-(4'-substituted phenyl)hydrazones." Collection of Czechoslovak Chemical Communications 52, no. 3 (1987): 727–35. http://dx.doi.org/10.1135/cccc19870727.

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13C and 15N NMR spectra have been measured of eleven 3-methyl-1-phenylpyrazole-4,5-dione 4-(4'-substituted phenyl)hydrazones (I). The 13C chemical shifts of the non-substituted compound I have been assigned with the use of the 1J(13C, 13C) coupling constants obtained from the 1D-INADEQUATE spectrum. The greatest changes in chemical shifts of the compounds I connected with the substituent at 4'-position have been observed for the nitrogen atoms Nα, Nβ, N2 and carbon C(4). These substitution chemical shifts have been correlated with the substituent constants by means of the equations SCS = ρ1σ1

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