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Journal articles on the topic 'Oxadiazol'

Author: Grafiati

Published: 4 June 2021

Last updated: 26 July 2025

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1

Solet, Sanwar Mal, Neetesh Kumar Sharma, and Raghvendra Singh Bhadauria. "Synthesis of 2, 5-disubstituted-1, 3, 4-oxadiazole derivatives." Journal of Drug Delivery and Therapeutics 9, no. 4-A (2019): 528–60. http://dx.doi.org/10.22270/jddt.v9i4-a.3514.

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Synthesis of a series of various 2, 5-disubstituted-1, 3, 4-oxadiazole derivatives (7a-7u) have been done. Synthesis of a series of intermediates (3a-3c and 5a-5c) have been also done, ethyl-2-phenoxyacetate (3a), ethyl 2-(2, 4-dichlorophenoxy)acetate (3b), ethyl 2-(4-nitrorophenoxy) acetate (3c), 2-phenoxyacetohydrazide (5a), 2-(2, 4-dichlorophenoxy) acetohydrazide (5b), 2-(4-nitrophenoxy)acetohydrazide (5c), and final product (7a-7u), 2-(phenoxymethyl)-5-phenyl-1, 3, 4-oxadiazole (7a), 4-(5-(phenoxymethyl)-1, 3, 4-oxadiazol-2-yl)aniline (7b), 3-(5-(phenoxymethyl)-1, 3, 4-oxadiazol-2-yl) anil

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2

Solet, Sanwar Mal, Neetesh Kumar Sharma, and Raghvendra Singh Bhadauria. "Biological Evaluation of Novel Synthesized 2, 5-disubstituted-1, 3, 4-oxadiazole derivatives." Journal of Drug Delivery and Therapeutics 9, no. 4-A (2019): 573–76. http://dx.doi.org/10.22270/jddt.v9i4-a.3522.

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Synthesis of a series of various 2, 5-disubstituted-1, 3, 4-oxadiazole derivatives (7a-7v) have been done previously. These novel synthesized derivatives (7a-7v) have been tested for their antibacterial activity against Gram +ve S. aureus and Gram -ve E. Coli bacterias by broth dilution method. A comparative study has been done for all derivatives. Based on the visual turbidity, the MIC of the evaluated molecules has been studied, the evaluation concentration was used single therefore, the exact MIC could not determined and results are represented in less than and more than based on growth of

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3

Górecki, Sebastian, and Agnieszka Kudelko. "Synthesis and Characterization of Novel 2-Alkyl-1,3,4-Oxadiazoles Containing a Phenylazo Group." Molecules 29, no. 18 (2024): 4316. http://dx.doi.org/10.3390/molecules29184316.

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An efficient method for the synthesis of novel phenylazo-containing moieties is described. The derivatives of 5-(4-(phenyldiazenyl)phenyl)-1,3,4-oxadiazole, substituted at position 2 of the heterocyclic scaffold with alkyl groups of different chain lengths, were prepared. The titled compounds were obtained using the appropriate 4-(5-alkyl-1,3,4-oxadiazol-2-yl)anilines, which were directed to diazotization and subsequently coupled to phenol, resorcinol, and N,N-dimethylaniline. Additionally, we report a mild and effective procedure for the preparation of 4-(5-alkyl-1,3,4-oxadiazol-2-yl)anilines

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4

Tang, Yongxing, Chunlin He, Lauren A. Mitchell, Damon A. Parrish, and Jean'ne M. Shreeve. "Energetic compounds consisting of 1,2,5- and 1,3,4-oxadiazole rings." Journal of Materials Chemistry A 3, no. 46 (2015): 23143–48. http://dx.doi.org/10.1039/c5ta06898c.

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3-Nitroamino-4-(5-amino-1,3,4-oxadiazol-2-yl)furazan monohydrate (2·H<sub>2</sub>O), which is a combination of the nitroaminofurazan and 1,3,4-oxadiazole rings, was obtained by the nitration of 3-amino-4-(5-amino-1,3,4-oxadiazol-2-yl)furazan (1) with 100% nitric acid.

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5

Stepanova, Elena V., and Andrei I. Stepanov. "UNUSUAL WAY OF REACTION OF 3-AMINO-4-(5-CHLOROMETHYL-1,2,4-OXADIAZOLE-3-YL)-FURAZAN WITH HYDRAZINE." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 60, no. 4 (2017): 26. http://dx.doi.org/10.6060/tcct.2017604.5522.

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The results of our study of the pathways of selective reactivity of 3-amino-4-(5-chloromethyl-1,2,4-oxadiazole-3-yl)furazan versus 5-unsubstituted or 5-methyl and 5-trifluoromethyl substituted 4-(5R-1,2,4-oxadiazole-3-yl)furazans (R = H, Me, CF3) towards the action of hydrazine are discussed. If the reductive opening of 1,2,4-oxadiazole ring in unsubstituted at the С-5 atom (1,2,4-oxadiazol-3-yl)furazan derivatives under the treatment with hydrazine can be used as a method for the preparation of a range of amidrazones of 4-R-furazan-3-carboxylic acid. 3-amino-4-(5-trifluoromethyl-1,2,4-oxadiaz

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6

Ahsan, Mohamed Jawed, Mohd Zaheen Hassan, Surender Singh Jadav, et al. "Synthesis and Biological Potentials of 5-aryl-N-[4-(trifluoromethyl) phenyl]-1,3,4-oxadiazol-2-amines." Letters in Organic Chemistry 17, no. 2 (2020): 133–40. http://dx.doi.org/10.2174/1570178616666190401193928.

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Oxadiazoles are an important class of heterocyclic compounds, having broad-spectrum activity. They were also reported as anticancer, and antioxidant agents, hence it is of significant importance to explore new oxadiazoles. A series of eleven (5-aryl-N-[4-(trifluoromethyl)phenyl]-1,3,4- oxadiazol-2-amines (6a-k) was synthesized based on the structures of reported compounds, SU-101, IMC38525, and FTAB. All these oxadiazoles were synthesized, characterized by spectral data, and further tested against melanoma, leukemia, colon, lung, CNS, ovarian, renal, breast and prostate cancer cell lines’ pane

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7

Saini, Sachin. "Synthesis and Anticonvulsant Studies of Thiazolidinone and Azetidinone Derivatives from Indole Moiety." Drug Research 69, no. 08 (2018): 445–50. http://dx.doi.org/10.1055/a-0809-5098.

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Abstract2-Amino-5-(3’-indolomethylene)-1, 3 , 4 - oxadiazole (3) undergoes facile condensation with various aromatic aldehydes to gave 2-substitiuted arylidenylamino-5-(3’- indolomethylene) – 1, 3 , 4 – oxadiazole (4–8). Cyclocondensation of (4–8) with thioglycolic acid and triethylamine yielded 3-[5’-(3”- indolomethylene)- 1’, 3’, 4’- oxadiazol-2’-yl]- 2- (substituted aryl)-4- thiazolidinones (9–13) and 1-[5’-(3”- indolomethylene) -1’, 3’, 4’- oxadiazol - 2’- yl ] -4-(substituted aryl) -2- azetidinones (14–18). The structures of these compounds were established on the basis of analytical and

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8

R., K. TEWARI, K. MISHRA R., K. SRIVASTAVA SHISHIR, and C. BAHEL S. "Synthesis of some New Mannich Bases, Sulphides and Disulphides of 1,3,4-Oxadiazol-2-thiones as Potential Antifungal Agents." Journal of Indian Chemical Society Vol. 68, Feb 1991 (1991): 108–10. https://doi.org/10.5281/zenodo.6135048.

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Department of Chemistry, University of Gorakhpur, Gorakhpur-273 009 <em>Manuscript received 27 March 1990, revised 14 November 1990, accepted 6 December 1990</em> VARIOUS 3, 5-disubstituted-1, 3,4-oxadiazol-2-thiones and several benzidine derivatives display biological activities<sup>1-2</sup>. Several oxadiazolyl sulphides and disulphides also exhibit biological activity<sup>3</sup>. In view of these observations the title compounds, viz. the sulphides, disulphides, benzidine and piperazine derivatives and Mannich bases of substituted-1,3,4- oxadiazoi-2-thiones have been p

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9

Maftei, Catalin V., Elena Fodor, Peter G. Jones, et al. "Synthesis and characterization of novel bioactive 1,2,4-oxadiazole natural product analogs bearing the N-phenylmaleimide and N-phenylsuccinimide moieties." Beilstein Journal of Organic Chemistry 9 (October 25, 2013): 2202–15. http://dx.doi.org/10.3762/bjoc.9.259.

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Taking into consideration the biological activity of the only natural products containing a 1,2,4-oxadiazole ring in their structure (quisqualic acid and phidianidines A and B), the natural product analogs 1-(4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)phenyl)pyrrolidine-2,5-dione (4) and 1-(4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)phenyl)-1H-pyrrole-2,5-dione (7) were synthesized starting from 4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)aniline (1) in two steps by isolating the intermediates 4-(4-(3-tert-butyl-1,2,4-oxadiazol-5-yl)phenylamino)-4-oxobutanoic acid (3) and (Z)-4-(4-(3-tert-butyl-1,2,4-oxadiazol-5

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10

Obruchnikova, Natalia V., and Oleg A. Rakitin. "4-(2,5-Dimethyl-1H-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine." Molbank 2023, no. 3 (2023): M1700. http://dx.doi.org/10.3390/m1700.

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1,2,5-Oxadiazol-3-amines with a heterocyclic substituent in the 4-position are being intensively investigated as compounds with valuable pharmacological activity. In this communication, the reaction of 1,2,5-oxadiazole-3,4-diamine with 2,5-hexanedione was shown to selectively give 4-(2,5-dimethyl-1H-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine as a product of the Paal–Knorr reaction. The structure of the synthesized compound was established by elemental analysis, high-resolution mass spectrometry, 1H and 13C NMR, and IR spectroscopy.

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11

Chunduru, Srinivasa Rao, Venkata Ramana Reddyy Ch., Jyotsna C., and S. Sait Shakil. "Synthesis of 3-[5-(morpholinomethyl/piperidinomethyl/pyrrolidinemethyl)-1 ,2 ,4- oxadiazol-3-yl]-4H-chromones." Journal of Indian Chemical Society Vol. 90, Sep 2013 (2013): 1461–66. https://doi.org/10.5281/zenodo.5790902.

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Department of Chemistry, JNTU, Kukatpally, Hyderabad-500 085, India Dr. Reddy Laboratories, Bachupally, Hyderabad-500 090, India <em>E-mail </em>: chemistrycsr@gmail.com <em>Manuscript received online 04 November 2012, revised 05 December 2012, accepted 30 December 2012</em> 5-(Chloromethyl)-3-(4<em>H</em>-chromen-3-yl)-1,2,4-oxadiazole (1a-e) react with pyrrolidine (6) to give 3-(4<em>H</em>-chromen-3-yl)-5-(pyrrolidin-1-ylmethyl)-1,2,4-oxadiazole (7a-e), (1a-e) react with piperidine (4) to give 1-{[3-(4<em>H</em>-chromen-3-yl)- 1,2,4-oxadiazol-5-yl]methyl}piperidine (5a-e) and (1a-e) react w

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12

Singh, Nisha Kumari, and Swastika Ganguly. "Synthesis and investigation of biological activities of some newaryl-2-((5-phenyl-1.3.4-oxadiazol-2-yl)thio)ethan-1-ones." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 34, no. 03 (2024): 299. http://dx.doi.org/10.59467/ijhc.2024.34.299.

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We have synthesized a series of aryl-2-((5-phenyl-1,3,4-oxadiazol-2-yl)thio)ethan-1-one derivatives (3a-j) by nucleophilic substitution of appropriately substituted phenacyl bromides 2(a-j) with 5-phenyl-1,3,4-oxadiazole-2-thiol (1) in dichloromethane and assessed their antimycobacterial, antibacterial, and antifungal activities. Compound 3g showed significantly greater antimycobacterial, antibacterial, and antifungal efficacy than the standard drug. Subsequently, a detailed analysis of the binding mode of the most potent compounds was conducted within the active binding site, utilizing the co

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13

Presnukhina, Sofia I., Marina V. Tarasenko, Kirill K. Geyl, et al. "Unusual Formation of 1,2,4-Oxadiazine Core in Reaction of Amidoximes with Maleic or Fumaric Esters." Molecules 27, no. 21 (2022): 7508. http://dx.doi.org/10.3390/molecules27217508.

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We have developed a simple and convenient method for the synthesis of 3-aryl- and 3-hetaryl-1,2,4-oxadiazin-5-ones bearing an easily functionalizable (methoxycarbonyl)methyl group at position 6 via the reaction of aryl or hetaryl amidoximes with maleates or fumarates. The conditions for this reaction were optimized. Different products can be synthesized selectively in good yields depending on the base used and the ratio of reactants: substituted (1,2,4-oxadiazin-6-yl)acetic acids, corresponding methyl esters, or hybrid 3-(aryl)-6-((3-(aryl)-1,2,4-oxadiazol-5-yl)methyl)-4H-1,2,4-oxadiazin-5(6H)

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14

Sarma, Bani Kanta, Xiaodan Liu, Hao Wu, Yu Gao, and Thomas Kodadek. "Solid phase synthesis of 1,3,4-oxadiazin-5 (6R)-one and 1,3,4-oxadiazol-2-one scaffolds from acyl hydrazides." Organic & Biomolecular Chemistry 13, no. 1 (2015): 59–63. http://dx.doi.org/10.1039/c4ob01883d.

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15

Xiong, Hualin, Hongwei Yang, Caijin Lei, Pengjiu Yang, Wei Hu, and Guangbin Cheng. "Combinations of furoxan and 1,2,4-oxadiazole for the generation of high performance energetic materials." Dalton Transactions 48, no. 39 (2019): 14705–11. http://dx.doi.org/10.1039/c9dt02684c.

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Energetic materials, comprising furoxan and 1,2,4-oxadiazole backbones, were synthesized by nitrating 3,3′-bis(5-amino-1,2,4-oxadiazol-3-yl)-4,4′-azofuroxan, followed by cation metathesis, giving compounds with high density, high detonation performance and acceptable sensitivities.

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16

R., Sapthagiri, Sriram R., Ilavarasan L., and Ravi A. "SYNTHESIS AND CHARACTERIZATION OF 2-AMINO-1, 3, 4-OXODIAZOLE DERIVATIVES." International Journal of Applied and Advanced Scientific Research 1, no. 2 (2017): 61–65. https://doi.org/10.5281/zenodo.258975.

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A simple protocol for the synthesis of 2-amino-1, 3, 4-oxadiazole derivatives using iodoaceticacid as a cyclodesulfurization agent. This method is also applicable to the synthesis of various substituted 2-amino-1, 3, 4-oxadiazole derivatives such as 5-(2-bromophenyl)-N-phenyl-1, 3, 4-oxadiazol-2-amine. The synthesized methodology was simple and hazardless, it’s giving good yield.

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17

Wu, Xiang-Wen, Meng-Meng Xin, Jian-Ping Ma, Zhen-Hua Wu, and Yu-Bin Dong. "The coordination chemistry of two symmetric double-armed oxadiazole-bridged organic ligands with copper salts." Acta Crystallographica Section C Crystal Structure Communications 69, no. 6 (2013): 601–5. http://dx.doi.org/10.1107/s0108270113010913.

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Two new symmetric double-armed oxadiazole-bridged ligands, 4-methyl-{5-[5-methyl-2-(pyridin-3-ylcarbonyloxy)phenyl]-1,3,4-oxadiazol-2-yl}phenyl pyridine-3-carboxylate (L1) and 4-methyl-{5-[5-methyl-2-(pyridin-4-ylcarbonyloxy)phenyl]-1,3,4-oxadiazol-2-yl}phenyl pyridine-4-carboxylate (L2), were prepared by the reaction of 2,5-bis(2-hydroxy-5-methylphenyl)-1,3,4-oxadiazole with nicotinoyl chloride and isonicotinoyl chloride, respectively. LigandL1 can be used as an organic clip to bind CuIIcations and generate a molecular complex, bis(4-methyl-{5-[5-methyl-2-(pyridin-3-ylcarbonyloxy)phenyl]-1,3,

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18

Bandeira, Gustavo Neto, Claudio Augusto Gomes da Camara, Marcílio Martins de Moraes, João Paulo Ramos de Melo, João Rufino de Freitas Filho, and Jucleiton José Rufino de Freitas. "Synthesis and Insecticidal Activity of 1,2,4-Oxadiazoles Derivates against (Plutella xylostella L.) Diamondback Moth." Archives of Current Research International 25, no. 1 (2025): 283–92. https://doi.org/10.9734/acri/2025/v25i11058.

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The diamondback moth (Plutella xylostella) is a cosmopolitan pest known for its destruction of cruciferous plants. Commercial insecticides, such as Decis 25 EC and Azamax, are the main forms of controlling this pest in irrigated systems in the agricultural communities of the city of Garanhuns (northeastern Brazil). However, the difficulty in controlling this pest resides in its high fecundity and short lifecycle, which serve as resistance mechanisms to insecticides. Considering the immediate need to find alternative products to insecticides employed in these agricultural communities, nine 1,2,

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19

M.A., SHAHSAFI, MESHKATALSADAT N.H., and PAREKH HANSA. "Studies on Oxadiazole. Part-VIII. Preparation and Antimicrobial Activity of p,p'-Bis(2-substituted-benzoylamino-1 ,3,4-oxadiazol-5-yl-methylamino )diphenylsulphone." Journal of Indian Chemical Society Vol. 65, Jan 1988 (1988): 64–65. https://doi.org/10.5281/zenodo.6122042.

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Department of Chemistry, Saurashtra University, Rajkot-360 005 <em>Manuscript received 11 February 1987,revised 30 November 1987, accepted 2 December 1987</em> Studies on Oxadiazole. Part-VIII. Preparation and Antimicrobial Activity of p,p'-Bis(2-substituted-benzoylamino-1 ,3,4-oxadiazol-5-yl-methylamino )diphenylsulphone.

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20

Yamuna, Thammarse S., Jerry P. Jasinski, Brian J. Anderson, H. S. Yathirajan, and Manpreet Kaur. "Raltegravir monohydrate." Acta Crystallographica Section E Structure Reports Online 69, no. 12 (2013): o1743—o1744. http://dx.doi.org/10.1107/s1600536813029747.

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The hydrated title compound [systematic name:N-(4-fluorobenzyl)-5-hydroxy-1-methyl-2-{1-methyl-1-[(5-methyl-1,3,4-oxadiazol-2-ylcarbonyl)amino]ethyl}-6-oxo-1,6-dihydropyrimidine-4-carboxamide monohydrate], C20H21FN6O5·H2O, is recognised as the first HIV integrase inhibitor. In the molecule, the dihedral angles between the mean planes of the pyrimidine ring and the phenyl and oxadiazole rings are 72.0 (1) and 61.8 (3)°, respectively. The mean plane of the oxadiazole ring is twisted by 15.6 (3)° from that of the benzene ring, while the mean plane of amide group bound to the oxadiaole ring is twi

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21

Steinmetz, Maxime, Christophe Gourlaouen, and David Sémeril. "How an Internal Supramolecular Interaction Determines the Stereochemistry of a Metal Center." Organics 5, no. 1 (2024): 1–11. http://dx.doi.org/10.3390/org5010001.

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The chloro-P,N-{diphenylphosphanyl-[(5-phenyl-1,3,4-oxadiazol-2-ylamino)phenyl-me- thyl]}(p-cymene)ruthenium(II) hexafluorophosphate complex (4) was obtained in two steps from diphenylphosphanyl-[(5-phenyl-1,3,4-oxadiazol-2-ylamino)phenyl-methyl] borane (2). In the first step, the oxadiazole ring coordinated with the ruthenium atom, resulting in the formation of the dichloro-N-{diphenylphosphanyl-[(5-phenyl-1,3,4-oxadiazol-2-ylamino)phenyl-methyl]borane}(p-cymene) ruthenium(II) complex (3). During the crystallization of the P,N-chelate ruthenium complex, the formation of conglomerate crystals

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22

Tkachuk, V., T. Lyubchuk, T. Tkachuk, and O. Hordiyenko. "A DEVELOPMENT OF AN EFFECTIVE METHOD FOR THE SYNTHESIS OF 2-(5-OXO-4,5-DIHYDRO-1,2,4-OXADIAZOL-3-YL)BENZOIC ACID." Bulletin of Taras Shevchenko National University of Kyiv. Chemistry, no. 1 (57) (2020): 51–54. http://dx.doi.org/10.17721/1728-2209.2020.1(57).13.

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2-(5-Oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzoic acid was synthesized using a new effective method – thermal heterocyclization of 3-(hydroxyimino)isoindolin-1-one, which occurs as a result of its interaction with 1,1'-carbonyldiimidazole (CDI) and subsequent base-promoted cycleopening of the obtained intermediate 3H,5H-[1,2,4]oxadiazolo[3,4-a]isoindole-3,5-dione. Direct cyclization of 3-(hydroxyimino)isoindolin-1-one by the reaction with diethyl carbonate in the presence of sodium ethylate in ethanol at room temperature and under heating was unsuccessful. The same result was observed when usi

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23

Mohammadi-Khanaposhtani, Maryam, Kiana Fahimi, Elahe Karimpour-Razkenari, et al. "Design, Synthesis and Cytotoxicity of Novel Coumarin-1,2,3-triazole-1,2,4- Oxadiazole Hybrids as Potent Anti-breast Cancer Agents." Letters in Drug Design & Discovery 16, no. 7 (2019): 818–24. http://dx.doi.org/10.2174/1570180815666180627121006.

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Background: This work reports design, synthesis, and in vitro cytotoxicity of novel coumarin-1,2,3-triazole-1,2,4-oxadiazole hybrids against three breast cancer cell lines MCF-7, MDA-MB-231, and T-47D. Methods: Synthetic procedure for the preparation of desired compounds was started from the reaction of coumarins or with propargyl bromide to give O-propargylated coumarins or 5. Then, click reaction between the later compounds and 3-aryl-5-(chloromethyl)-1,2,4-oxadiazoles afforded the desired products in good yields. Results: Among the synthesized compounds, 4-((1-((3-(4-chlorophenyl)-1,2,4-oxa

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Jin, Guoxia, Yuqi Ji, Teng Wang, et al. "Syntheses and characterization of dinuclear and tetranuclear AgI supramolecular complexes generated from symmetric and asymmetric molecular clips containing oxadiazole rings." Acta Crystallographica Section C Structural Chemistry 75, no. 10 (2019): 1327–35. http://dx.doi.org/10.1107/s2053229619011744.

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A new asymmetric ligand, 5-{3-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]phenyl}-2-(pyridin-3-yl)-1,3,4-oxadiazole (L5), which contains two oxadiazole rings, was synthesized and characterized. The assembly of symmetric 2,5-bis(pyridin-3-yl)-1,3,4-oxadiazole (L1) and asymmetric L5 with AgCO2CF3 in solution yielded two novel AgI complexes, namely catena-poly[[di-μ-trifluoroacetato-disilver(I)]-bis[μ-2,5-bis(pyridin-3-yl)-1,3,4-oxadiazole]], [Ag2(C2F3O2)2(C12H8N4O)2] n or [Ag2(μ2-O2CCF3)2(L1)2] n (1), and bis(μ3-5-{3-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]phenyl}-2-(pyridin-3-yl)-1,3,4-oxadiazole

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Panchal, Ishan I., Roshani Rajput, and Ashish D. Patel. "Design, Synthesis and Pharmacological Evalution of 1,3,4-Oxadiazole Derivatives as Collapsin Response Mediator Protein 1 (CRMP 1) Inhibitors." Current Drug Discovery Technologies 17, no. 1 (2020): 57–67. http://dx.doi.org/10.2174/1570163815666181106090708.

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Objective: The series of 2-(4-Phenylamino)-N-(5-((4-nitrophenoxy)methyl) -1,3,4-oxadiazol- 2-yl)aceta-mide (5a-5e) and substituted N-(5-(Phenoxymethyl)-1,3,4-oxadiazol-2-yl)-2- (phenylamino)acetamide (5f-5i) was designed, synthesized and investigated for Collapsin Response Mediator Protein 1 (CRMP 1) inhibitors as small lung cancer. Design: Design of compounds was determined by literature review and molecular docking studies in iGEMDOCK 2.0. Materials and Methods: Novel 1, 3, 4 Oxadiazole derivatives were synthesized and characterized by melting point, TLC, IR Spectroscopy, Mass spectroscopy a

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26

Hkiri, Shaima, Kübra Açıkalın Coşkun, Elvan Üstün та ін. "Silver(I) Complexes Based on Oxadiazole-Functionalized α-Aminophosphonate: Synthesis, Structural Study, and Biological Activities". Molecules 27, № 23 (2022): 8131. http://dx.doi.org/10.3390/molecules27238131.

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Two silver(I) complexes, bis{diethyl[(5-phenyl-1,3,4-oxadiazol-2-yl-κN3:κN4-amino) (4-trifluoromethylphenyl)methyl]phosphonate-(tetrafluoroborato-κF)}-di-silver(I) and tetrakis-{diethyl[(5-phenyl-1,3,4-oxadiazol-2-yl-κN3-amino)(4-trifluoromethylphenyl)methyl]phosphonate} silver(I) tetrafluoroborate, were prepared starting from the diethyl[(5-phenyl-1,3,4-oxadiazol-2-yl-amino)(4-trifluoromethylphenyl)methyl]phosphonate (1) ligand and AgBF4 salt in Ag/ligand ratios of 1/1 and 1/4, respectively. The structure, stoichiometry, and geometry of the silver complexes were fully characterized by element

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27

C., S. ANDOTRA, and SHARMA POONAM. "Synthesis and Antifungal Activity of some Substituted 1,3,4-Oxadiazolo[3,2-a]-s-triazin-5-phenyl-7-thione and Imidazo[2,1-b]-1,3,4-oxadiazol- 5-one." Journal of Indian Chemical Society Vol. 73, Dec 1996 (1996): 702–3. https://doi.org/10.5281/zenodo.5930030.

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Department of Chemistry, University of Jammu, Jammu-180 004 <em>Manuscript received 9 August 1994, revised 3 April 1995, accepted 22 May 1995</em> Synthesis and Antifungal Activity of some Substituted 1 ,3,4-Oxadiazolo[3,2-<em>a</em>]-<em>s</em>-triazin-5-phenyl-7-thione and Imidazo[2,1-<em>b</em>]-1,3,4-oxadiazol- 5-one.

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28

Salahuddin, Avijit Mazumder, and Mohammad Shaharyar. "Synthesis, Characterization, andIn VitroAnticancer Evaluation of Novel 2,5-Disubstituted 1,3,4-Oxadiazole Analogue." BioMed Research International 2014 (2014): 1–14. http://dx.doi.org/10.1155/2014/491492.

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In this series, we have synthesised a new 2,5-disubstituted 1,3,4-oxadiazole in search of potential therapeutics for cancer. The anticancer activities were evaluated on a panel of 60 cell lines by the National Cancer Institute according to its own screening protocol. Out of the 24 compounds, 11 were selected and evaluated via single high dose (10−5 M). In the next phase, two compounds have been selected for five-dose assay. The compounds 3-(5-benzyl-1,3,4-oxadiazol-2-yl)quinolin-2(1H)-one18(NSC-776965) and 3-[5-(2-phenoxymethyl-benzoimidazol-1-ylmethyl)-[1,3,4]oxadiazol-2-yl]-2-p-tolyloxy-quin

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29

Ahsan, Mohamed Jawed, Jyotika Sharma, Monika Singh, Surender Singh Jadav, and Sabina Yasmin. "Synthesis and Anticancer Activity ofN-Aryl-5-substituted-1,3,4-oxadiazol-2-amine Analogues." BioMed Research International 2014 (2014): 1–9. http://dx.doi.org/10.1155/2014/814984.

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In continuance of our search for anticancer agents, we report herein the synthesis and anticancer activity of some novel oxadiazole analogues. The compounds were screened for anticancer activity as per National Cancer Institute (NCI US) protocol on leukemia, melanoma, lung, colon, CNS, ovarian, renal, prostate, and breast cancers cell lines.N-(2,4-Dimethylphenyl)-5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-amine (4s) showed maximum activity with mean growth percent (GP) of 62.61 and was found to be the most sensitive on MDA-MB-435 (melanoma), K-562 (leukemia), T-47D (breast cancer), and HCT-15 (colo

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30

Ahsan, Mohamed Jawed, Arun Choupra, Rakesh Kumar Sharma, et al. "Rationale Design, Synthesis, Cytotoxicity Evaluation, and Molecular Docking Studies of 1,3,4-oxadiazole Analogues." Anti-Cancer Agents in Medicinal Chemistry 18, no. 1 (2018): 121–38. http://dx.doi.org/10.2174/1871520617666170419124702.

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Background: 1,3,4-Oxadiazole heterocycles possess a broad spectrum of biological activities. They were reported as potent cytotoxic agents and tubulin inhibitors; hence it is of great interest to explore new oxadiazoles as cytotoxic agents targeting tubulin polymerization. Objective: Two new series of oxadiazoles (5a-h and 12a-h) were synthesized, structurally related to the heterocyclic linked aryl core of IMC-038525, NSC 776715, and NSC 776716, with further modification by incorporating methylene linker. Method: The 2,5-disubstituted-1,3,4-oxadiazoles (5a-h and 12a-h) were synthesized by ref

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Beyzaei, Hamid, Soheila Sargazi, Ghodsieh Bagherzade, Ashraf Moradi, and Elahe Yarmohammadi. "Ultrasound-Assisted Synthesis, Antioxidant Activity and Computational Study of 1,3,4-Oxadiazol-2-amines." Acta Chimica Slovenica 68, no. 1 (2021): 109–17. http://dx.doi.org/10.17344/acsi.2020.6208.

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Development of synthetic procedures for the preparation of 1,3,4-oxadiazole derivatives has always been in the interest of researchers as a result of their widespread biological activities. In this study, an ultrasound-assisted procedure was proposed for the synthesis of 1,3,4-oxadiazol-2-amines form the reaction of hydrazides and cyanogen bromide. They were efficiently produced in 81–93% yields in the presence of ethanol and potassium bicarbonate as the reaction media and the base, respectively. Their antioxidant properties were determined via DPPH free radical scavenging method as one of the

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32

Kysil, Andrii, Angelina Biitseva, Oleksandra Bugera, Tetyana Yegorova, and Zoia Voitenko. "Synthesis of 2-(1,2,4-oxadiazol-5-yl)-2,3-dihydro-4H-chromen-4-ones." French-Ukrainian Journal of Chemistry 8, no. 2 (2020): 176–82. http://dx.doi.org/10.17721/fujcv8i2p176-182.

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Simple and efficient synthesis of 2-(1,2,4-oxadiazol-5-yl)-2,3-dihydro-4H-chromen-4-ones is elaborated. The method relies on CDI-mediated cyclocondensation of substituted 4-oxochromane-2-carboxylic acids and amidoximes. The protocol allows the preparation of 2-oxadiazolylchromanones decorated with two pharmacophores (2,3-dihydro-4H-chromen-4-one and 1,2,4-oxadiazole) that are in high demand in drug discovery.

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33

Ribkovskaia, Zinaida, Serghei Pogrebnoi, Alic Barba, and Fliur Macaev. "Synthesis and Characterization of [(5-Mercapto-1,3,4-Oxadiazol-2-YL)Aryl]-3,5-Diaryl-4,5-Dihydro-1H-Pyrazole-1-Carbothioamides." Chemistry Journal of Moldova 6, no. 1 (2011): 90–100. http://dx.doi.org/10.19261/cjm.2011.06(1).04.

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The synthesis and characterization of [(5-mercapto-1,3,4-oxadiazol-2-yl)aryl]-3,5-diaryl-4,5-dihydro-1Hpyrazole-1-carbothioamides - derivatives of pyrazolines and 5-[4(3)-isothiocyanatophenyl]-2-thio-1,3,4-oxadiazoles were realized. The synthesized compounds, are crystalline substances, stable in storage and when exposed to air and light.

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34

Hkiri, Shaima, Marwa Mekni-Toujani, Elvan Üstün та ін. "Synthesis of Novel 1,3,4-Oxadiazole-Derived α-Aminophosphonates/α-Aminophosphonic Acids and Evaluation of Their In Vitro Antiviral Activity against the Avian Coronavirus Infectious Bronchitis Virus". Pharmaceutics 15, № 1 (2022): 114. http://dx.doi.org/10.3390/pharmaceutics15010114.

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An efficient and simple approach has been developed for the synthesis of eight dialkyl/aryl[(5-phenyl-1,3,4-oxadiazol-2-ylamino)(aryl)methyl]phosphonates through the Pudovik-type reaction of dialkyl/arylphosphite with imines, obtained from 5-phenyl-1,3,4-oxadiazol-2-amine and aromatic aldehydes, under microwave irradiation. Five of them were hydrolyzed to lead to the corresponding phosphonic acids. Selected synthesized compounds were screened for their in vitro antiviral activity against the avian bronchitis virus (IBV). In the MTT cytotoxicity assay, the dose-response curve showed that all te

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Kaya, Betül, Weiam Hussin, Leyla Yurttaş, et al. "Design and Synthesis of New 1,3,4-Oxadiazole – Benzothiazole and Hydrazone Derivatives as Promising Chemotherapeutic Agents." Drug Research 67, no. 05 (2017): 275–82. http://dx.doi.org/10.1055/s-0042-119070.

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AbstractLooking for new cytotoxic and antimicrobial agents with improved antitumor activity, a series of hydrazide and oxadiazole derivatives were designed and synthesized using 3-methoxyphenol as starting substance. Novel N’-(arylidene)-2-(3-methoxyphenoxy)acetohydrazide derivatives (4a–f)/1-(4-substitutedphenyl)-2-[(5-[(3-methoxyphenoxy)methyl]-1,3,4-oxadiazol-2-yl)thio]ethan-1-one derivatives (6a–f)/N-(6-substitutedbenzothiazol-2-yl)-2-[(5-[(3-methoxyphenoxy)methyl]-1,3,4-oxadiazol-2-yl)thio]acetamide derivatives (7a–e) were obtained and evaluated for their in vitro antimicrobial activity a

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36

Ahsan, Mohamed Jawed, Lakshya Bhandari, Shally Makkar, et al. "Synthesis, Antiproliferative, and Antioxidant Activities of Substituted N-[(1,3,4-Oxadiazol-2-yl) Methyl] Benzamines." Letters in Drug Design & Discovery 17, no. 2 (2020): 145–54. http://dx.doi.org/10.2174/1570180816666181113110033.

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Background: Oxadiazole emerged as an important class of heterocyclic compound with diverse biological activities like anticancer, antitubercular, anticonvulsant, anti-tubulin, antimicrobial, anti-inflammatory, antioxidant etc. Objective: The objective of this study is to synthesis series of twelve substituted N-[(1,3,4-oxadiazol-2- yl)methyl]benzamines (6a-l) and their evaluation as antiproliferative and antioxidant agents. Methods: The substituted N-[(1,3,4-oxadiazol-2-yl)methyl]benzamines (6a-l) analogues were synthesized as per the reported procedure. The antiproliferative activity was test

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37

Pagoria, Philip, Maoxi Zhang, Ana Racoveanu, Alan DeHope, Roman Tsyshevsky, and Maija Kuklja. "3-(4-Amino-1,2,5-oxadiazol-3-yl)-4-(4-nitro-1,2,5-oxadiazol-3-yl)-1,2,5-oxadiazole." Molbank 2014, no. 2 (2014): M824. http://dx.doi.org/10.3390/m824.

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38

Sağırlı, Akın, and Yaşar Dürüst. "Reactions of 3-(p-substituted-phenyl)-5-chloromethyl-1,2,4-oxadiazoles with KCN leading to acetonitriles and alkanes via a non-reductive decyanation pathway." Beilstein Journal of Organic Chemistry 14 (December 10, 2018): 3011–17. http://dx.doi.org/10.3762/bjoc.14.280.

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The present work describes an unfamiliar reaction of 5-(chloromethyl)-3-substituted-phenyl-1,2,4-oxadiazoles with KCN affording trisubstituted 1,2,4-oxadiazol-5-ylacetonitriles and their parent alkanes, namely, 1,2,3-trisubstituted-1,2,4-oxadiazol-5-ylpropanes. To the best of our knowledge, the current synthetic route leading to decyanated products will be the first in terms of a decyanation process which allows the transformation of trisubstituted acetonitriles into alkanes by the incorporation of KCN with the association of in situ-formed HCN and most likely through the extrusion of cyanogen

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39

Liu, Hua, Lin Lu, and Dun Jia Wang. "Synthesis and Optical Properties of some Novel Bis-1,3,4-Oxadiazoles." Advanced Materials Research 1104 (May 2015): 131–35. http://dx.doi.org/10.4028/www.scientific.net/amr.1104.131.

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Three 2,6-bis (1,3,4-oxadiazol-2-yl) pyridine derivatives were synthesized and their structures were conformed by1H NMR, FTIR, MS techniques and elemental analysis. The UV–Vis absorption and fluorescence emission spectra of these compounds were investigated in chloroform solution. The results showed that these bis-1,3,4-oxadiazole derivatives had broad and strong absorption at 278−302 nm in the UV–Vis spectra and exhibited fluorescence emission at 338 −367 nm under UV illumination in fluorescence spectra. It was found that the nature of the substituents at benzene ring in bis-1,3,4-oxadiazole

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40

Lata, Suman, Lucky Choudhary, Komalpreet Kaur, Shivani Bharti, and Vikrant Abbot. "Synthesis of 4-hydroxy-2H-chromene-2-one and 1,3,4-oxadiazole hybrids as potential antioxidant and antibacterial agents." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 35, no. 02 (2025): 385. https://doi.org/10.59467/ijhc.2025.35.385.

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A new series of 4-hydroxy-3-(2-(5-phenyl-1,3,4-oxadiazol-2-ylamino)ethyl)-2H-chromen-2-one derivatives (4a-4e) was synthesized by the hybrid approach and evaluated for antioxidant and antibacterial activity. The antibacterial results revealed that derivatives 4d and 4e exhibited superior activity compared to ciprofloxacin, a commonly used standard antibacterial agent. These findings highlight the promising pharmacological profile of the synthesized coumarin-oxadiazole hybrids, particularly as potent antibacterial and antioxidant agents, which warrants further investigation for potential therap

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41

R., N. VANSDADIA, J. VIKANI H., and RAREKH HANSA. "Studies on 1,3,4-Oxadiazoles. Part-XII. Preparation and Antimicrobial Activity of p,p'-Bis(2-substituted-benzalamino/benzoylamino-1,3,4-oxadiazol-5-ylmethoxy)diphenyl Sulphones." Journal of Indian Chemical Society Vol. 65, Nov 1988 (1988): 782–83. https://doi.org/10.5281/zenodo.6090174.

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Department of Chemistry, Saurashtra University, Rajkot-860 005 <em>Manuscript received 16 May 1988, accepted 2 .August 1988</em> <em>p,p'</em>-Bis(hydrazinocarbonylmethoxy)diphenyl sulphone (1) was treated with cyanogen bromide to get<em> p,p'</em>-bis(2-amino-1,3,4-oxadiazol-5-ylmethoxy)diphenyl sulphone (2) which was condensed with different aromatic aldehydes/acid chlorides to get the corresponding benzalamino (3)/benzoylamino (4)-oxadiazole derivatives.

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42

Wehtje, Glenn R., Charles H. Gilliam, and Ben F. Hajek. "Adsorption, Desorption, and Leaching of Oxadiazon in Container Media and Soil." HortScience 28, no. 2 (1993): 126–28. http://dx.doi.org/10.21273/hortsci.28.2.126.

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Adsorption of 14C-labeled oxadiazon was evaluated in three soilless media and a mineral soil at concentrations between 0.1 and 100 mg·kg-1. Adsorption, which was at least 96%, was not influenced by absorbent type (medium vs. soil) or by oxadiazon concentration. However, desorption was greater in the media than in the soil. After five water extractions, 5.4% of the applied oxadiazon was recovered from media, but only 0.4% was recovered from the soil. In the soil and in two of the media, leaching with water failed to displace oxadiazon 2 cm below the surface to which it had been applied. No oxad

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43

Hoque, M. E., R. M. Wilkins, A. Kennedy, and J. A. Garratt. "Sorption behaviour of oxadiazon in tropical rice soils." Water Science and Technology 56, no. 1 (2007): 115–21. http://dx.doi.org/10.2166/wst.2007.442.

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The soprtion behaviour of a pre-emergent herbicide, oxadiazon (5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2 (3H)-one) was investigated in tropical rice soils using a batch equilibrium method. There is no information available on the fate of oxadiazon in Bangladeshi soils; Bangladesh rice soil is a unique environment. The experiment was performed using radiolabelled (14C) oxadiazon. The sorption and desorption isotherm of oxadiazon was described using the Freundlich equation. L-type sorption isotherms were observed. The correlation coefficient (r2) was 0.995 to 0.997 and t

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44

Sattar, Almas, Aziz-ur-Rehman, Muhammad Athar Abbasi, Sabahat Zahra Siddiqui, Shahid Rasool, and Irshad Ahmad. "Synthesis of some novel enzyme inhibitors and antibacterial agents derived from 5-(1-(4-tosyl)piperidin-4-yl)-1,3,4-oxadiazol-2-thiol." Brazilian Journal of Pharmaceutical Sciences 52, no. 1 (2016): 77–85. http://dx.doi.org/10.1590/s1984-82502016000100009.

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ABSTRACT Keeping in mind the pharmacological importance of the 1,3,4-oxadiazole moiety, a series of new S-substituted derivatives, 5a-h, of 5-(1-(4-tosyl)piperidin-4-yl)-1,3,4-oxadiazol-2-thiol (3) were synthesized. The reaction of p-toluenesulfonyl chloride (a) and ethyl isonipecotate (b) produced ethyl 1-(4-tosyl)piperidin-4-carboxylate (1) which was further transformed into 1-(4-tosyl)piperidin-4-carbohydrazide (2) by hydrazine hydrate in methanol. Compound 2 was refluxed with CS2 in the presence of KOH to synthesize 5-(1-(4-tosyl)piperidin-4-yl)-1,3,4-oxadiazol-2-thiol (3). The desired com

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45

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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46

Yurttaş, Leyla, Betül K. Çavuşoğlu, Gülşen A. Çiftçi, and Halide E. Temel. "Synthesis and Biological Evaluation of New 1,3,4-Oxadiazoles as Potential Anticancer Agents and Enzyme Inhibitors." Anti-Cancer Agents in Medicinal Chemistry 18, no. 6 (2018): 914–21. http://dx.doi.org/10.2174/1871520618666180322123327.

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Background: 1,3,4-Oxadiazoles have been known with a wide variety of pharmacological activities including anticancer activity. Objective: In this study, novel 2,5-disubstituted 1,3,4-oxadiazole derivatives were synthesized and evaluated for determining their anticancer, anticholinesterase and lipoxygenase (LOX) inhibitory activity. Methods: All compounds were tested against C6 rat glioma, A549 human lung carcinoma and NIH/3T3 mouse embryo fibroblast cell lines to define cytotoxic concentrations and apoptosis induction levels which they cause. Results: Many of the compounds exhibited remarkable

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47

Ding, Bin, Jie Wu, Xiang Xia Wu, et al. "Syntheses, structural diversities and characterization of a series of coordination polymers with two isomeric oxadiazol-pyridine ligands." RSC Advances 7, no. 16 (2017): 9704–18. http://dx.doi.org/10.1039/c6ra28153b.

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In this work two positional-isomeric oxadiazol-pyridine ligands 3-(5-methyl-1,3,4-oxadiazol-2-yl)pyridine (L<sub>1</sub>) and 4-(5-methyl-1,3,4-oxadiazol-2-yl)pyridine (L<sub>2</sub>) have been designed and synthesized.

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48

Gilreath, James P. "Preemergence Weed Control in Statice." HortScience 24, no. 5 (1989): 794–96. http://dx.doi.org/10.21273/hortsci.24.5.794.

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Abstract Preemergence herbicides for weed control in field-grown statice [Limonium sinuatum (L.) Mill.], applied pretransplant, with a second posttransplant application over the top of the crop before flowering, were evaluated. DCPA, oxadiazon, and oxyfluorfen generally provided safe, efficacious weed control in the first experiment (1984) and were further evaluated in the second experiment (1985), wherein crop vigor and yield were not reduced. Control of most weeds was good with DCPA, oxadiazon, and oxyfluorfen; however, crabgrass [Digitaria sanguinalis (L.) Scop.] control with oxyfluorfen wa

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Hatterman, Harlene M., Patrick J. Shea, and Ellen T. Paparozzi. "Weed Control in Annual Statice." Weed Science 35, no. 3 (1987): 373–76. http://dx.doi.org/10.1017/s0043174500053844.

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Experiments were conducted in 1982, 1983, and 1984 to determine whether herbicides can effectively control weeds in annual statice (Limonium sinuatum Mill.) without reducing the marketability of the crop. A greenhouse evaluation of chlorpropham (1-methylethyl 3-chlorophenylcarbamate), napropamide [N,N-diethyl-2-(1-naphthalenyloxy)propanamide], EPTC (S-ethyl dipropyl carbamothioate), oxadiazon {3-[2,4-dichloro-5-(1-methylethoxy)phenyl]-5-(1,1-dimethylethyi)-1,3,4-oxadiazol-2-(3H)-one}, and trifluralin [2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzenamine] indicated that preemergence applicat

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50

Zhou, Ying, S. Y. Feng, and D. H. Zhang. "A probe molecule based on 1,3,4-oxadiazole was constructed for crystal structure analysis and Sn4+ identification." Журнал структурной химии 65, no. 11 (2024): 135435. http://dx.doi.org/10.26902/jsc_id135435.

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In order to develop the application of 1,3, 4-oxadiazole compounds in the direction of fluorescent probes, this paper modified the probes by introducing 2-(bromomethyl) pyridine on the amino group of 1,3, 4-oxadiazole derivatives, and synthesized HL1(2-(5-(2-aminophenyl)-1,3,4-oxadiazol-2-yl)-N-(pyridin-2-ylmethyl)aniline). Its structure was characterized by NMR, HRMS and single crystal X-ray diffraction. The weak interaction of HL1 was analyzed by using Multiwfn to draw Hirshfeld surface. The HOMO and LUMO orbitals of HL1 were analyzed in B3LYP/ 6-311++ G basis set using DFT theory. HL1 is hi

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