Synthesis of 1,3,4‐Oxadiazoles and 1,3‐Thiazolidinones Containing 1,4,5,6‐Tetrahydro‐6‐pyridazinone

Tao, Jing; Cao, Liping; Wang, Caifang; Wang, Duo-Zhi

doi:10.1002/jccs.200600158

Cited by 11 publications

(12 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Since both cyclic imides and 1,3,4oxadiazoles are very important organic compounds having wide spectrum of biological activities [18,19] the target of the present work is to synthesize new compounds containing these two biologically active components with expected biological activity. The target of this work was performed by following different strategies, the first one involved reaction of 5-substituted-2amino-1,3,4-oxadiazoles with selected cyclic anhydrides.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis, Characterization and Evaluation of Antibacterial Activity of Several New 3,4-Dimethyl Maleimides and 1,8-Naphthalimides Containing 1,3,4-Oxadiazole Ring

MaroufAl-Azzawi¹

2011

JNUS

View full text Add to dashboard Cite

A series of new cyclic imides (3,4-dimethyl maleimides) and (1,8-naphthalimides) substituted with 1,3,4-oxadiazole ring were prepared by following four different methods. The first one involved direct reaction of 5-substituted-2 -amino-1,3,4-oxadiazole with 3,4-dimethyl maleic anhydride under certain conditions while the second method involved reaction of 5-subsitiuted-2amino-1,3,4-oxadiazole with 1,8-naphthalic anhydride in the presence of glacial acetic acid. The strategy used in performing the third method based on Gabrial synthesis involving treatment of 5substituted-2-amino-1,3,4-oxadiazoles with chloro acetyl chloride to afford 2-(2-chloro acetyl amino)-1,3,4-oxadiazoles which in turn were used subsequently in reaction with 1,8-naphthalimide producing three new N-(2-acetyl amino-5-substituted-1,3,4-oxadiazole-2-yl )-1,8-naphthalimides. The strategy used in performing the fourth method based on Williamson reaction including reaction of the prepared 2-(2-chloro acetyl amino)-1,3,4-oxadiazoles with N-( hydroxy phenyl )-3,4-dimethyl maleimides to afford nine new N-[2-oxyacetamido-5substituted 1,3,4-oxadiazole-2-yl )phenyl]-3,4-dimethyl maleimides. Finally antibacterial activity of all the prepared new cyclic imides were evaluated against two types of bacteria and the results showed that most of the new imides posses high biological activity against these organisms.

show abstract

Section: Resultsmentioning

confidence: 99%

“…The obtained precipitate was filtered, washed thoroughly with water and dried then was purified by recrystallization from benzene. Table (3) lists physical properties and FTIR spectral data of the prepared imides [13][14][15][16][17][18].…”

Section: -Preparation Of N-(5-substituted-134oxadiazole-2-yl)-18-naph...mentioning

confidence: 99%

Synthesis, Characterization and Evaluation of Antibacterial Activity of Several New 3,4-Dimethyl Maleimides and 1,8-Naphthalimides Containing 1,3,4-Oxadiazole Ring

MaroufAl-Azzawi¹

2011

JNUS

View full text Add to dashboard Cite

show abstract

“…The reactions of pyridazinones with PCl 5 /POCl 3 , arylsulphonyl chloride derivatives, aliphatic/ aromatic aldehydes and towards reaction with hydrazine hydrate, carbohydrate hydrazones, aliphatic/aromatic amines, etc. Sometimes the incorporation of amino acid residues in various sulfur-and nitrogen-containing heterocycles enhances the biological profile much folds over that of its parent nucleus [40][41][42][43][44] .…”

Section: Synthesis Of 4-mentioning

confidence: 99%

Some Conventional and Convenient Process for Functionalization of 6-Phenyl-4,5-Dihydropyridazinone Compounds

Asif

2016

AJCPS

View full text Add to dashboard Cite

The pyridazinone derivatives, particularly those bearing substituted different group or atom at a different position, have attracted considerable attention due to their characteristic pharmacological and other anticipated activities. These activities promoted the synthesis of a large number of substituted pyridazinone derivatives in order to explore the usefulness of this heterocyclic system. In the present review, various synthetic methods have been studied for the synthesis of substituted pyridazinone derivatives. The behaviour of the pyridazinone toward formaldehyde/piperidine, ethyl chloroacetate, chloroacetic acid, benzene sulfonyl chloride, bromine/acetic acid and aromatic aldehydes has also been studied. However, the reactions of the chloro derivative resulting from the reaction of pyridazinone with phosphorus oxychloride (POCl3). The behavior of chloropyridazine toward hydrazines, thiourea, sodium azide, anthranilic acid, aromatic amines and sulfa compounds have also been taken into consideration. Thethiopyridazinone derivativeswere prepared from the reaction of pyridazinone with phosphorus pentasulphide (P2S5). All the structures of were established on the based of spectroscopic data.

show abstract

“…Interest in the biological and industrial potentialities of 4-thiazolidinone [6] and 1,3,4-oxadiazole [7] derivatives has resulted in the development of various synthetic procedures for the introduction of such heterocyclic moieties into 2-mercapto benzimidazole. Because of significant potential therapeutic properties and industrial applications, a prominent place and much interest is generated in the synthesis of new class of heterocyclic systems such as 4-thiazolidinone [8] and 1,3,4-oxadiazole [9] derivatives, thereby to explore their biological properties and industrial applications.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 2‐Mercaptobenzimidazole Derivatives as Potential Anti‐microbial and Cytotoxic Agents

Hosamani

Shingalapur

2011

Archiv der Pharmazie

View full text Add to dashboard Cite

A series of novel 2-(1H-benzimidazol-2-ylsulfanyl)-N-(4-oxo-2-phenyl-thiazolidin-3yl)-acetamide 5a-j have been synthesized from various aldehydes and 2-(5-phenyl-[1,3,4]-oxadiazol-2-ylmethylsulfanyl)-1H-benzimidazole 6a-j from various benzoic acids. These compounds were screened for their in-vitro anti-bacterial activity against Staphylococcus aureus and Enterococcus faecalis as Gram positive, Klebsiella pneumoniae and Escherichia coli as Gram negative bacterial strains and for in-vitro anti-fungal activity against Asperigillus fumigatus and Candida albicans. The in vitro cytotoxic properties were studied using brine shrimp bioassay. Results revealed that, compounds 5b, 5d, 5g, 5i, 6b, 6e, 6f, and 6i showed excellent activity against a panel of microorganisms. The cytotoxic activities of 5b, 5g, 5i, 6b, 6f, 6h, and 6i were found to be good. All the newly synthesized compounds were characterized by elemental analysis, IR, (1)H-NMR, (13)C-NMR and MS.

show abstract

Synthesis of 1,3,4‐Oxadiazoles and 1,3‐Thiazolidinones Containing 1,4,5,6‐Tetrahydro‐6‐pyridazinone

Cited by 11 publications

References 14 publications

Synthesis, Characterization and Evaluation of Antibacterial Activity of Several New 3,4-Dimethyl Maleimides and 1,8-Naphthalimides Containing 1,3,4-Oxadiazole Ring

Synthesis, Characterization and Evaluation of Antibacterial Activity of Several New 3,4-Dimethyl Maleimides and 1,8-Naphthalimides Containing 1,3,4-Oxadiazole Ring

Some Conventional and Convenient Process for Functionalization of 6-Phenyl-4,5-Dihydropyridazinone Compounds

Synthesis of 2‐Mercaptobenzimidazole Derivatives as Potential Anti‐microbial and Cytotoxic Agents

Contact Info

Product

Resources

About