Synthesis and antimicrobial activities of hybrid heterocyclic molecules based on 1-(4-fluorophenyl) piperazine skeleton

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Küçük Resim

Tarih

2017

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Bentham Science Publishers

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

Background: The amine (2) was prepared starting from 1-(4-fluorophenyl) piperazine via two steps, and then converted to the corresponding hydrazide (4). The reaction of hydrazide (4) with carbon disulfide generated the corresponding 1,3,4-oxadiazole (5), while the treatment of hydrazide with ethyl bromoacetate produced 4-oxo-2-thioxo-1,3-thiazolidine compound (6). The four-component condensation of 4 with several aldehydes gave the corresponding 4-oxo-2-thioxo-1,3-thiazolidinglycinamides (7a-f). Methods: The synthesis of 4-oxo-1,3-oxazolidines (9a, b), 1,3-oxazoles (10a, b) and 1,3,4-triazoles (11a, b) was carried out starting from compounds 8a, b. Mannich bases (12a-d and 13a-f) were prepared using three component condensation of compounds 5 and 12a, b and corresponding amines. The synthesis of 16a-c, which were considered as the new analogues of azole class antifungals, was performed starting from the compound 14a via three steps. Results and Conclusion: All the reactions were examined under traditional and microwave irradiation conditions, and optimum conditions were defined. The antimicrobial activities of the newly synthesized compounds were screened and some of the tested compounds were displayed good-moderate antibacterial activity.

Açıklama

Karadeniz Technical University, BAP, Turkey (Ref. No. 8623) and is gratefully acknowledged.

Anahtar Kelimeler

Fluorophenyl piperazine, Hybrid compound, Multicomponent, Microwave, Antimicrobial activity, Acids

Kaynak

Letters in Drug Design & Discovery

WoS Q Değeri

N/A

Scopus Q Değeri

N/A

Cilt

14

Sayı

9

Künye

Özdemir, S. B., Demirbaş, N., Cebeci, Y. U., Bayrak, H., Mermer, A., Ceylan, S., & Demirbaş, A. (2017). Synthesis and antimicrobial activities of hybrid heterocyclic molecules based on 1-(4-fluorophenyl) piperazine skeleton. Letters in Drug Design & Discovery, 14(9), 1014-1034.