Journals / Karadeniz Fen Bilimleri Dergisi / 2016 / Cilt: 6 - Sayı: 14

Synthesis of New 3, 5-Disubstituted-1, 2, 4-Triazoles and Evaluation of Antimicrobial Activities

Yeni 3, 5- Disubstitue-1, 2, 4-Triazoller’in Sentezi ve Antimikrobiyal Aktivitelerinin Değerlendirilmesi

Pages
89–98
Publication Date
2016-12-15
DOI
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

The results show that the synthesized new compounds had effective antimicrobial activities.

📌 3 Key Takeaways

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Objective & Hypothesis:The chemistry of heterocyclic compounds containing five membered 1, 2, 4-triazole nucleus has been an intresting field of study recently.
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Key Findings & Data:The five membered 1, 2, 4-triazole ring includes two tautomeric forms i.e., 1H-1, 2, 4-triazole, 4H-1, 2, 4-triazole.
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Conclusion & Impact:The results show that the synthesized new compounds had effective antimicrobial activities.
🔬Design:Review & Systematic Survey
📍Scope:Comprehensive Sample
⚙️Variables:Açil hidrazon · 4-triazol · Schiff bazı

Abstract

The chemistry of heterocyclic compounds containing five membered 1, 2, 4-triazole nucleus has been an intresting field of study recently. The five membered 1, 2, 4-triazole ring includes two tautomeric forms i.e., 1H-1, 2, 4-triazole, 4H-1, 2, 4-triazole. The triazole derivatives possess extensive spectrum of biological activities such as antibacterial, antifungal, antitubercular, anxiolytic, anticonvulsant, antiinflammatory, analgesic, anticancer, antioxidant activities. The present review is determined view of pharmacological activity of compounds bearing 1, 2, 4-triazole nucleus. First, a series of acylhydrazones 1(a-d) were synthesized by the condensation of iminoester hydrochlorides with acyl hydrazines. The treatment of acylhydrazones with hydrazine hydrate afforded 4-amino-(3, 5-diaryl-4-yl)-4H-1,2, 4- triazoles 2(a-d). A series of new (3, 5-diaryl-4-yl)-4-(arylmethylenamino)-4H-1, 2, 4-triazole derivatives 3(a-d) were prepared in good yields by treatment of 4-amino-(3, 5-diaryl-4-yl)-4H-1, 2, 4-triazoles 2(a-d) with selected aldehydes. Sodium borohydride reduction of 4-arylidenamino derivatives afforded 4- alkylamino-3, 5-dialkyl-1, 2, 4- triazoles 4(a-d). The present review, eight new compounds have been synthesized and characterized by elemental analyses, IR, 1H NMR and 13C NMR spectral data. A series of compounds have been evaluated for their antimicrobial activities. The results show that the synthesized new compounds had effective antimicrobial activities.

Özet

Beş üyeli 1, 2, 4 triazol halkası içeren heterosiklik bileşiklerin çalışma alanı son yıllarda giderek dikkat çekmektedir. Bu triazol halkası 1H-1, 2, 4-triazol ve 4H-1, 2, 4-triazol olmak üzere iki tautomerik formu içerir. Triazol türevleri, antibakteriyel, antifungal, antitüberküloz, anksiyolitik, antikonvulsan, anti-inflamatuar, analjezik, antikanser, antioksidan gibi geniş spektrumlu biyolojik aktivitelere sahiptirler. Bu çalışmada 1, 2, 4-triazol halkası taşıyan bileşiklerin farmakolojik aktivite gösterdiği belirlenmiştir. Öncelikle, iminoester hidroklorürlerin açil hidrazinlerle reaksiyonundan açil hidrazon (1a-d)’ lar sentezlenmiştir. Daha sonra açil hidrazonların hidrazin hidrat ile muamelesinden 4-amino-(3,5-diaril-4-il)-4H-1, 2, 4-triazol (2a-d) bileşikleri elde edilmiştir. Yeni (3,5-diaril-4-il)-4-(arilmetilenamino)-4H-1, 2, 4-triazol (3a-d)’ler, 4-amino-(3,5-diaril-4-il)-4H-1, 2, 4-triazoller (2a-d)’in bazı aldehitlerle reaksiyonlarından yüksek verimlerle elde edilmiştir. 4-arilidenamino türevlerinin sodyumborhidrür ile indirgenmesinden ise 4-alkillamino-3,5-dialkil-1, 2, 4- triazol (4a-d) bileşikleri sentezlenmiştir. Bu çalışmada 8 yeni bileşik sentezlendi ve yapıları elemental analiz, IR, 1H NMR, 13C NMR spektral verilerle aydınlatıldı. Bileşik serilerinin antimikrobiyal aktiviteleri değerlendirildi. Sonuçlar sentezlenen yeni bileşiklerin etkili antimikrobiyal aktiviteye sahip olduğunu göstermektedir.

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Cite This Article

GÜMRÜKÇÜOĞLU, N. (2016). Synthesis of New 3, 5-Disubstituted-1, 2, 4-Triazoles and Evaluation of Antimicrobial Activities. Karadeniz Fen Bilimleri Dergisi, Cilt: 6 - Sayı: 14, 89–98. https://ajindex.com/articles/682758

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