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

Nurhan GÜMRÜKÇÜOĞLU

Article Details

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

Authors:

Nurhan GÜMRÜKÇÜOĞLU

Publisher:

Giresun University

Journal:

The Black Sea Journal of Sciences 2016 Vol.6 Issue 14, pp.89-98

Document Type:

Article

Publication Date:

12/2016

Document Language:

English

Document ID (Org No.):

2000508870

Frequency:

Bi-Annual

eISSN:

2564-7377

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.

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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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Article Details

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

Authors: Nurhan GÜMRÜKÇÜOĞLU

Publisher: Giresun University

Journal: The Black Sea Journal of Sciences 2016 Vol.6 Issue 14, pp.89-98

Document Type: Article

Publication Date: 12/2016

Document Language: English

Document ID (Org No.): 2000508870

Frequency: Bi-Annual

eISSN: 2564-7377

Issues

Authors:

Nurhan GÜMRÜKÇÜOĞLU

Publisher:

Giresun University

Journal:

The Black Sea Journal of Sciences 2016 Vol.6 Issue 14, pp.89-98

Document Type:

Article

Publication Date:

12/2016

Document Language:

English

Document ID (Org No.):

2000508870

Frequency:

Bi-Annual

eISSN:

2564-7377