Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities

DEMİRBAŞ, NESLİHAN; Alpay Karaoğlu, Şengül; SERDAR, Mevlut; GÜMRÜKÇÜOĞLU, Nurhan

Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities

Mevlut SERDAR, (Karadeniz Teknik Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Trabzon, Türkiye)

Nurhan GÜMRÜKÇÜOĞLU, (Karadeniz Teknik Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Trabzon, Türkiye)

ŞENGÜL ALPAY KARAOĞLU, (Karadeniz Teknik Üniversitesi, Fen Edebiyat Fakültesi, Biyoloji Bölümü, Trabzon, Türkiye)

Neslihan DEMİRBAŞ (Karadeniz Teknik Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Trabzon, Türkiye)

Turkish Journal of Chemistry

1 0

Yıl: 2007 Cilt: 31 Sayı: 3 Sayfa Aralığı: 315 - 326 Metin Dili: İngilizce İndeks Tarihi: 29-07-2022

Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities

Öz:

A series of acylhydrazones (2a-d) was synthesized from the reactions of iminoester hydrochlorides (1a-e) with acyl hydrazines. 2,5-Dialkyl 1,3,4-oxadiazoles (3a-d) were obtained in the same reaction media. The treatment of acylhydrazones with hydrazine hydrate afforded 4-amino-3,5-dialkyl-1,2,4-triazoles (4a-c). The acetylation of 4-amino-3-(4-hydroxyphenyl)-5-phenyl-4H-1,2,4-triazole (4a) produced 4- amino-5-(4-acetoxyphenyl)-3-phenyl-4H-1,2,4-triazole (9), while the acetylation of 4-amino-3-(4-tolyl)- 5-phenyl-4H-1,2,4-triazole (4b) gave 4-acetylamino-3-phenyl-5-(4-tolyl)-4H-1,2,4-triazole (10). The treatment of compound 4b with various aromatic aldehydes or acetophenone and 4-nitroacetophenone resulted in the formation of 4-arylidenamino-3,5-dialkyl-4H-1,2,4-triazoles (5a-e and 7a,b). Sodium borohydride reduction of 4-arylidenamino derivatives of 1,2,4-triazoles afforded 4-alkylamino-3,5-dialkyl- 4H-1,2,4-triazoles (6a-e and 8a,b). All newly synthesized compounds were screened for their antimicrobial and antifungal activities using agar-well diffusion. Compounds 5c and 6d showed marginal antimicrobial activities against Staphylococcus aureus, while compound 6b displayed moderate antifungal activity towards Candida tropicalis.

Anahtar Kelime:

Konular: Mühendislik, Kimya

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık

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APA	SERDAR M, GÜMRÜKÇÜOĞLU N, Alpay Karaoğlu Ş, DEMİRBAŞ N (2007). Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities. , 315 - 326.
Chicago	SERDAR Mevlut,GÜMRÜKÇÜOĞLU Nurhan,Alpay Karaoğlu Şengül,DEMİRBAŞ NESLİHAN Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities. (2007): 315 - 326.
MLA	SERDAR Mevlut,GÜMRÜKÇÜOĞLU Nurhan,Alpay Karaoğlu Şengül,DEMİRBAŞ NESLİHAN Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities. , 2007, ss.315 - 326.
AMA	SERDAR M,GÜMRÜKÇÜOĞLU N,Alpay Karaoğlu Ş,DEMİRBAŞ N Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities. . 2007; 315 - 326.
Vancouver	SERDAR M,GÜMRÜKÇÜOĞLU N,Alpay Karaoğlu Ş,DEMİRBAŞ N Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities. . 2007; 315 - 326.
IEEE	SERDAR M,GÜMRÜKÇÜOĞLU N,Alpay Karaoğlu Ş,DEMİRBAŞ N "Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities." , ss.315 - 326, 2007.
ISNAD	SERDAR, Mevlut vd. "Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities". (2007), 315-326.

APA	SERDAR M, GÜMRÜKÇÜOĞLU N, Alpay Karaoğlu Ş, DEMİRBAŞ N (2007). Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities. Turkish Journal of Chemistry, 31(3), 315 - 326.
Chicago	SERDAR Mevlut,GÜMRÜKÇÜOĞLU Nurhan,Alpay Karaoğlu Şengül,DEMİRBAŞ NESLİHAN Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities. Turkish Journal of Chemistry 31, no.3 (2007): 315 - 326.
MLA	SERDAR Mevlut,GÜMRÜKÇÜOĞLU Nurhan,Alpay Karaoğlu Şengül,DEMİRBAŞ NESLİHAN Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities. Turkish Journal of Chemistry, vol.31, no.3, 2007, ss.315 - 326.
AMA	SERDAR M,GÜMRÜKÇÜOĞLU N,Alpay Karaoğlu Ş,DEMİRBAŞ N Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities. Turkish Journal of Chemistry. 2007; 31(3): 315 - 326.
Vancouver	SERDAR M,GÜMRÜKÇÜOĞLU N,Alpay Karaoğlu Ş,DEMİRBAŞ N Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities. Turkish Journal of Chemistry. 2007; 31(3): 315 - 326.
IEEE	SERDAR M,GÜMRÜKÇÜOĞLU N,Alpay Karaoğlu Ş,DEMİRBAŞ N "Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities." Turkish Journal of Chemistry, 31, ss.315 - 326, 2007.
ISNAD	SERDAR, Mevlut vd. "Synthesis of some novel 3,5-diaryl-1,2,4-triazole derivatives and investigation of their antimicrobial activities". Turkish Journal of Chemistry 31/3 (2007), 315-326.