Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents

DEMİRBAŞ, NESLİHAN; Alpay Karaoğlu, Şengül; DEMİRBAŞ, Ahmet; BAYRAK, Hacer; ŞAHİN, Deniz

Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents

Deniz ŞAHİN, (Karadeniz Teknik Üniversitesi, Fen Fakültesi, Kimya Bölümü, Giresun, Türkiye)

Hacer BAYRAK, (Karadeniz Teknik Üniversitesi, Fen Fakültesi, Kimya Bölümü, Giresun, Türkiye)

Ahmet DEMİRBAŞ, (Karadeniz Teknik Üniversitesi, Fen Fakültesi, Kimya Bölümü, Giresun, Türkiye)

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

ŞENGÜL ALPAY KARAOĞLU (Rize Üniversitesi, Fen Edebiyat Fakültesi, Biyoloji Bölümü, Rize, Türkiye)

Turkish Journal of Chemistry

4 0

Yıl: 2012 Cilt: 36 Sayı: 3 Sayfa Aralığı: 411 - 426 Metin Dili: İngilizce İndeks Tarihi: 29-07-2022

Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents

Öz:

2-Morpholine-4ylethyl-3H -1,2,4-triazole-3-ones (2a, 2b) were obtained from the condensation between the corresponding ethoxycarbonylhydrazones and 2-morpholinoethanamine. 2a was converted to acetohydrazide (4) via the formation of an ester derivative (3). Treatment of 2a and 2b with several aryl sulfonyl chlorides afforded the corresponding 2-arylsulfonyl-1,2,4-triazole-3-ones (5a-c and 6). The reaction of hydrazide (4) with benzyl iso- and benzyl isothiocyanate produced the corresponding carboxamide (8a) and carbothioamide (8b). The basic treatment of 8b yielded 5-mercapto-4H-1,2,4-triazol-3- yl)methyl]-2,4-dihydro-3H -1,2,4-triazol-3-one (10). The synthesis of 1,3-thiazol-2(3H) -ylidene-1,2,4-triazol- 1-ylacetohydrazide (11) and 1,3-oxazole-2(3H) -ylidene-1,2,4-triazole-1-yl)acetohydrazide (9) derivatives was performed from the reaction of 8a and 8b with substituted phenacyl bromides. All the newly synthesized compounds were screened for their antimicrobial activities and some of them were found to possess good or moderate antimicrobial activity.

Anahtar Kelime:

Konular: Mühendislik, Kimya

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

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APA	ŞAHİN D, BAYRAK H, DEMİRBAŞ A, DEMİRBAŞ N, Alpay Karaoğlu Ş (2012). Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents. , 411 - 426.
Chicago	ŞAHİN Deniz,BAYRAK Hacer,DEMİRBAŞ Ahmet,DEMİRBAŞ NESLİHAN,Alpay Karaoğlu Şengül Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents. (2012): 411 - 426.
MLA	ŞAHİN Deniz,BAYRAK Hacer,DEMİRBAŞ Ahmet,DEMİRBAŞ NESLİHAN,Alpay Karaoğlu Şengül Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents. , 2012, ss.411 - 426.
AMA	ŞAHİN D,BAYRAK H,DEMİRBAŞ A,DEMİRBAŞ N,Alpay Karaoğlu Ş Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents. . 2012; 411 - 426.
Vancouver	ŞAHİN D,BAYRAK H,DEMİRBAŞ A,DEMİRBAŞ N,Alpay Karaoğlu Ş Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents. . 2012; 411 - 426.
IEEE	ŞAHİN D,BAYRAK H,DEMİRBAŞ A,DEMİRBAŞ N,Alpay Karaoğlu Ş "Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents." , ss.411 - 426, 2012.
ISNAD	ŞAHİN, Deniz vd. "Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents". (2012), 411-426.

APA	ŞAHİN D, BAYRAK H, DEMİRBAŞ A, DEMİRBAŞ N, Alpay Karaoğlu Ş (2012). Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents. Turkish Journal of Chemistry, 36(3), 411 - 426.
Chicago	ŞAHİN Deniz,BAYRAK Hacer,DEMİRBAŞ Ahmet,DEMİRBAŞ NESLİHAN,Alpay Karaoğlu Şengül Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents. Turkish Journal of Chemistry 36, no.3 (2012): 411 - 426.
MLA	ŞAHİN Deniz,BAYRAK Hacer,DEMİRBAŞ Ahmet,DEMİRBAŞ NESLİHAN,Alpay Karaoğlu Şengül Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents. Turkish Journal of Chemistry, vol.36, no.3, 2012, ss.411 - 426.
AMA	ŞAHİN D,BAYRAK H,DEMİRBAŞ A,DEMİRBAŞ N,Alpay Karaoğlu Ş Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents. Turkish Journal of Chemistry. 2012; 36(3): 411 - 426.
Vancouver	ŞAHİN D,BAYRAK H,DEMİRBAŞ A,DEMİRBAŞ N,Alpay Karaoğlu Ş Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents. Turkish Journal of Chemistry. 2012; 36(3): 411 - 426.
IEEE	ŞAHİN D,BAYRAK H,DEMİRBAŞ A,DEMİRBAŞ N,Alpay Karaoğlu Ş "Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents." Turkish Journal of Chemistry, 36, ss.411 - 426, 2012.
ISNAD	ŞAHİN, Deniz vd. "Design and synthesis of new 1,2,4-triazole derivatives containing morpholine moiety as antimicrobial agents". Turkish Journal of Chemistry 36/3 (2012), 411-426.