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Dergiler / Academic Platform Journal of Engineering and Smart Systems / 2026 / Volume: 6 Issue: 2

Synthesis of Novel Thio-Substituted Aminonaphthoquinones

Mahmut Yıldız(GEBZE TECHNICAL UNIVERSITY)
Amaç Fatih Tuyun(Istanbul University)
Sayfa
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Yayın Tarihi
2018-08-03
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⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

Based on previous studies in the literature, it is expected that some potential biological activities of new compounds could find application in medicinal chemistry.

📌 3 Maddede Bu Makale

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Amaç & Hipotez:Novel thio-substituted aminonaphthoquinones were synthesized by the reactions of 2-(4-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3a) and 2-(3-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3b) with various thiol compounds such as ethanethiol (4a), methyl 2-mercaptoacetate (4b), ethyl 2-mercaptoacetate (4c). 2,3-dichloro-1,4-naphthoquinone (1) was reacted with aryl amines (2a, 2b) containing trifluoromethyl group to give compounds 3a and 3b by applying a method published in literature.
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Temel Bulgular & Veri:Finally, obtained novel compounds (5a-5f) were characterized via IR, 1H NMR, 13C NMR, and MS techniques.
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Sonuç & Katkı:Based on previous studies in the literature, it is expected that some potential biological activities of new compounds could find application in medicinal chemistry.
🔬Tür:Research Article
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Aminonaphthoquinone · thiol · aryl amine

Özet

Novel thio-substituted aminonaphthoquinones were synthesized by the reactions of 2-(4-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3a) and 2-(3-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3b) with various thiol compounds such as ethanethiol (4a), methyl 2-mercaptoacetate (4b), ethyl 2-mercaptoacetate (4c). 2,3-dichloro-1,4-naphthoquinone (1) was reacted with aryl amines (2a, 2b) containing trifluoromethyl group to give compounds 3a and 3b by applying a method published in literature. Finally, obtained novel compounds (5a-5f) were characterized via IR, 1H NMR, 13C NMR, and MS techniques. Based on previous studies in the literature, it is expected that some potential biological activities of new compounds could find application in medicinal chemistry.

Abstract

Novel thio-substituted aminonaphthoquinones were synthesized by the reactions of 2-(4-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3a) and 2-(3-(trifluoromethyl)phenylamino)-3-chloronaphthalene-1,4-dione (3b) with various thiol compounds such as ethanethiol (4a), methyl 2-mercaptoacetate (4b), ethyl 2-mercaptoacetate (4c). 2,3-dichloro-1,4-naphthoquinone (1) was reacted with aryl amines (2a, 2b) containing trifluoromethyl group to give compounds 3a and 3b by applying a method published in literature. Finally, obtained novel compounds (5a-5f) were characterized via IR, 1H NMR, 13C NMR, and MS techniques. Based on previous studies in the literature, it is expected that some potential biological activities of new compounds could find application in medicinal chemistry.

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Bu Makaleye Atıf Yap

Yıldız, M., Tuyun, A. F. (2018). Synthesis of Novel Thio-Substituted Aminonaphthoquinones. Academic Platform Journal of Engineering and Smart Systems, Volume: 6 Issue: 2. https://doi.org/10.21541/apjes.373934

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Kaynakça (3)

  1. G.J. Kapadia, M.A. Azuine, V. Balasubramanian and R. Sridhar, “Aminonaphthoquınones-A Novel Class Of Compounds With Potent Antimalarial Activity Against Plasmodium Falciparum” Pharmacol Res., Vol. 43, No. 4, pp. 363-367, 2001.
  2. P.J. O’Brien, “Molecular mechanisms of quinone cytotoxicity” Chem Biol Interact., Vol. 80, pp. 1-41, 1991.
  3. D.W. Lamson and S.M. Plaza, “The anticancer effects of vitamin K” Altern Med Rev., Vol. 8, pp. 303-318, 2003.