TY - JOUR
T1 - Synthesis, characterization, and pharmacological studies of ferrocene-1H-1,2,3-triazole hybrids
AU - Haque, Ashanul
AU - Hsieh, Ming Fa
AU - Hassan, Syed Imran
AU - Haque Faizi, Md Serajul
AU - Saha, Anannya
AU - Dege, Necmi
AU - Rather, Jahangir Ahmad
AU - Khan, Muhammad S.
PY - 2017/10/15
Y1 - 2017/10/15
N2 - A series of ferrocene-1H-1,2,3-triazole hybrids namely 1-(4-nitrophenyl)-4-ferrocenyl-1H-1,2,3-triazole (1), 1-(4,4′-dinitro-2-biphenyl)-4-ferrocenyl-1H-1,2,3-triazole (2), 1-(3-chloro-4-fluorophenyl)-4-ferrocenyl-1H-1,2,3-triazole (3), 1-(4-bromophenyl)-4-ferrocenyl-1H-1,2,3-triazole (4) and 1-(2-nitrophenyl)-4-ferrocenyl-1H-1,2,3-triazole (5) were designed and synthesized by copper-catalyzed azide alkyne cycloaddition (CuAAC) reaction. All the new hybrids were characterized by microanalyses, NMR (1H and 13C), UV–vis, IR, ESI-MS and electrochemical techniques. Crystal structure of the compound (3) was solved by single crystal X-ray diffraction method. The structural (single crystal) and spectroscopic (UV–Vis. and IR) properties of the compound 3 have been analyzed and compared by complementary quantum modeling. Hybrids 1–5 exhibited low toxicity and demonstrated neuroprotective effect.
AB - A series of ferrocene-1H-1,2,3-triazole hybrids namely 1-(4-nitrophenyl)-4-ferrocenyl-1H-1,2,3-triazole (1), 1-(4,4′-dinitro-2-biphenyl)-4-ferrocenyl-1H-1,2,3-triazole (2), 1-(3-chloro-4-fluorophenyl)-4-ferrocenyl-1H-1,2,3-triazole (3), 1-(4-bromophenyl)-4-ferrocenyl-1H-1,2,3-triazole (4) and 1-(2-nitrophenyl)-4-ferrocenyl-1H-1,2,3-triazole (5) were designed and synthesized by copper-catalyzed azide alkyne cycloaddition (CuAAC) reaction. All the new hybrids were characterized by microanalyses, NMR (1H and 13C), UV–vis, IR, ESI-MS and electrochemical techniques. Crystal structure of the compound (3) was solved by single crystal X-ray diffraction method. The structural (single crystal) and spectroscopic (UV–Vis. and IR) properties of the compound 3 have been analyzed and compared by complementary quantum modeling. Hybrids 1–5 exhibited low toxicity and demonstrated neuroprotective effect.
KW - Anti-inflammatory
KW - Click-chemistry
KW - Copper catalyzed azide alkyne cycloaddition reaction
KW - Ferrocene
KW - Toxicity
KW - Viability
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UR - http://www.scopus.com/inward/citedby.url?scp=85020741173&partnerID=8YFLogxK
U2 - 10.1016/j.molstruc.2017.06.027
DO - 10.1016/j.molstruc.2017.06.027
M3 - Article
AN - SCOPUS:85020741173
SN - 0022-2860
VL - 1146
SP - 536
EP - 545
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
ER -