Microwave Assisted Synthesis and Evaluation of Toxicity and Antioxidant Activity of Pyrazoline Derivatives


Jasril Jasril(1), Hilwan Yuda Teruna(2), Aisyah Aisyah(3), Nurlaili Nurlaili(4), Rudi Hendra(5*)

(1) Department of Chemistry, University of Riau, Kampus Binawidya KM 12.5 Simpang Baru Pekanbaru, 28293, Indonesia
(2) Department of Chemistry, University of Riau, Kampus Binawidya KM 12.5 Simpang Baru Pekanbaru, 28293, Indonesia
(3) Department of Chemistry, University of Riau, Kampus Binawidya KM 12.5 Simpang Baru Pekanbaru, 28293, Indonesia
(4) Department of Chemistry, University of Riau, Kampus Binawidya KM 12.5 Simpang Baru Pekanbaru, 28293, Indonesia
(5) Department of Chemistry, University of Riau, Kampus Binawidya KM 12.5 Simpang Baru Pekanbaru, 28293, Indonesia
(*) Corresponding Author


Four pyrazoline analogues, 3-(4-methoxyphenyl)-5-naphthalene-1-yl-1-phenyl-4,5-dihydro-pyrazole (3), 3-(4-methoxyphenyl)-5-naphthalene-1-yl-4,5-dihydro-1H-pyrazole (4), 3-(2-methoxyphenyl)-5-naphthalene-1-yl-1-phenyl-4,5-dihydro-pyrazole (5) and 3-(2-methoxyphenyl)-5-naphthalene-1-yl-4,5-dihydro-1H-pyrazole (6) were synthesized via intermolecular cyclization between substituted chalcones and hydrazine derivatives. The compounds were synthesized in two steps. In the first step, the chalcones were synthesized by Claisen-Schmidt reaction. In the second step, they were cyclized with some hydrazine derivatives to form pyrazolines by using glacial acetic acid as a catalyst and assisted by microwave irradiation. The toxicity analysis showed that compound 1 and 2 were toxic with LC50 values of 11.47 and 0.97 μg/mL, respectively. Furthermore, only compound 6 showed high antioxidant activity by using DPPH with an IC50 value of 4.47 μg/mL.


microwave-assisted synthesis; chalcone; pyrazoline, toxicity; antioxidant activity

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DOI: https://doi.org/10.22146/ijc.34285

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