2-Butyl-6-phenyl-4,5-dihydropyridazin-3(2<em>H</em>)-one: Synthesis, In Silico Studies and In Vitro Cyclooxygenase-2 Inhibitory Activity
Pyridazinone derivatives are a great template for developing cyclooxygenase-2 (COX-2) inhibitors. The 2-butyl-6-phenyl-4,5-dihydropyridazin-3(2<i>H</i>)-one was prepared by reacting 6-phenyl-4,5-dihydropyridazin-3(2<i>H</i>)-one with <i>n</i>-butyl bromide in the...
| Main Author: | |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2020-08-01
|
| Series: | Molbank |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1422-8599/2020/3/M1155 |
| _version_ | 1797555256774623232 |
|---|---|
| author | Mohd Imran |
| author_facet | Mohd Imran |
| author_sort | Mohd Imran |
| collection | DOAJ |
| description | Pyridazinone derivatives are a great template for developing cyclooxygenase-2 (COX-2) inhibitors. The 2-butyl-6-phenyl-4,5-dihydropyridazin-3(2<i>H</i>)-one was prepared by reacting 6-phenyl-4,5-dihydropyridazin-3(2<i>H</i>)-one with <i>n</i>-butyl bromide in the presence of potassium carbonate. The structure of the compound was confirmed based on its FTIR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, and Mass data. The molecular docking studies assessed the COX-2 binding capability of the synthesized compound. The in silico physicochemical and pharmacokinetic parameters of this compound concerning selected drugs were also calculated. The COX-2/COX-1 analysis revealed the synthesized compound as a novel potent COX-2 inhibitor, in comparison to indomethacin, with a promising physicochemical and pharmacokinetic profile. |
| first_indexed | 2024-03-10T16:44:52Z |
| format | Article |
| id | doaj.art-60348181d93140c5b1d275d73bde0f2a |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-10T16:44:52Z |
| publishDate | 2020-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-60348181d93140c5b1d275d73bde0f2a2023-11-20T11:44:16ZengMDPI AGMolbank1422-85992020-08-0120203M115510.3390/M11552-Butyl-6-phenyl-4,5-dihydropyridazin-3(2<em>H</em>)-one: Synthesis, In Silico Studies and In Vitro Cyclooxygenase-2 Inhibitory ActivityMohd Imran0Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Northern Border University, Rafha 91911, Saudi ArabiaPyridazinone derivatives are a great template for developing cyclooxygenase-2 (COX-2) inhibitors. The 2-butyl-6-phenyl-4,5-dihydropyridazin-3(2<i>H</i>)-one was prepared by reacting 6-phenyl-4,5-dihydropyridazin-3(2<i>H</i>)-one with <i>n</i>-butyl bromide in the presence of potassium carbonate. The structure of the compound was confirmed based on its FTIR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, and Mass data. The molecular docking studies assessed the COX-2 binding capability of the synthesized compound. The in silico physicochemical and pharmacokinetic parameters of this compound concerning selected drugs were also calculated. The COX-2/COX-1 analysis revealed the synthesized compound as a novel potent COX-2 inhibitor, in comparison to indomethacin, with a promising physicochemical and pharmacokinetic profile.https://www.mdpi.com/1422-8599/2020/3/M1155Pyridazinonedockingphysicochemicalpharmacokineticcyclooxygenase-2 inhibitor |
| spellingShingle | Mohd Imran 2-Butyl-6-phenyl-4,5-dihydropyridazin-3(2<em>H</em>)-one: Synthesis, In Silico Studies and In Vitro Cyclooxygenase-2 Inhibitory Activity Molbank Pyridazinone docking physicochemical pharmacokinetic cyclooxygenase-2 inhibitor |
| title | 2-Butyl-6-phenyl-4,5-dihydropyridazin-3(2<em>H</em>)-one: Synthesis, In Silico Studies and In Vitro Cyclooxygenase-2 Inhibitory Activity |
| title_full | 2-Butyl-6-phenyl-4,5-dihydropyridazin-3(2<em>H</em>)-one: Synthesis, In Silico Studies and In Vitro Cyclooxygenase-2 Inhibitory Activity |
| title_fullStr | 2-Butyl-6-phenyl-4,5-dihydropyridazin-3(2<em>H</em>)-one: Synthesis, In Silico Studies and In Vitro Cyclooxygenase-2 Inhibitory Activity |
| title_full_unstemmed | 2-Butyl-6-phenyl-4,5-dihydropyridazin-3(2<em>H</em>)-one: Synthesis, In Silico Studies and In Vitro Cyclooxygenase-2 Inhibitory Activity |
| title_short | 2-Butyl-6-phenyl-4,5-dihydropyridazin-3(2<em>H</em>)-one: Synthesis, In Silico Studies and In Vitro Cyclooxygenase-2 Inhibitory Activity |
| title_sort | 2 butyl 6 phenyl 4 5 dihydropyridazin 3 2 em h em one synthesis in silico studies and in vitro cyclooxygenase 2 inhibitory activity |
| topic | Pyridazinone docking physicochemical pharmacokinetic cyclooxygenase-2 inhibitor |
| url | https://www.mdpi.com/1422-8599/2020/3/M1155 |
| work_keys_str_mv | AT mohdimran 2butyl6phenyl45dihydropyridazin32emhemonesynthesisinsilicostudiesandinvitrocyclooxygenase2inhibitoryactivity |