Facile Synthesis of Propranolol and Novel Derivatives
Propranolol is one of the first medications of the beta-blocker used for antihypertensive drugs. This study reports the facile route for the synthesis of propranolol and its novel derivatives. Herein, propranolol synthesis proceeded from 1-naphthol and isopropylamine under mild and less toxic condit...
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| Main Authors: | , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Wiley
2020-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2020/9597426 |
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| author | Vy Anh Tran Nguyen Hai Tai Tran Long Giang Bach Trinh Duy Nguyen Thi Thuong Nguyen Tan Tai Nguyen Thi Anh Nga Nguyen The Ky Vo Thu-Thao Thi Vo Van Thuan Le |
| author_facet | Vy Anh Tran Nguyen Hai Tai Tran Long Giang Bach Trinh Duy Nguyen Thi Thuong Nguyen Tan Tai Nguyen Thi Anh Nga Nguyen The Ky Vo Thu-Thao Thi Vo Van Thuan Le |
| author_sort | Vy Anh Tran |
| collection | DOAJ |
| description | Propranolol is one of the first medications of the beta-blocker used for antihypertensive drugs. This study reports the facile route for the synthesis of propranolol and its novel derivatives. Herein, propranolol synthesis proceeded from 1-naphthol and isopropylamine under mild and less toxic conditions. Novel propranolol derivatives were designed by reactions of propranolol with benzoyl chloride, pyridinium chlorochromate, and n-butyl bromide through esterification, oxidation reduction, and alkylation, respectively. The isolation and purity of compounds were conducted using column chromatography and thin-layer chromatography. Mass spectrometry and 1H-NMR spectroscopy were applied to identify new compounds structure. Propranolol derivatives from 2-chlorobenzoyl chloride (compound 3), 2-fluorobenzoyl chloride (compound 5), and especially acetic anhydride (compound 6) manifested high yields and significantly increased water solubility. Six semisynthetic propranolol derivatives promise to improve antioxidative and biological activities. |
| format | Article |
| id | doaj-art-00a98b2f46164348aab4145e1516407d |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2020-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-00a98b2f46164348aab4145e1516407d2025-02-03T01:03:50ZengWileyJournal of Chemistry2090-90632090-90712020-01-01202010.1155/2020/95974269597426Facile Synthesis of Propranolol and Novel DerivativesVy Anh Tran0Nguyen Hai Tai Tran1Long Giang Bach2Trinh Duy Nguyen3Thi Thuong Nguyen4Tan Tai Nguyen5Thi Anh Nga Nguyen6The Ky Vo7Thu-Thao Thi Vo8Van Thuan Le9Institute of Research and Development, Duy Tan University, Danang 550000, VietnamDepartment of Chemical Engineering, Ho Chi Minh City University of Technology, Ho Chi Minh City, VietnamNTT Hi-Tech Institute, Nguyen Tat Thanh University, 300A Nguyen Tat Thanh, Ward 13, District 4, Ho Chi Minh City, VietnamCenter of Excellence for Green Energy and Environmental Nanomaterials (CE GrEEN), Nguyen Tat Thanh University, 300A Nguyen Tat Thanh, District 4, Ho Chi Minh City 755414, VietnamCenter of Excellence for Green Energy and Environmental Nanomaterials (CE GrEEN), Nguyen Tat Thanh University, 300A Nguyen Tat Thanh, District 4, Ho Chi Minh City 755414, VietnamDepartment of Materials Science, School of Applied Chemistry, Tra Vinh University, Tra Vinh City 87000, VietnamBiomaterials and Nanotechnology Research Group, Faculty of Applied Sciences, Ton Duc Thang University, Ho Chi Minh City, VietnamDepartment of Chemical Engineering, Industrial University of Ho Chi Minh City, 12 Nguyen Van Bao, Go Vap, Ho Chi Minh City, VietnamFaculty of Environmental and Chemical Engineering, Duy Tan University, Danang 550000, VietnamFaculty of Environmental and Chemical Engineering, Duy Tan University, Danang 550000, VietnamPropranolol is one of the first medications of the beta-blocker used for antihypertensive drugs. This study reports the facile route for the synthesis of propranolol and its novel derivatives. Herein, propranolol synthesis proceeded from 1-naphthol and isopropylamine under mild and less toxic conditions. Novel propranolol derivatives were designed by reactions of propranolol with benzoyl chloride, pyridinium chlorochromate, and n-butyl bromide through esterification, oxidation reduction, and alkylation, respectively. The isolation and purity of compounds were conducted using column chromatography and thin-layer chromatography. Mass spectrometry and 1H-NMR spectroscopy were applied to identify new compounds structure. Propranolol derivatives from 2-chlorobenzoyl chloride (compound 3), 2-fluorobenzoyl chloride (compound 5), and especially acetic anhydride (compound 6) manifested high yields and significantly increased water solubility. Six semisynthetic propranolol derivatives promise to improve antioxidative and biological activities.http://dx.doi.org/10.1155/2020/9597426 |
| spellingShingle | Vy Anh Tran Nguyen Hai Tai Tran Long Giang Bach Trinh Duy Nguyen Thi Thuong Nguyen Tan Tai Nguyen Thi Anh Nga Nguyen The Ky Vo Thu-Thao Thi Vo Van Thuan Le Facile Synthesis of Propranolol and Novel Derivatives Journal of Chemistry |
| title | Facile Synthesis of Propranolol and Novel Derivatives |
| title_full | Facile Synthesis of Propranolol and Novel Derivatives |
| title_fullStr | Facile Synthesis of Propranolol and Novel Derivatives |
| title_full_unstemmed | Facile Synthesis of Propranolol and Novel Derivatives |
| title_short | Facile Synthesis of Propranolol and Novel Derivatives |
| title_sort | facile synthesis of propranolol and novel derivatives |
| url | http://dx.doi.org/10.1155/2020/9597426 |
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