Synthesis, Characterization and Biological Activity of New Mefenamic acid - Oxoazetidine Derivatives
Several new oxoazetidine derivatives based on mefenamic acid were synthesized via a four steps method in good yields.1st step was prepared 2-[2-chloro-N-(2,3- dimethylphenyl)acetamido]benzoic acid (2) by condensation of mefenamic acid with chloroacetyl chloride, which on amination with hydrazine hy...
| Main Author: | |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
College of Pharmacy / Mustansiriyah University
2013-06-01
|
| Series: | Al-Mustansiriyah Journal of Pharmaceutical Sciences |
| Subjects: | |
| Online Access: | https://ajps.uomustansiriyah.edu.iq/index.php/AJPS/article/view/181 |
| _version_ | 1797223947455954944 |
|---|---|
| author | Ayad M.R. Raauf |
| author_facet | Ayad M.R. Raauf |
| author_sort | Ayad M.R. Raauf |
| collection | DOAJ |
| description |
Several new oxoazetidine derivatives based on mefenamic acid were synthesized via a four steps method in good yields.1st step was prepared 2-[2-chloro-N-(2,3- dimethylphenyl)acetamido]benzoic acid (2) by condensation of mefenamic acid with chloroacetyl chloride, which on amination with hydrazine hydrate in ethanol to give 2-[N- (2,3-dimethylphenyl)-2-hydrazinylacetamido] benzoic acid (3) in good yields(2nd step).
Compound 3, on condensation with various aldehydes afforded a series of Schiff bases 2-[N- (2,3-dimethylphenyl)-2-(2-arylhydrazinyl)acetamido]benzoic acid (4a-f) (3rd step).
A series of oxoazetidine have been synthesized by cyclocondensation of various Schiffm bases (4a-f) with chloroacetyl chloride or phenyl acetyl chloride in presence of triethyl amine to yield compounds (5a-f) and (6a-f), respectively (4th step). Purified compounds were characterized by mp, TLC, UV, FT-IR and elemental analysis.
The synthesized compounds (5a-f) were screened for their antibacterial activities against three species of bacteria. They were found to exhibit good antibacterial activity.
|
| first_indexed | 2024-04-24T13:45:19Z |
| format | Article |
| id | doaj.art-b8e91372dc444cc29aa4890f4a103c9c |
| institution | Directory Open Access Journal |
| issn | 1815-0993 2959-183X |
| language | English |
| last_indexed | 2024-04-24T13:45:19Z |
| publishDate | 2013-06-01 |
| publisher | College of Pharmacy / Mustansiriyah University |
| record_format | Article |
| series | Al-Mustansiriyah Journal of Pharmaceutical Sciences |
| spelling | doaj.art-b8e91372dc444cc29aa4890f4a103c9c2024-04-04T06:58:41ZengCollege of Pharmacy / Mustansiriyah UniversityAl-Mustansiriyah Journal of Pharmaceutical Sciences1815-09932959-183X2013-06-0113110.32947/ajps.v13i1.181Synthesis, Characterization and Biological Activity of New Mefenamic acid - Oxoazetidine DerivativesAyad M.R. Raauf0Department of chemical pharmacy and clinical pharmacognacy, Several new oxoazetidine derivatives based on mefenamic acid were synthesized via a four steps method in good yields.1st step was prepared 2-[2-chloro-N-(2,3- dimethylphenyl)acetamido]benzoic acid (2) by condensation of mefenamic acid with chloroacetyl chloride, which on amination with hydrazine hydrate in ethanol to give 2-[N- (2,3-dimethylphenyl)-2-hydrazinylacetamido] benzoic acid (3) in good yields(2nd step). Compound 3, on condensation with various aldehydes afforded a series of Schiff bases 2-[N- (2,3-dimethylphenyl)-2-(2-arylhydrazinyl)acetamido]benzoic acid (4a-f) (3rd step). A series of oxoazetidine have been synthesized by cyclocondensation of various Schiffm bases (4a-f) with chloroacetyl chloride or phenyl acetyl chloride in presence of triethyl amine to yield compounds (5a-f) and (6a-f), respectively (4th step). Purified compounds were characterized by mp, TLC, UV, FT-IR and elemental analysis. The synthesized compounds (5a-f) were screened for their antibacterial activities against three species of bacteria. They were found to exhibit good antibacterial activity. https://ajps.uomustansiriyah.edu.iq/index.php/AJPS/article/view/181Synthesis,Mefenamic acid, Oxoazetidine, Biological Activity |
| spellingShingle | Ayad M.R. Raauf Synthesis, Characterization and Biological Activity of New Mefenamic acid - Oxoazetidine Derivatives Al-Mustansiriyah Journal of Pharmaceutical Sciences Synthesis,Mefenamic acid, Oxoazetidine, Biological Activity |
| title | Synthesis, Characterization and Biological Activity of New Mefenamic acid - Oxoazetidine Derivatives |
| title_full | Synthesis, Characterization and Biological Activity of New Mefenamic acid - Oxoazetidine Derivatives |
| title_fullStr | Synthesis, Characterization and Biological Activity of New Mefenamic acid - Oxoazetidine Derivatives |
| title_full_unstemmed | Synthesis, Characterization and Biological Activity of New Mefenamic acid - Oxoazetidine Derivatives |
| title_short | Synthesis, Characterization and Biological Activity of New Mefenamic acid - Oxoazetidine Derivatives |
| title_sort | synthesis characterization and biological activity of new mefenamic acid oxoazetidine derivatives |
| topic | Synthesis,Mefenamic acid, Oxoazetidine, Biological Activity |
| url | https://ajps.uomustansiriyah.edu.iq/index.php/AJPS/article/view/181 |
| work_keys_str_mv | AT ayadmrraauf synthesischaracterizationandbiologicalactivityofnewmefenamicacidoxoazetidinederivatives |