2D-QSAR study of synthesized novel derivatives of 1,3,4- Oxadiazoles as anti-inflammatory activity
Oxadiazole is a five-membered heterocyclic compound containing oxygen and two nitrogen atoms at C-1, C-3 and C-4 positions respectively. These derivatives are synthesized by both conventional as well as microwave-assisted. 1,3,4-Oxadiazole have reported a wide spectrum of activities such as antibact...
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| Format: | Article |
| Language: | English |
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Wolters Kluwer Medknow Publications
2020-01-01
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| Series: | BLDE University Journal of Health Sciences |
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| Online Access: | http://www.bldeujournalhs.in/article.asp?issn=2468-838X;year=2020;volume=5;issue=3;spage=29;epage=30;aulast=Somashekhar;type=0 |
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| author | M Somashekhar R B Kotnal |
| author_facet | M Somashekhar R B Kotnal |
| author_sort | M Somashekhar |
| collection | DOAJ |
| description | Oxadiazole is a five-membered heterocyclic compound containing oxygen and two nitrogen atoms at C-1, C-3 and C-4 positions respectively. These derivatives are synthesized by both conventional as well as microwave-assisted. 1,3,4-Oxadiazole have reported a wide spectrum of activities such as antibacterial, antimalarial, anti-inflammatory, antioxidant, antipyretic, and antihypertensive activities Hence, some new 1,3,4–oxadiazoles will be synthesized from 4-(morpholine-4-yl) benzohydrazide (Compound IV) refluxed with ethyl chloroformate followed by amino acid and hydrazine hydrate gives 2-({5-[4-(morpholine-4-yl) phenyl]-1,3,4-oxadiazol-2-yl}amino) acetohydrazide (Scheme-IV) which is treated with aromatic aldehyde gives 1,3,4-oxadiazoles derivatives. Compound IV refluxed with ethyl chloroformate in presence of anhydrous potassium carbonate gives an intermediate product which is treated with phosphoric tri-chloride followed by thionyl chloride gives 4-[4-(5-chloro-1,3,4-oxadiazol -2-yl)phenyl] morpholine (Scheme-V) it undergoes reflux with substituted aromatic aldehydes in presence of anhydrous aluminium trichloride in ethanol or THF (tetrahydrofuran) gives 1,3,4-oxadiazoles derivatives. These synthesized compounds were subjected to 2D-QSAR study. A series of 28 molecules belonging to 2-({5-[4-(morpholine-4-yl) phenyl]-1,3,4-oxadiazol-2-yl}amino) acetohydrazide reaction scheme-SMRB4 and 4-[4-(5-chloro-1,3,4-oxadiazol-2-yl)phenyl] morpholine reaction scheme-SMRB5 derivatives Anti-inflammatory were taken and used. The 2D-QSAR Models were generated using a training set of molecules by MLR (Multiple regressions) 2D-QSAR method. |
| first_indexed | 2024-12-21T13:18:59Z |
| format | Article |
| id | doaj.art-2a9d264d47f24dffac783024ea1b474c |
| institution | Directory Open Access Journal |
| issn | 2468-838X 2456-1975 |
| language | English |
| last_indexed | 2024-12-21T13:18:59Z |
| publishDate | 2020-01-01 |
| publisher | Wolters Kluwer Medknow Publications |
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| series | BLDE University Journal of Health Sciences |
| spelling | doaj.art-2a9d264d47f24dffac783024ea1b474c2022-12-21T19:02:38ZengWolters Kluwer Medknow PublicationsBLDE University Journal of Health Sciences2468-838X2456-19752020-01-0153293010.4103/2468-838X.3037702D-QSAR study of synthesized novel derivatives of 1,3,4- Oxadiazoles as anti-inflammatory activityM SomashekharR B KotnalOxadiazole is a five-membered heterocyclic compound containing oxygen and two nitrogen atoms at C-1, C-3 and C-4 positions respectively. These derivatives are synthesized by both conventional as well as microwave-assisted. 1,3,4-Oxadiazole have reported a wide spectrum of activities such as antibacterial, antimalarial, anti-inflammatory, antioxidant, antipyretic, and antihypertensive activities Hence, some new 1,3,4–oxadiazoles will be synthesized from 4-(morpholine-4-yl) benzohydrazide (Compound IV) refluxed with ethyl chloroformate followed by amino acid and hydrazine hydrate gives 2-({5-[4-(morpholine-4-yl) phenyl]-1,3,4-oxadiazol-2-yl}amino) acetohydrazide (Scheme-IV) which is treated with aromatic aldehyde gives 1,3,4-oxadiazoles derivatives. Compound IV refluxed with ethyl chloroformate in presence of anhydrous potassium carbonate gives an intermediate product which is treated with phosphoric tri-chloride followed by thionyl chloride gives 4-[4-(5-chloro-1,3,4-oxadiazol -2-yl)phenyl] morpholine (Scheme-V) it undergoes reflux with substituted aromatic aldehydes in presence of anhydrous aluminium trichloride in ethanol or THF (tetrahydrofuran) gives 1,3,4-oxadiazoles derivatives. These synthesized compounds were subjected to 2D-QSAR study. A series of 28 molecules belonging to 2-({5-[4-(morpholine-4-yl) phenyl]-1,3,4-oxadiazol-2-yl}amino) acetohydrazide reaction scheme-SMRB4 and 4-[4-(5-chloro-1,3,4-oxadiazol-2-yl)phenyl] morpholine reaction scheme-SMRB5 derivatives Anti-inflammatory were taken and used. The 2D-QSAR Models were generated using a training set of molecules by MLR (Multiple regressions) 2D-QSAR method.http://www.bldeujournalhs.in/article.asp?issn=2468-838X;year=2020;volume=5;issue=3;spage=29;epage=30;aulast=Somashekhar;type=0morpholine134-oxadiazole2d-qsar studyanti-inflammatory activity |
| spellingShingle | M Somashekhar R B Kotnal 2D-QSAR study of synthesized novel derivatives of 1,3,4- Oxadiazoles as anti-inflammatory activity BLDE University Journal of Health Sciences morpholine 1 3 4-oxadiazole 2d-qsar study anti-inflammatory activity |
| title | 2D-QSAR study of synthesized novel derivatives of 1,3,4- Oxadiazoles as anti-inflammatory activity |
| title_full | 2D-QSAR study of synthesized novel derivatives of 1,3,4- Oxadiazoles as anti-inflammatory activity |
| title_fullStr | 2D-QSAR study of synthesized novel derivatives of 1,3,4- Oxadiazoles as anti-inflammatory activity |
| title_full_unstemmed | 2D-QSAR study of synthesized novel derivatives of 1,3,4- Oxadiazoles as anti-inflammatory activity |
| title_short | 2D-QSAR study of synthesized novel derivatives of 1,3,4- Oxadiazoles as anti-inflammatory activity |
| title_sort | 2d qsar study of synthesized novel derivatives of 1 3 4 oxadiazoles as anti inflammatory activity |
| topic | morpholine 1 3 4-oxadiazole 2d-qsar study anti-inflammatory activity |
| url | http://www.bldeujournalhs.in/article.asp?issn=2468-838X;year=2020;volume=5;issue=3;spage=29;epage=30;aulast=Somashekhar;type=0 |
| work_keys_str_mv | AT msomashekhar 2dqsarstudyofsynthesizednovelderivativesof134oxadiazolesasantiinflammatoryactivity AT rbkotnal 2dqsarstudyofsynthesizednovelderivativesof134oxadiazolesasantiinflammatoryactivity |