2D-QSAR study of synthesized novel derivatives of 1,3,4- Oxadiazoles as anti-inflammatory activity

• Main Authors: M Somashekhar, R B Kotnal
• Format: Article
• Language: English
• Published: Wolters Kluwer Medknow Publications 2020-01-01
• Series: BLDE University Journal of Health Sciences
• Subjects: morpholine; 1; 3; 4-oxadiazole; 2d-qsar study; anti-inflammatory activity
• 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

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.