Synthesis and local anesthetic activity of some novel N-[5-(4-substituted)phenyl-1,3,4-oxadiazol-2-yl]-2-(substituted)-acetamides.
A novel series of acetamides carrying substituted-1,3,4-oxadiazole moiety were synthesized from reaction of 5-aryl-2-chloroacetamido-1,3,4-oxadiazoles with different secondary amines. The local anesthetic potential of the compounds was investigated using rabbit corneal reflex method and guinea pig's wheal derm method. The present work is the only one of its kind reporting local anesthetic activity in acetamide system combined with 1,3,4-oxadiazole nucleus. Lidocaine was selected as standard drug in evaluation of local anesthetic activity of synthesized oxadiazole analogues. Compound 19 was found to possess significant local anesthetic activity in both the models employed for evaluation of local anesthetic activity. Compound 20, 23, 28, 29 and 35 also demonstrated marked local anesthetic activities. Structure-activity relationships among synthesized compounds were also established.
Rajak
Harish
H
Medicinal Chemistry Division, SLT Institute of Pharmaceutical Sciences, Guru Ghasidas University, Bilaspur, India. harishdops@yahoo.co.in
Kharya
Murli Dhar
MD
Mishra
Pradeep
P
D000081:Acetamides / Q000138:chemical synthesis* / Q000494:pharmacology*; D000779:Anesthetics, Local / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D020650:Combinatorial Chemistry Techniques; D003315:Cornea / Q000187:drug effects / Q000502:physiology; D005260:Female; D006168:Guinea Pigs; D008012:Lidocaine / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D011817:Rabbits; D012018:Reflex / Q000187:drug effects; D012882:Skin Tests; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship
D000081:Acetamides; D000779:Anesthetics, Local; D010069:Oxadiazoles; D008012:Lidocaine