Design and synthesis of 2-phenoxynicotinic acid hydrazides as anti-inflammatory and analgesic agents.
A series of 2-phenoxynicotinic acid hydrazides were synthesized and evaluated for their analgesic and anti-inflammatory activities. Several compounds having an unsubstituted phenyl/4-pyridyl or C-4 methoxy substituent on the terminal phenyl ring showed moderate to high analgesic or anti-inflammatory activity in comparison to mefenamic acid as the reference drug. The compounds with highest anti-inflammatory activity were subjected to in vitro COX-1/COX-2 inhibition assays and showed moderate to good COX-1 and weak COX-2 inhibition activities.
Moradi
Alireza
A
Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran.
Navidpour
Latifeh
L
Amini
Mohsen
M
Sadeghian
Hamid
H
Shadnia
Hooman
H
Firouzi
Omidreza
O
Miri
Ramin
R
Ebrahimi
Seyed Esmaeil Sadat
SE
Abdollahi
Mohammad
M
Zahmatkesh
Mona Haddad
MH
Shafiee
Abbas
A
D000700:Analgesics / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051545:Cyclooxygenase 1 / Q000187:drug effects / Q000378:metabolism; D051546:Cyclooxygenase 2 / Q000187:drug effects / Q000378:metabolism; D016861:Cyclooxygenase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004195:Disease Models, Animal; D015195:Drug Design; D006801:Humans; D006834:Hydrazines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D007249:Inflammation / Q000188:drug therapy / Q000503:physiopathology; D008297:Male; D008528:Mefenamic Acid / Q000494:pharmacology; D051379:Mice; D009539:Nicotinic Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D010146:Pain / Q000188:drug therapy / Q000503:physiopathology; D051381:Rats; D017208:Rats, Wistar
D000700:Analgesics; D000894:Anti-Inflammatory Agents, Non-Steroidal; D016861:Cyclooxygenase Inhibitors; D006834:Hydrazines; D009539:Nicotinic Acids; D008528:Mefenamic Acid; C028571:nicotinic acid hydrazide; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2