ISSN 2756-388X
International Journal of Plant and Animal Sciences ISSN 2167-0366 Vol. 7 (1), pp. 001-005, January, 2019. © International Scholars Journals
Full Length Research Paper
Reaction of phthalimido alkyl acids with isopropylamine: synthesis, anti-inflammatory and antinociceptive properties
Lucky O. Okunrobo* and Cyril O. Usifoh
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Benin, Benin City, Nigeria.
Accepted 18 October, 2018
Abstract
Phthalimido alkyl acids 3-phthalimidopropionic acid (2a) and 4-phthalimidobutyric acid (2b) were treated with isopropylamine at room temperature using different solvents (dimethylformamide, dichloromethane and methanol) as the reaction medium and afforded 3-benzamido-propionic acid –2- (2-methylethyl)-carboxamide (3), 2-benzamido-2-methylethane-2-(2-methylethyl)-carboxamide (4), and 4-benzamido-butyric acid –2- (2-methylethyl)- carboxamide (5). Compound 4 was a dimmer that was least expected. Compounds 3, 4 and 5 were evaluated for antinociceptive property using acetic acid-induced writhing test. 4 exhibited the highest analgesic effect at 80 mg/kg it caused 88 % inhibition and was more pronounced than the reference drugs (indomethacin, acetylsalicylic acid and paracetamol), 3 and 5. The anti-inflammatory activity of the compounds was also screened using carrageenan- induced rat paw oedema assay and 4 showed higher activity than others except the reference drug. The effects were dose-dependent.
Key words: Phthalimido alkyl acids, mice, antinociception, mouse writhing test, isopropylamine, anti-inflammatory activity.