40101-24-4Relevant academic research and scientific papers
Discovery of phthalimide derivatives as novel inhibitors of a soluble epoxide hydrolase
Mahlooji, Iman,Shokri, Maryam,Manoochehri, Rana,Mahboubi-Rabbani, Mohammad,Rezaee, Elham,Tabatabai, Sayyed Abbas
, (2020)
Soluble epoxide hydrolase (sEH) inhibitors are effective in reducing blood pressure, inflammation, and pain in a number of mammalian disease models. As most classical urea-based sEH inhibitors suffer from poor solubility and pharmacokinetic properties, the development of novel sEH inhibitors with an improved pharmacokinetic specification has received a great deal of attention. In this study, a series of amide-based sEH inhibitors bearing a phthalimide ring as the novel secondary pharmacophore (P2) was designed, synthesized, and evaluated. Docking results illustrated that the amide group as the primary pharmacophore (P1) was placed at a suitable distance from the three key amino acids (Tyr383, Tyr466, and Asp335) for an effective hydrogen bonding. In agreement with these findings, most of the newly synthesized compounds demonstrated moderate?to?high sEH inhibitory activities, relative to 12-(3-adamantan-1-yl-ureido)dodecanoic acid as the reference standard. Compound 12e with a 4-methoxybenzoyl substituent exhibited the highest sEH inhibitory activity, with an IC50 value of 1.06 nM. Moreover, the ADME properties of the compounds were evaluated in silico, and the results revealed appropriate predictions.
Acid Azides: Part X - New Synthesis and Decomposition Reactions of Phthalimidobenzoic Acid Azides
Fahmy, A. F. M.,Aly, N. F.,Mohamed, M. M.,Arief, M. M. H.
, p. 308 - 311 (2007/10/02)
The o-, m-, and p-phthalimidobenzoic acid azides (IIa-c) have been synthesized via the reaction of the corresponding acid chlorides (Ia-c) with aq.NaN3 in acetone.The base-catalyzed decomposition of IIa-c with aromatic amines and/or hydrazines shows that
