Green Chemical Synthesis and Analgesic Activity of Fluorinated Thiazolidinone, Pyrazolidinone, and Dioxanedione Derivatives

Abstract

Facile lemon juice catalyzed green and efficient synthesis of a series of new classes of 5-(fluorinatedbenzylidene)-2-thioxo-1,3-thiazolidin-4-ones (3a–e), 5-methyl-4-(fluorinatedbenzylidene)-2-phenylpyrazolidin-3-ones (5a–e), and 2,2-dimethyl-5-(fluorinatedbenzylidene)-1,3-dioxane-4,6-diones (7a–e) by the reaction of fluorinated aromatic aldehydes with active methylene compounds is reported. Lemon juice is natural acid catalyst which is readily available, cheap, nontoxic, and ecofriendly. This method is experimentally simple, clean, high yielding, green, and with reduced reaction times. The product is purified by simple filtration followed by washing with water and drying process. Some of the synthesized compounds have been evaluated “in vivo” for their analgesic activity and all the synthesized compounds are characterized by IR, 1H NMR, 13C NMR, 19F NMR, and mass spectral studies.

Synthesis and Antibacterial Screening of Novel Fluorine Containing Heterocycles

“…Thiazoles are another important members of azole family known for their various biological properties such as antioxidant 5 , antimicrobial [6][7][8] , anticancer 9 and analgesic 10 etc. More recently it has been shown that thiazole containing pyrazoles have proved their potential as antimicrobial 11,12 agents.…”

Organocatalytic alkylation and photoorganocatalyst-free acylation of azomethine imines by Hantzsch esters under blue LED light

“…1 The N,N-heterocycle compounds are also key building blocks in chemical synthesis and component in many pharmaceutical agents possessing unique bioactivities. 2 Consequently, the realisation of efficient methods for their preparation and modification continues to be an actively pursued area of organic chemistry. 1–8…”

“…2 Consequently, the realisation of efficient methods for their preparation and modification continues to be an actively pursued area of organic chemistry. 1–8…”

Expedient Organocatalytic Syntheses of 4-Substituted Pyrazolidines and Isoxazolidines

“…The pyrazolidinone (pyrazolidin-3-one) moiety is an important structural motif that can be found both in natural products and in synthetic compounds with interesting pharmacological activity (analgesic, antibiotic, anticonvulsant, and with inhibitory cyclooxygenase, lipoxygenase, and γ-aminobutyrate transferase activity, among others) [1,2,3,4,5,6,7,8,9,10]. On the other hand, the selective oxidation of pyrazolidinones affords the corresponding pyrazolones (pyrazol-5-ones), a class of compounds that also exhibits very relevant pharmacological properties [11,12,13,14,15,16,17,18].…”