883542-65-2

Usage

Chemical class

Pyrrolidine derivatives

Type of compound

Heterocyclic compound

Structural features

Pyrrolidine ring
Phenyl group substituted at the 2-position
Trifluoromethyl group substituted at the 4-position of the phenyl ring

Potential applications

Pharmaceuticals
Agrochemicals

Structural advantages

Trifluoromethyl group imparting unique physicochemical properties
Pharmacokinetic advantages
Valuable scaffold for drug discovery and development

Biological activities

Presence of phenoxy and pyrrolidine moieties contributing to interactions with biological targets
Further research needed to understand the role of the compound in various fields

Upstream product

• 98-56-6 4-chlorobenzotrifluoride 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 

Relevant academic research and scientific papers

Potent antimalarial activity of 2-aminopyridinium salts, amidines, and guanidines

We describe the design, synthesis, and antimalarial activity of 60 bis-tertiary amine, bis-2(1H)-imino-heterocycle, bis-amidine, and bis-guanidine series. Bis-tertiary amines with a linker from 12 to 16 methylene groups were active against the in vitro growth of Plasmodium falciparum within the 10 -6-10-7 M concentration range. IC50 decreased by 2 orders of magnitude for bis-2-aminopyridinium salts, bis-amidines, and bis-guanidines (27 compounds with IC50 a over 12.5. Maximal activity occurs for bis-2-aminopyridinium, two C-duplicated bis-amidines, and three bis-guanidines, with IC50 values lower than 1 nM. In comparison to similar quaternary ammonium salts, amidinium compounds have distinct structural requirements for antimalarial activity and likely additional binding opportunities on account of their hydrogen-bond-forming properties.