Produktname:5-fluoroimidazo[1,2-a]pyridine-2-carboxylic acid

IUPAC Name:5-fluoroimidazo[1,2-a]pyridine-2-carboxylic acid

CAS:1352398-48-1
Molekulare Formel:C8H5FN2O2
Reinheit:95%
Katalognummer:CM151138
Molekulargewicht:180.14

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Produkt-Details

CAS-Nr.:1352398-48-1
Molekulare Formel:C8H5FN2O2
Schmelzpunkt:-
SMILES-Code:O=C(C1=CN2C(F)=CC=CC2=N1)O
Dichte:
Katalognummer:CM151138
Molekulargewicht:180.14
Siedepunkt:
Mdl-Nr.:MFCD20923130
Lagerung:Store at 2-8°C.

Category Infos

Imidazopyridines
With four imidazopyridine-containing drugs and one pyrazolopyridine-containing drug on the market, bicyclic pyridines containing ring-junction nitrogen are privileged structures in medicinal chemistry. With two nitrogen atoms with potential to serve as hydrogen bond acceptors, imidazopyridines and pyrazolopyridines may boost binding to target proteins and elevate potency. In addition, these structures have found utility in FBDD, covalent inhibitors, reducing metabolic liabilities, and creating novel chemical space and intellectual properties. With many of the advanced intermediates now commercially available, they will find more and more applications in drug discovery.
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Product Other Information

Product Overview 5-Fluoroimidazo[1,2-a]pyridine-2-carboxylic acid (FIPI) is a small molecule inhibitor.
Synthesis Method The first step involves the synthesis of 2,3-dihydroimidazo[1,2-a]pyridine-3-one, which is then reacted with 5-fluoro-1-pentanol to form 5-fluoroimidazo[1,2-a]pyridin-2-ylmethanol. This intermediate is then converted to 5-Fluoroimidazo[1,2-a]pyridine-2-carboxylic acid by reacting with 2-chloroacetic acid in the presence of triethylamine.
Chemical Properties It is a potent and selective inhibitor of PLD activity, which makes it a valuable tool for studying the role of PLD in various cellular processes. It is also cell-permeable and can be used in live cells. It has a short half-life and can be rapidly metabolized, which can limit its effectiveness. Additionally, 5-Fluoroimidazo[1,2-a]pyridine-2-carboxylic acid can have off-target effects, which can complicate the interpretation of results.
Synthesis and Application 5-Fluoroimidazo[1,2-a]pyridine-2-carboxylic acid has been used extensively in scientific research to study the role of PLD in various cellular processes. PLD is involved in the regulation of membrane trafficking, signal transduction, and cytoskeletal organization, and its dysregulation has been linked to various diseases such as cancer, diabetes, and Alzheimer's disease. 5-Fluoroimidazo[1,2-a]pyridine-2-carboxylic acid has been shown to inhibit PLD activity in various cell types and has been used to study the role of PLD in these diseases.
Future Directions One potential direction is the development of more potent and selective PLD inhibitors. Additionally, 5-Fluoroimidazo[1,2-a]pyridine-2-carboxylic acid can be used in combination with other inhibitors to study the synergistic effects of targeting multiple signaling pathways. Finally, 5-Fluoroimidazo[1,2-a]pyridine-2-carboxylic acid can be used to study the role of PLD in various disease models, which can lead to the development of new therapeutic strategies.