951624-49-0

Basic information

• Product Name: 5-[[(4-Fluorophenyl)Methyl]aMino]-1,3-dihydro-2H-iMidazo[4,5-b]pyridin-2-one
• Synonyms: 5-[[(4-Fluorophenyl)Methyl]aMino]-1,3-dihydro-2H-iMidazo[4,5-b]pyridin-2-one;5-(4-fluorobenzylaMino)-1H-iMidazo[4,5-b]pyridin-2-ol;Flupirtine Maleate iMpurity A;Flupirtine IMpurity A (IMpurity I);Flupirtine impurity A;Flupirtine Impurity C;5-((4-fluorobenzyl)amino)-1,3-dihydro-2H-imidazo[4,5-b]pyridin- 2-one
• CAS NO: 951624-49-0
• Molecular Formula: C13H11FN4O
• Molecular Weight: 258
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 951624-49-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• CAS DataBase Reference: 5-[[(4-Fluorophenyl)Methyl]aMino]-1,3-dihydro-2H-iMidazo[4,5-b]pyridin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[[(4-Fluorophenyl)Methyl]aMino]-1,3-dihydro-2H-iMidazo[4,5-b]pyridin-2-one(951624-49-0)
• EPA Substance Registry System: 5-[[(4-Fluorophenyl)Methyl]aMino]-1,3-dihydro-2H-iMidazo[4,5-b]pyridin-2-one(951624-49-0)

Safety Data

• Hazardous Substances Data: 951624-49-0(Hazardous Substances Data)

Usage

Chemical Properties

Blueish Grey Solid

Uses

Flupirtine (F598510) impurity.

Upstream product

• 56995-20-1 Flupirtine 

Relevant articles and documents

Oxidation potentials of N-modified derivatives of the analgesic flupirtine linked to potassium KV7 channel opening activity but not hepatocyte toxicity

Openers of neuronal voltage-gated potassium channels (KV) are of interest as therapeutic agents for treating pain (flupirtine) and epilepsy (retigabine). In an effort to better understand the mechanisms of action and toxicity of flupirtine, we synthesized nine novel analogues with varying redox behavior. Flupirtine can be oxidatively metabolized into azaquinone di-imines; thus, the oxidation potentials of flupirtine and its analogues were measured by cyclic voltammetry. KV7.2/3 (KCNQ2/3) opening activity was determined by an established assay with HEK293 cells overexpressing these channels. A link was found between the oxidation potentials of the compounds and their EC50 values for potassium channel opening activity. On the other hand, no correlation was observed between oxidation potentials and cytotoxicity in cultures of transgenic mouse hepatocytes (TAMH). These results support the idea that oxidative metabolites of flupirtine contribute to the mechanism of action, similar to what was recently proposed for acetaminophen (paracetamol), but not to hepatotoxicity.