573691-11-9

Basic information

• Product Name: Aripiprazole N4-Oxide
• Synonyms: Aripiprazole N4-Oxide;7-[4-[4-(2,3-Dichlorophenyl)-4-oxido-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone
• CAS NO: 573691-11-9
• Molecular Formula: C23H27Cl2N3O3
• Molecular Weight: 464.38478
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Neurochemicals;Pharmaceuticals
• Mol File: 573691-11-9.mol

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: Aripiprazole N4-Oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Aripiprazole N4-Oxide(573691-11-9)
• EPA Substance Registry System: Aripiprazole N4-Oxide(573691-11-9)

Safety Data

• Hazardous Substances Data: 573691-11-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Aripiprazole N4-Oxide is used as an impurity in the production and quality control of the anti-psychotic drug, Aripiprazole (A771000). Its presence is essential for ensuring the drug's efficacy and safety, as it contributes to the overall pharmacological profile of the medication.
Used in Research and Development:
Aripiprazole N4-Oxide serves as a valuable compound for research purposes, particularly in the study of the metabolism and pharmacokinetics of Aripiprazole. Understanding the role of this metabolite can help researchers optimize the drug's formulation and dosing regimen, potentially leading to improved treatment outcomes for patients with psychiatric disorders.
Used in Drug Metabolism Studies:
Aripiprazole N4-Oxide is used as a reference compound in drug metabolism studies, allowing researchers to investigate the metabolic pathways and enzyme interactions involved in the breakdown and elimination of Aripiprazole. This information can be crucial for the development of new drugs with improved pharmacological properties and reduced side effects.

Upstream product

• 902456-05-7 1-(2,3-dichloro-phenyl)-piperazine 1-oxide 
• 129722-34-5 7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone 
• 902456-03-5 [4-(2,3-dichloro-phenyl)-piperazin-1-yl]-phenyl-methanone 
• 902456-04-6 [4-(2,3-dichloro-phenyl)-4-oxy-piperazin-1-yl]-phenyl-methanone 
• 119532-26-2 1-(2,3-dichlorophenyl)-piperazine hydrochloride 
• 22246-18-0 7-hydroxy-3,4-dihydro-2-(1H)-quinolinone 

Relevant articles and documents

Synthesis and characterization of N-oxides and metabolites of anti-psychotic drug, Aripiprazole

Aripiprazole is a recently developed anti-psychotic drug used for the treatment of schizophrenia. Aripiprazole and its N-oxides exhibit a strong activity for influencing the neurotransmission of dopamine receptors and are devoid of side effects induced by the known drugs useful for the treatment of schizophrenia. Further, Aripiprazole is metabolized by different biotransformation pathways as dehydrogenation, hydroxylation and N-dealkylation giving rise to different metabolites. The present work details the development of a simple and novel process for the preparation of Aripiprazole N-oxides as Aripiprazole-4-N-oxide, Aripiprazole-1-N-oxide and Aripiprazole-1,4-di-N-oxide and Aripiprazole metabolites such as dehydro Aripiprazole and Aripiprazole hydroxy metabolite.