Aripiprazole N-Oxide
Aripiprazole N-Oxide is an oxidation derivative of the antipsychotic Aripiprazole, featuring a piperazine N-oxide moiety in place of the parent compound's piperazine nitrogen. Structurally, it retains the benzofuran-2-yl and 10H-thieno[2,3-b][1,5]benzodiazepine cores, with a 3-chloro-1-propyl side chain. The N-oxidation introduces an oxygen atom at the piperazine ring's nitrogen, altering its electronic properties and polarity. This impurity arises via oxidative degradation pathways during synthesis or storage. It serves as a critical HPLC reference standard for quantifying N-oxide impurity levels in Aripiprazole drug substance batches.
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Molecular Formula
C23H27Cl2N3O3
Molecular Weight
464.4000
CAS Number
573691-09-5
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PubChem CID
10288582 ↗
IUPAC Name
7-[4-[4-(2,3-dichlorophenyl)-1-oxidopiperazin-1-ium-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one
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Official Reference Standards
| Std | Catalog # | Quantity | Price |
|---|---|---|---|
| EP | Y0001650 ↗ | 15 MG | EUR 90.00 |
| USP | 1042689 ↗ | 25 mg | USD 903.00 |
📝 Synonyms
Aripiprazole N1-Oxide
573691-09-5
5NO9KAA6QP
7-[4-[4-(2,3-Dichlorophenyl)-1-oxido-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone
DTXSID00437791
ARIPIPRAZOLE IMPURITY F [EP IMPURITY]
7-(4-(4-(2,3-Dichlorophenyl)-1-oxido-1-piperazinyl)butoxy)-3,4-dihydro-2(1H)-quinolinone
ARIPIPRAZOLE IMPURITY F (EP IMPURITY)
7-{4-[4-(2,3-Dichlorophenyl)-1-oxido-1-piperazinyl]butoxy}-3,4-dihydro-2(1H)-quinolinone
RefChem:559953
🔬 Chemical Identifiers
C1CC(=O)NC2=C1C=CC(=C2)OCCCC[N+]3(CCN(CC3)C4=C(C(=CC=C4)Cl)Cl)[O-]
InChI=1S/C23H27Cl2N3O3/c24-19-4-3-5-21(23(19)25)27-10-13-28(30,14-11-27)12-1-2-15-31-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29)
ZNYNDJDSFMRJPS-UHFFFAOYSA-N
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