A metabolite of aripiprazole
Related Products
Parent Compound(s)
19989Aripiprazole
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Aripiprazole N-oxide

Item No. 35296

Technical Information
Formal Name
7-[4-[4-(2,3-dichlorophenyl)-1-oxido-1-piperazinyl]butoxy]-3,4-dihydro-2(1H)-quinolinone
CAS Number
573691-09-5
Synonyms
  • Aripiprazole N1-Oxide
Molecular Formula
C23H27Cl2N3O3
Formula Weight
Purity
≥90%
A solid
λmax
218 nm
SMILES
O=C1NC2=CC(OCCCC[N+]3(CCN(CC3)C4=C(Cl)C(Cl)=CC=C4)[O-])=CC=C2CC1
InChi Code
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)
InChi Key
ZNYNDJDSFMRJPS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Aripiprazole N-oxide is a metabolite of the atypical antipsychotic aripiprazole (Item No. 19989).1,2 It is formed from aripiprazole by the cytochrome P450 (CYP) isoforms CYP2D6 and CYP3A4.3 Aripiprazole N-oxide is a potential impurity found in commercial preparations of aripiprazole.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Filijovic, N.D., Pavlović, A., Nikolic, K., et alValidation of an HPLC method for determination of aripiprazole and its impurities in pharmaceuticals. Acta Chromatagr. 26(1), 13-28 (2014).

    2. Satyanarayana, B., Sumalatha, Y., Kumar, S.S., et alSynthesis and characterization of N-oxides and metabolites of antipsychotic drug, aripiprazole. Heterocycl. Commun. 11(6), 485-490 (2005).

    3. Kubo, M., Koue, T., Inaba, A., et alInfluence of itraconazole co-administration and CYP2D6 genotype on the pharmacokinetics of the new antipsychotic ARIPIPRAZOLE. Drug Metab. Pharmacokinet. 20(1), 55-64 (2005).