An active metabolite of trimipramine
Related Products
Parent Compound(s)
15921Trimipramine (maleate)
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Trimipramine N-oxide

Item No. 35414

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
10,11-dihydro-N,N,β-trimethyl-5H-dibenz[b,f]azepine-5-propanamine N-oxide
CAS Number
14171-70-1
Molecular Formula
C20H26N2O
Formula Weight
310.4
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
[O-][N+](C)(CC(CN1C2=C(CCC3=C1C=CC=C3)C=CC=C2)C)C
InChi Code
InChI=1S/C20H26N2O/c1-16(15-22(2,3)23)14-21-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)21/h4-11,16H,12-15H2,1-3H3
InChi Key
UNOPAPJVNIQNJP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $119

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    5 mg

    $354

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    10 mg

    $647

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    Product Description

    Trimipramine N-oxide is an active metabolite of the tricyclic antidepressant trimipramine (Item No. 15921).1 It is formed via N-oxidation of trimipramine by the cytochrome P450 (CYP) isoforms CYP2D6, CYP2C9, CYP2C19, CYP1A2, and CYP3A4. Trimipramine N-oxide selectively inhibits the serotonin transporter (SERT) over organic cation transporter 1 (OCT1) and OCT2, the dopamine transporter (DAT), and the norepinephrine transporter (NET) in HEK293 cells expressing the human transporters (IC50s = 3.59, 9.35, 27.4, 9.4, and 11.7 µM, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Haenisch, B., Hiemke, C., and Bönisch, H. Inhibitory potencies of trimipramine and its main metabolites at human monoamine and organic cation transporters. Psychopharmacology (Berl) 217(2), 289-295 (2011).