An active metabolite of (S)-duloxetine
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(S)-5-hydroxy-6-methoxy Duloxetine (maleate)

Item No. 39381

Technical Information
Formal Name
2-methoxy-5-[(1S)-3-(methylamino)-1-(2-thienyl)propoxy]-1-naphthalenol, maleate
Molecular Formula
C19H21NO3S • C4H4O4
Formula Weight
Purity
≥95%
A solid
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC(/C=C\C(O)=O)=O.CNCC[C@@H](C1=CC=CS1)OC2=CC=CC3=C(O)C(OC)=CC=C32
InChi Code
InChI=1S/C19H21NO3S.C4H4O4/c1-20-11-10-16(18-7-4-12-24-18)23-15-6-3-5-14-13(15)8-9-17(22-2)19(14)21;5-3(6)1-2-4(7)8/h3-9,12,16,20-21H,10-11H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t16-;/m0./s1
InChi Key
KNDHKJRGZZJYIU-ZSJYYTRTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    (S)-5-hydroxy-6-methoxy Duloxetine is an active metabolite of the serotonin (5-HT) and norepinephrine reuptake inhibitor (S)-duloxetine (Item No. 14317).1,2 It is formed from (S)-duloxetine via a 5- or 6-hydroxy duloxetine intermediate, which is formed by the cytochrome P450 (CYP) isoforms CYP1A2 and CYP2D6, and a catechol duloxetine intermediate.2 (S)-5-hydroxy-6-methoxy Duloxetine inhibits the 5-HT transporter (SERT), norepinephrine transporter (NET), and dopamine transporter (DAT) in lipid membranes (Kis = 266, 920, and 2,814 nM, respectively, for the human transporters).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kuo, F., Gillespie, T.A., Kulanthaivel, P., et alSynthesis and biological activity of some known and putative duloxetine metabolites. Bioorg. Med. Chem. 14(13), 3481-3486 (2004).

    2. Knadler, M.P., Lobo, E., Chappell, J., et alDuloxetine: Clinical pharmacokinetics and drug interactions. Clin. Pharmacokinet. 50(5), 281-294 (2011).