A metabolite of sertraline
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(1S,4S)-N-desmethyl Sertraline (hydrochloride)

Item No. 15916

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4S-(3,4-dichlorophenyl)-1S,2,3,4-tetrahydro-N-methyl-1-naphthalenamine, monohydrochloride
CAS Number
675126-10-0
Synonyms
  • cis(1S,4S)-Norsertraline
  • CP 62,508
  • (1S,4S)-Norsertraline
Molecular Formula
C16H15Cl2N • HCl
Formula Weight
328.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly solubleDMSO: SolubleWater: Slightly soluble
SMILES
ClC(C=C1)=C(Cl)C=C1[C@H](CC[C@@H]2N)C3=C2C=CC=C3.Cl
InChi Code
InChI=1S/C16H15Cl2N.ClH/c17-14-7-5-10(9-15(14)18)11-6-8-16(19)13-4-2-1-3-12(11)13;/h1-5,7,9,11,16H,6,8,19H2;1H/t11-,16-;/m0./s1
InChi Key
YKXHIERZIRLOLD-RISSCEEYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    (1S,4S)-N-desmethyl Sertraline is a metabolite of the selective serotonin reuptake inhibitor (SSRI) sertraline (Item No. 14839).1 (1S,4S)-N-desmethyl Sertraline inhibits serotonin (5-HT) and dopamine (DA) uptake in isolated rat corpus striatum (IC50s = 0.45 and 3.8 µM, respectively) and norepinephrine (NE) uptake in isolated rat hypothalamus (IC50 = 4.6 µM).2 Unlike sertraline, (1S,4S)-N-desmethyl sertraline (1, 3.2, and 10 mg/kg) does not increase extracellular levels of 5-HT or decrease extracellular levels of the serotonin metabolite 5-hydroxy indole-3-acetic acid (5-HIAA) in the rat striatum.3 It also does not increase cell firing in the rat dorsal raphe when administered intravenously at a dose of 1,000 µg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bolden-Watson, C., and Richelson, E. Blockade by newly-developed antidepressants of biogenic amine uptake into rat brain synaptosomes. Life Sci. 52(12), 1023-1029 (1993).

    2. Koe, B.K., Weissman, A., Welch, W.M., et al. Sertraline, 1S,4S-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthylamine, a new uptake inhibitor with selectivity for serotonin. J. Pharmacol. Exp. Ther. 226(3), 686-700 (1983).

    3. Sprouse, J., Clarke, T., Reynolds, L., et al. Comparison of the effects of sertraline and its metabolite desmethylsertraline on blockade of central 5-HT reuptake in vivo. Neurophychopharmacology 14(4), 225-231 (1996).