An internal standard for the quantification of sertraline
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Unlabeled Version(s)
14839Sertraline (hydrochloride)
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Sertraline-d3 (hydrochloride)

Item No. 15857

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-d3-1-naphthalenamine, monohydrochloride
CAS Number
1217741-83-7
Molecular Formula
C17H14Cl2D3N • HCl
Formula Weight
345.7
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Methanol: soluble
SMILES
ClC(C=C1)=C(Cl)C=C1[C@H](CC[C@@H]2NC([2H])([2H])[2H])C3=C2C=CC=C3.Cl
InChi Code
InChI=1S/C17H17Cl2N.ClH/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11;/h2-6,8,10,12,17,20H,7,9H2,1H3;1H/t12-,17-;/m0./s1/i1D3;
InChi Key
BLFQGGGGFNSJKA-FEGLBNOFSA-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

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    Product Description

    Sertraline-d3 is intended for use as an internal standard for the quantification of sertraline (Item No. 14839) by GC- or LC-MS. Sertraline is a selective serotonin reuptake inhibitor (SSRI).1,2 It inhibits monoamine uptake by the serotonin transporter (SERT) with an IC50 value of 70 nM.1 It is selective for SERT over the norepinephrine and dopamine transporters (IC50s = 520 and 720 nM, respectively). Sertraline (3.2-56 mg/kg, s.c.) reduces immobility in the forced swim test in mice.2 Sertraline (5 µM) prevents acid sphingomyelinase activation and subsequent ceramide release induced by infection with replication-deficient vesicular stomatitis virus pseudoviral particles (pp-VSV) presenting the severe acute respiratory coronavirus 2 (SARS-CoV-2) spike protein in Vero cells, an effect that can be overcome with exogenous application of C16 ceramide.3 Formulations containing sertraline have been used in the treatment of depression, obsessive-compulsive disorder (OCD), premenstrual dysphoric disorder (PMDD), and various anxiety disorders.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Welch, W.M., Kraska, A.R., Sarges, R., et al. Nontricyclic antidepressant agents derived from cis- and trans-1-amino-4-aryltetralins. J. Med. Chem. 27(11), 1508-1515 (1984).

    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. Carpinteiro, A., Edwards, M.J., Hoffmann, M., et al. Pharmacological inhibition of acid sphingomyelinase prevents uptake of SARS-CoV-2 by epithelial cells. Cell Rep. Med. 1(8), 100142 (2020).