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1217741-83-7

1217741-83-7 Structure

1217741-83-7 Structure
IdentificationBack Directory
[Name]

(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride
[CAS]

1217741-83-7
[Synonyms]

Sertraline hydrochloride salt
[2H3]- Sertraline Hydrochloride
(±)-cis-Sertraline-d3 HCl (N-methyl-d3)
(±)-cis-Sertraline-d3 hydrochloride (N-methyl-d3)
(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride
Sertraline-d3 HydrochlorideQ: What is Sertraline-d3 Hydrochloride Q: What is the CAS Number of Sertraline-d3 Hydrochloride
[Molecular Formula]

C17H15Cl3D3N
[MDL Number]

MFCD08063521
[MOL File]

1217741-83-7.mol
[Molecular Weight]

345.709
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

Methanol: soluble
[form ]

A solid
[Stability:]

Store in Freezer, Store In Freezer
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
Hazard InformationBack Directory
[Uses]

The isotopically labelled version of Sertraline, a selective serotonin reuptake inhibitor. Used as an antidepressant.
[Biological Activity]

Sertraline-d3 is intended for use as an internal standard for the quantification of sertraline 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.
[References]

1.Welch, W.M., Kraska, A.R., Sarges, R., et al.Nontricyclic antidepressant agents derived from cis- and trans-1-amino-4-aryltetralinsJ. 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 serotoninJ. 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 cellsCell Rep. Med.1(8)100142(2020)
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