(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride Chemical Properties

storage temp. 

-20°C

solubility 

Methanol: soluble

form 

A solid

Stability:

Store in Freezer, Store In Freezer

(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride Usage And Synthesis

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)

(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride(1217741-83-7)Related Product Information

• 1(2H)-Naphthalenone,3,4-dihydro-4-phenyl-
• rac 4-(2,3-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone
• Sertraline Impurity 20
• Sertraline Impurity 23
• 4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenimine
• Rac-trans-Sertraline
• Sertraline hydrochloride
• Sertraline
• Sertraline Impurity 22
• Sertraline-RC 11 Impurity
• (1R,4R)-Sertraline 4-Chlorophenyl IMpurity HCl
• 4-(4-Chlorophenyl)-3,4-dihydro-1(2H)-naphthalenone
• 3-Dechloro Sertraline Hydrochloride
• Sertraline Carbamoyl Glucuronide
• (1R,4S) Sertraline Hydrochloride
• Sertraline Impurity 21
• 4-(3,4-Dichlorophenyl)-1-tetralone
• 1(2H)-Naphthalenone, 4-(3-chlorophenyl)-3,4-dihydro-