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

(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride Basic information
Product Name:(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride
Synonyms:(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride;[2H3]- Sertraline Hydrochloride;(±)-cis-Sertraline-d3 hydrochloride (N-methyl-d3);(±)-cis-Sertraline-d3 HCl (N-methyl-d3);Sertraline hydrochloride salt;Sertraline-d3 HydrochlorideQ: What is Sertraline-d3 Hydrochloride Q: What is the CAS Number of Sertraline-d3 Hydrochloride;2H3]-Sertraline HCI;2H3]-Sertraline hydrochloride salt
CAS:1217741-83-7
MF:C17H15Cl3D3N
MW:345.709005334
EINECS:
Product Categories:
Mol File:1217741-83-7.mol
(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride Structure
(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
Safety Information
MSDS Information
(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride Usage And Synthesis
UsesThe isotopically labelled version of Sertraline, a selective serotonin reuptake inhibitor. Used as an antidepressant.
Biological ActivitySertraline-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.
References1.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 Preparation Products And Raw materials
4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenimine Sertraline Impurity 23 Sertraline Impurity 20 rac 4-(2,3-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone 1(2H)-Naphthalenone,3,4-dihydro-4-phenyl- 1(2H)-Naphthalenone, 4-(3-chlorophenyl)-3,4-dihydro- Sertraline 4-(3,4-Dichlorophenyl)-1-tetralone Sertraline Impurity 21 (1R,4S) Sertraline Hydrochloride Sertraline Carbamoyl Glucuronide 3-Dechloro Sertraline Hydrochloride 4-(4-Chlorophenyl)-3,4-dihydro-1(2H)-naphthalenone Sertraline hydrochloride (1R,4R)-Sertraline 4-Chlorophenyl IMpurity HCl Sertraline-RC 11 Impurity Sertraline Impurity 22 Rac-trans-Sertraline

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