(1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride
- CAS NO.:1217741-83-7
- Empirical Formula: C17H15Cl3D3N
- Molecular Weight: 345.709005334
- MDL number: MFCD08063521
- Update Date: 2023-06-08 09:03:09
What is (1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride?
The Uses of (1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride
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)
Properties of (1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride
storage temp. | -20°C |
solubility | Methanol: soluble |
form | A solid |
Stability: | Store in Freezer, Store In Freezer |
Safety information for (1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride
Computed Descriptors for (1S,4S)-4-(3,4-dichlorophenyl)-N-(trideuteriomethyl)-1,2,3,4-tetrahydronaphthalen-1-amine:hydrochloride
New Products
6-Bromo 2-Iodo Indole Pyridine 2,4,6-Tricarboxaldehyde Fosfomycin EP impurity D Rimegepant Impurity 3 Ivermectin EP Impurity B 2,2-diethoxyethanethioamide (2S,4R)-4-amino-2-methyl-5-phenylpentanoic acid hydrochloride Tubulysin A Tubulysin E Imeglimin Hydrochloride IH Fuel shell Calcium Sodium Phosphosilicate IH 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile 4-Bromo-N,N-bis(4-iodophenyl)aniline 5-Aminophthalazine 2-Chloro-3-(chloromethyl)pyridine 4,7-Dibromobenzo[c][1,2,5]thiadiazole-5,6-diamine 3,6-Bis(4-bromophenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 3,6-Bis(4-iodophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 3,3-dimethyl-2-oxo-, methyl ester Zanubrutinib 1-(4-Bromophenyl)cyclobutanolRelated products of tetrahydrofuran
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