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| Product Name: | Sertraline hydrochloride | | Synonyms: | (1S,4S)-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-N-METHYL-1-NAPTHALENAMINE HYDROCHLORIDE;(1S,4S)-1-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-4-(METHYLAMINO)NAPHTHALENE HYDROCHLORIDE;SERTRALINE HCL FORM I;SERTRALINE HCL FORM II;SERTRALINE HYDROCHLORIDE;Rac-cis-Sertraline-13C-d3 HCl;1-NaphthalenaMine,4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-Methyl-, hydrochloride (1:1),(1S,4S)-;CP-51974-1 HCl | | CAS: | 79559-97-0 | | MF: | C17H18Cl3N | | MW: | 342.69 | | EINECS: | 616-702-0 | | Product Categories: | KETEK;Active Pharmaceutical Ingredients;Pharmaceutical Intermediates;APIs;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Serotonin receptor;API;79559-97-0 | | Mol File: | 79559-97-0.mol |  |
| | Sertraline hydrochloride Chemical Properties |
| Melting point | 246-249°C | | alpha | D23 +37.9° (c = 2 in methanol) | | density | 1.37 | | Fp | 9℃ | | storage temp. | 2-8°C | | solubility | DMSO: ~26 mg/mL | | form | solid | | pka | pKa (water): 9.48 ± 0.04; pKa (methanol:water, 40:60 v/v): 8.6; pKa (ethanol:water, 1:1 v/v): 8.5(at 25℃) | | color | white | | Merck | 14,8467 | | Stability: | Store in Freezer | | CAS DataBase Reference | 79559-97-0(CAS DataBase Reference) |
| | Sertraline hydrochloride Usage And Synthesis |
| Description | Sertraline is the hydrochloride form of sertraliine. Sertraline belongs to the selective serotonin reuptake inhibitor (SSRI) class antidepressant drug. Sertraline is indicated for the treatment of major depressive disorder in adults as well as obsessive-compulsive disorder, post-traumatic stress disorder (PTSD), premenstrual dysphoric disorder (PMDD), panic disorder and social anxiety disorder occurring in both adults and children. Its exact mechanism of action is still not fully understand. But it is indicated that this drug can selectively inhibit the reuptake of serotonin at the presynaptic membrane, increasing serotonin levels in the synapses and enhancing serotonergic neurotransmission. This effect seems to be related to the antidepressant effect of sertraliine.
| | References | https://en.wikipedia.org/wiki/Sertraline
https://www.drugbank.ca/drugs/DB01104
| | Description | Sertraline is a selective serotonin reuptake inhibitor (SSRI). It inhibits monoamine uptake by the serotonin transporter (SERT) with an IC50 value of 70 nM. 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. 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. Formulations containing sertraline have been used in the treatment of depression, obsessive-compulsive disorder (OCD), premenstrual dysphoric disorder (PMDD), and various anxiety disorders. | | Description | Sertraline hydrochloride is a selective serotonin reuptake inhibitor, similar mechanistically
to fluoxetine, introduced initially for the maintenance and long-term treatment of
depression. It is reportedly non-sedating and compared to fluoxetine has a shorter duration
of action and lack of CNS activating effects such as nervousness and anxiety. Sertraline
hydrochloride is currently undergoing investigation for the treatment of obesity and
obsessive-compulsive disorders. | | Chemical Properties | White or almost white, crystalline powder. | | Originator | Pfizer (USA) | | Uses | A selective ST inhibitor | | Uses | antibacterial | | Uses | The effect of exposure of sertraline hydrochloride was studied in chronically prepared ovine fetus. It was used in glucocorticoid function assay to study the effect of antidepressants on glucocorticoid receptor function in humans. | | Uses | A selective serotonin reuptake inhibitor. Used as an antidepressant | | Definition | ChEBI: A hydrochloride resulting from the reaction of equimolar amounts of sertraline and hydrogen chloride. A selective serotonin-reuptake inhibitor (SSRI), it is administered orally as an antidepressant for the treatment of depression, obsessive-compulsive diso
der, panic disorder and post-traumatic stress disorder. | | Manufacturing Process | Manufacturing process for Sertraline hydrochloride includes these steps as follows: Preparation of hot
ethyl acetate-pentane, Preparation of an analytical sample of 3-ethoxycarbonyl-4-(3,4-
dichlorophenyl)-4-phenylbut-3-enoic acid; Preparation of 4-(3,4-
dichlorophenyl)-4-phenylbut-3-enoic acid; Preparation of an analytical sample of the 4-(3,4-dichlorophenyl)-4-phenylbutanoic
acid, 4-(3,4-dichlorophenyl)-3,4-dihydro-1-(2H)-
naphthalenone; Preparation of a white precipitate, containing
about 70% cis-racemate and 30% tras-racemate of N-methyl-4-(3,4-
dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride; Preparation of cis-(1S)(1R)-N-methyl-4-(3,4-
dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride; Preparation of cis-(1S)-N-methyl-4-
(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine mandelate. The mandelate salt were suspended in ethyl acetate (about 2 L). The ethyl
acetate suspension was treated with 10% aqueous NaOH solution, thereby
converting the amine to the free base. The resulting ethyl acetate solution
was then dried, diluted with ether (2 L) and then treated with excess gaseous
hydrogen chloride to give a gelatinous suspension which crystallized
overnight. The crystalline HCl salt product was separated by filtration, washed
with ether and air dried. The cis-(1S)-N-methyl-4-(3,4-dichlorophenyl)-
1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride 25.96 g, 39% yield, with
melting point 243°-245°C. | | Brand name | Zoloft (Pfizer);Lustral. | | Therapeutic Function | Antidepressant | | General Description | Sertraline, marketed as the brand drug Zoloft?, is an SSRI antidepressant used in the treatment of major depression as well as obsessive-compulsive, panic, and social anxiety disorders. This Certified Snap-N-Spike? Solution is applicable for use in LC/MS or GC/MS applications for urine drug testing, clinical toxicology, and forensic analysis. | | Biological Activity | Potent, orally active selective serotonin re-uptake inhibitor (SSRI) used clinically to treat depression. | | Biochem/physiol Actions | Selective serotonin reuptake inhibitor, antidepressant. | | storage | Desiccate at RT |
| | Sertraline hydrochloride Preparation Products And Raw materials |
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