Sertraline hydrochloride
Synonym(s):(1S,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine hydrochloride;Sertraline HCl;Sertraline hydrochloride
- CAS NO.:79559-97-0
- Empirical Formula: C17H18Cl3N
- Molecular Weight: 342.69
- MDL number: MFCD00895772
- EINECS: 616-702-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-05 18:22:57
What is Sertraline hydrochloride?
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.
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.
Chemical properties
White or almost white, crystalline powder.
Originator
Pfizer (USA)
The Uses of Sertraline hydrochloride
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.
The Uses of Sertraline hydrochloride
A selective serotonin reuptake inhibitor. Used as an antidepressant
The Uses of Sertraline hydrochloride
antibacterial
The Uses of Sertraline hydrochloride
A selective ST inhibitor
What are the applications of Application
Sertraline hydrochloride is a selective ST inhibitor
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
Properties of Sertraline hydrochloride
Melting point: | 246-249°C |
alpha | D23 +37.9° (c = 2 in methanol) |
Density | 1.37 |
Flash point: | 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) |
Safety information for Sertraline hydrochloride
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 Environment GHS09 |
GHS Hazard Statements |
H302:Acute toxicity,oral H400:Hazardous to the aquatic environment, acute hazard |
Precautionary Statement Codes |
P273:Avoid release to the environment. |
Computed Descriptors for Sertraline hydrochloride
Sertraline hydrochloride manufacturer
Chemeca Drugs Private Limited (Vegesna Laboratories Pvt Ltd)
Basic Pharma Life Science Pvt Ltd
Lee Pharma Ltd
Verdant Life Sciences Pvt Ltd
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