79559-97-0 Usage
Description
Different sources of media describe the Description of 79559-97-0 differently. You can refer to the following data:
1. 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.
2. 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.
3. 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.
References
https://en.wikipedia.org/wiki/Sertraline
https://www.drugbank.ca/drugs/DB01104
Chemical Properties
White or almost white, crystalline powder.
Uses
Different sources of media describe the Uses of 79559-97-0 differently. You can refer to the following data:
1. antibacterial
2. A selective ST inhibitor
3. 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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 79559-97-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,9,5,5 and 9 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 79559-97:
(7*7)+(6*9)+(5*5)+(4*5)+(3*9)+(2*9)+(1*7)=200
200 % 10 = 0
So 79559-97-0 is a valid CAS Registry Number.
79559-97-0Relevant articles and documents
Preparation method of chiral sertraline hydrochloride
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Paragraph 0039; 0042-0044; 0047-0049; 0052-0054; 0057-0059, (2020/10/21)
The invention relates to a preparation method of chiral sertraline hydrochloride, which comprises: 1) carrying out a reaction on cis-sertraline hydrochloride and an inorganic alkali in a toluene and water mixed solution, carrying out oil layer concentration to remove a solvent, adding an alcohol and water mixed solvent to dissolve the residue, and adding L-glutamic acid to carry out resolution toobtain a crude product sertraline glutamate; 2) recrystallizing the crude sertraline glutamate to obtain refined sertraline glutamate; and 3) reacting the refined glutamic acid sertraline with inorganic alkali in a mixed solution of water and toluene, concentrating an oil layer to remove the solvent, adding ethanol into residues for dissolving, and then adding a hydrogen chloride ethanol solutionfor crystallization to obtain the cis-(1S, 4S)-sertraline hydrochloride. The method is high in yield; the cis-(1S, 4S)-sertraline hydrochloride is high in purity, low in cost and suitable for industrial production.
Concise enantioselective synthesis of (+)-sertraline and (-)-CP-52002 using proline catalysis
Kalshetti, Rupali,Venkataramasubramanian,Kamble, Sanjay,Sudalai, Arumugam
, p. 1053 - 1055 (2016/02/16)
A short enantioselective synthesis of (+)-sertraline and its C4 epimer (-)-CP-52002 with an overall yield of 30%, respectively, as its hydrochloride has been described. The key steps are the proline catalyzed Mannich reaction of acetaldehyde and acid catalyzed intramolecular Friedel-Crafts' alkylation reaction of olefin proceeding with high optical purities.
Stereoselective amination of chiral benzylic ethers using chlorosulfonyl isocyanate: Total synthesis of (+)-Sertraline
Lee, Sang Hwi,Kim, In Su,Li, Qing Ri,Dong, Guang Ri,Jeong, Lak Shin,Jung, Young Hoon
, p. 10011 - 10019 (2012/02/05)
The stereoselective amination of various chiral benzylic ethers using chlorosulfonyl isocyanate is developed, and the application of this method to the total synthesis of a potent antidepressant, (+)-sertraline, from readily available 1-naphthol is also described (Figure presented).
