Identification | More | [Name]
Sertraline hydrochloride | [CAS]
79559-97-0 | [Synonyms]
(1S,4S)-1-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-4-(METHYLAMINO)NAPHTHALENE HYDROCHLORIDE (1S,4S)-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-N-METHYL-1-NAPHTHALENAMINE HYDROCHLORIDE (1S,4S)-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-N-METHYL-1-NAPTHALENAMINE HYDROCHLORIDE N-(4(3,4-DICHLOROPHENYL)-3,4-DIHYDRO-1(2H)NAPHTHALIDENE) METHANAMINE SERTRALINE HCL FORM I SERTRALINE HCL FORM II SERTRALINE HYDROCHLORIDE SERTRALINE MANDELATE SETRALINE HCL (1s-cis)-lorid 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-n-methyl-1-naphthalenaminhydroch Sertralinumhydrochloride 1-Naphthalenamine, 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-, hydrochloride, (1S,4S)- Sertaline hydrochloride (1S,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthylamine hydrochloride CP-51974-1 Lustral:Zoloft (1S-cis)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine hydrochloride | [EINECS(EC#)]
616-702-0 | [Molecular Formula]
C17H18Cl3N | [MDL Number]
MFCD00895772 | [Molecular Weight]
342.69 | [MOL File]
79559-97-0.mol |
Chemical Properties | Back Directory | [Appearance]
White Crystalline Powder | [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
| [Usage]
A selective serotonin reuptake inhibitor. Used as an antidepressant | [Merck ]
8467 | [Stability:]
Store in Freezer | [CAS DataBase Reference]
79559-97-0(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN1230 - class 3 - PG 2 - Methanol, solution | [WGK Germany ]
3
| [RTECS ]
QJ0352070
| [HazardClass ]
IRRITANT | [HS Code ]
29214990 |
Questions And Answer | Back Directory | [Description]
Sertraline(79559-97-0) 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
|
Hazard Information | Back Directory | [Chemical Properties]
White or almost white, crystalline powder. | [Originator]
Pfizer (USA) | [Uses]
A selective serotonin reuptake inhibitor. Used as an antidepressant | [Uses]
A selective ST inhibitor | [Uses]
antibacterial | [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 |
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