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.
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.
