Lustral

Sertraline

Clinical data
Trade names	Zoloft and others
AHFS/Drugs.com	Monograph
MedlinePlus	a697048
Pregnancy category	AU: C US: C (Risk not ruled out)
Routes of administration	By mouth (tablets and solution)
ATC code	N06AB06 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) UK: POM (Prescription only) US: ℞-only In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability	44%
Protein binding	98.5%
Metabolism	Hepatic (N-demethylation mainly by CYP2B6)
Biological half-life	~23-26 h (66 h [less-active metabolite, norsertraline])
Excretion	Renal
Identifiers
IUPAC name (1S,4S)-4-(3,4-Dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine
CAS Number	79617-96-2 Y
PubChem CID	68617
IUPHAR/BPS	4798
DrugBank	DB01104 Y
ChemSpider	61881 Y
UNII	QUC7NX6WMB
KEGG	D02360 Y
ChEBI	CHEBI:9123 Y
ChEMBL	CHEMBL809 Y
Chemical and physical data
Formula	C17H17Cl2N
Molar mass	306.229 g/mol
3D model (Jmol)	Interactive image
SMILES ClC1=CC=C([C@H]2C3=C([C@H](CC2)NC)C=CC=C3)C=C1Cl
InChI InChI=1S/C17H17Cl2N/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11/h2-6,8,10,12,17,20H,7,9H2,1H3/t12-,17-/m0/s1 Y Key:VGKDLMBJGBXTGI-SJCJKPOMSA-N Y

Sertraline (trade names Zoloft and others) is an antidepressant of the selective serotonin reuptake inhibitor (SSRI) class. It was introduced to the market by Pfizer in 1991. Sertraline is primarily prescribed for major depressive disorder in adult outpatients as well as obsessive-compulsive disorder, panic disorder, and social anxiety disorder, in both adults and children. In 2013, it was the most prescribed antidepressant and second most prescribed psychiatric medication (after alprazolam) on the U.S. retail market, with over 41 million prescriptions.

Differences with other newer antidepressants are subtle and mostly confined to side effects. It is similar in tolerability profile to other SSRIs, with the types of adverse events usually including diarrhea, nausea, and sexual dysfunction. The incidence of diarrhea was higher with sertraline—especially when prescribed at higher doses—in comparison to other SSRIs.

Sertraline is used for a number of conditions, including major depression, obsessive-compulsive disorder (OCD), body dysmorphic disorder (BDD), posttraumatic stress disorder (PTSD), premenstrual dysphoric disorder (PMDD), panic disorder and social anxiety disorder. It has also been used for premature ejaculation and vascular headaches but evidence of the effectiveness in treating those conditions is not robust.