Sertraline
| Sertraline | |
|---|---|
| Salts [] | |
|---|---|
| Sertraline hydrochloride | |
| Molecular structure via molpic based on CDK |
| Rotamer [] | |
|---|---|
| Conformer structure via 3Dmol.js |
| Physical properties [] | |
|---|---|
| Molecular mass | 306.2 g/mol [1] |
| Melting point | 245-246 [1] |
| Boiling point | 416.3±45.0 °C [1] |
| Solubility | 3.8mg/mL [1] |
| Predicted LogP | 4.8 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C17H17Cl2N [1] |
| IUPAC name | (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine [1] |
| SMILES | CN[C@H]1CC[C@H](C2=CC=CC=C12)C3=CC(=C(C=C3)Cl)Cl [1] |
| 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 [1] |
| InChIKey | VGKDLMBJGBXTGI-SJCJKPOMSA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | • Sertraline: 26 hours (32 hours in females, 22 hours in males; range 13 – 45 hours)[4]• Desmethylsertraline: 62 – 104 hours |
Sertraline (also known as Sertraline, Sertralina, Sertralinum, cis-(+)-sertraline, Cp 51974, (1S,4S)-sertraline, (1S-cis)-1,2,3,4-Tetrahydro-4-(3,4-dichlorophenyl)-N-methyl-1-naphthalenamine, CHEBI:9123, Dtxsid6023577 or 1-Naphthalenamine, 1,2,3,4-tetrahydro-4-(3,4-dichlorophenyl)-N-methyl-, (1S-cis)-) is a serotonin reuptake inhibitor substance of the α-alkylbenzylamine class.
Chemistry
Salts []
Sertraline is typically found in the form of its hydrochloride salt.
Stereochemistry []
Sertraline is a absolute mixture.
Pharmacology
ATC Classification
In the nervous system (N) sertraline acts as a antidepressant (N06A), psychoanaleptic (N06), selective serotonin reuptake inhibitor (N06AB) and sertraline (N06AB06).[1]Interactions
Subjective effects []
| 0xea / Sertraline [] | |
|---|---|
Routes:
| |
Legal status []
- Australia: Sertraline is a S4 substance.
- Brazil: Sertraline is a C1 substance.[3]
- Canada: Sertraline is a prescription only substance.
- New Zealand: Sertraline is a Prescription only substance.
- United Kingdom: Sertraline is a prescription only substance.
- United States: Sertraline is a prescription only substance.
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 68617, Sertraline. Accessed April 16, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/68617
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Sertraline. UNII: QUC7NX6WMB. Global Substance Registration System. Accessed April 16, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/QUC7NX6WMB
Anvisa. RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. March 31, 2023. Accessed April 16, 2026. https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992
Brunton L, Chabner B, Knollman B. Goodman and Gilman's The Pharmacological Basis of Therapeutics. McGraw Hill Professional. 2010.