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Sertraline
Sertraline
Synonyms CP-51974-1
Brand names Lustral, Zoloft
IUPAC name

IUPAC name
(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine
ChemSpider

61881

DrugBank

DB01104

PubChem

68617

PDB fields

N/A

Formula

C17H17Cl2N

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
InChIKey
InChIKey
VGKDLMBJGBXTGI-SJCJKPOMSA-N
SMILES
SMILES
CN[C@H]1CC[C@@H](C2=CC(Cl)=C(Cl)C=C2)C2=CC=CC=C12
(Jmol 3D structure)
Mol. mass

306.23 g/mol

Sertraline is a selective serotonin reuptake inhibitor that is used in the treatment of depression and anxiety disorders. While it inhibits CYP2D6, it does so moderately, hence its potential for drug interactions is considered third least prominent, amongst the SSRIs (behind citalopram and escitalopram).[1] It also inhibits CYP2B6 potently,[2] hence potentially allowing it to interact with bupropion, the chemotherapeutics cyclophosphamide and ifosfamide, the antiretrovirals nevirapine and efavirenz, the anaesthetics ketamine and propofol, methadone and the anti-Parkinsonian drug selegiline.[3]

3D structuresEdit

Static structure
Sertraline
3D static structure
Animated structure
250px sertraline
3D animated structure


External linksEdit

Reference listEdit

  1. Brunton, LL; Chabner, BA; Knollmann, BC, eds. (2010). Goodman & Gilman's Pharmacological Basis of Therapeutics. (12th ed.). New York, USA: McGraw-Hill Professional. ISBN 978-0-07-162442-8.
  2. Molnari, JC; Hassan, HE; Myers, AL (March 2012). "Effects of sertraline on the pharmacokinetics of bupropion and its major metabolite, hydroxybupropion, in mice.". European Journal of Drug Metabolism and Pharmacokinetics 37 (1): 57–63. PMID 21928040. doi:10.1007/s13318-011-0065-6. 
  3. Wang, H; Tompkins, LM (September 2008). "CYP2B6: new insights into a historically overlooked cytochrome P450 isozyme.". Current Drug Metabolism 9 (7): 598–610. PMC 2605793. PMID 18781911. doi:10.2174/138920008785821710. 

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