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CHEBI:9123 - sertraline

ChEBI IDCHEBI:9123
ChEBI Namesertraline
Stars
DefinitionA member of the class of tetralins that is tetralin which is substituted at positions 1 and 4 by a methylamino and a 3,4-dichlorophenyl group, respectively (the S,S diastereoisomer). A selective serotonin-reuptake inhibitor (SSRI), it is administered orally as the hydrochloride salt as an antidepressant for the treatment of depression, obsessive-compulsive disorder, panic disorder and post-traumatic stress disorder.
Last Modified22 February 2017
DownloadsMolfile
FormulaC17H17Cl2N
Net Charge0
Average Mass306.236
Monoisotopic Mass305.07380
SMILES[H][C@@]1(c2ccc(Cl)c(Cl)c2)CC[C@H](NC)c2ccccc21
InChIInChI=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
InChIKeyVGKDLMBJGBXTGI-SJCJKPOMSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
serotonin uptake inhibitor  A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
Applications:
serotonin uptake inhibitor  A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
sertraline (CHEBI:9123) has parent hydride tetralin (CHEBI:35008)
sertraline (CHEBI:9123) has role antidepressant (CHEBI:35469)
sertraline (CHEBI:9123) has role serotonin uptake inhibitor (CHEBI:50949)
sertraline (CHEBI:9123) is a dichlorobenzene (CHEBI:23697)
sertraline (CHEBI:9123) is a secondary amino compound (CHEBI:50995)
sertraline (CHEBI:9123) is a tetralins (CHEBI:36786)
sertraline (CHEBI:9123) is conjugate base of sertraline(1+) (CHEBI:64214)
Incoming Relation(s)
sertraline(1+) (CHEBI:64214) is conjugate acid of sertraline (CHEBI:9123)
IUPAC Name 
(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine
INNs  Source
sertralinaChemIDplus
sertralineChemIDplus
sertralinumChemIDplus
Synonyms  Source
(1S,4S)-sertralineChemIDplus
(1S-cis)-1,2,3,4-tetrahydro-4-(3,4-dichlorophenyl)-N-methyl-1-naphthalenamineChemIDplus
CP 51974NIST Chemistry WebBook
cis-(+)-sertralineChEBI
(+)-sertralineChEBI
SertralineKEGG COMPOUND
Manual XrefsDatabases
2436DrugCentral
C07246KEGG COMPOUND
D02360KEGG DRUG
DB01104DrugBank
HMDB0005010HMDB
LSM-3843LINCS
SertralineWikipedia
SREPDBeChem
US4536518Patent
Registry NumbersSources
Reaxys:5753709Reaxys
CAS:79617-96-2NIST Chemistry WebBook
CAS:79617-96-2ChemIDplus
CAS:79617-96-2KEGG COMPOUND
Citations