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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H17Cl2N.ClH
Molecular Weight 342.691
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SERTRALINE HYDROCHLORIDE, CIS-(-)-

SMILES

Cl.CN[C@@H]1CC[C@H](C2=CC(Cl)=C(Cl)C=C2)C3=C1C=CC=C3

InChI

InChIKey=BLFQGGGGFNSJKA-JSUROZADSA-N
InChI=1S/C17H17Cl2N.ClH/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;1H/t12-,17-;/m1./s1

HIDE SMILES / InChI

Description

cis-(-)-Sertraline (aka 1R,4R-sertraline) is the therapeutically inactive enantiomer of Sertraline. Sertraline has four stereoisomers: (1R,4R), (1S,4S), (1R,4S), and (1S,4R), of which the (1S,4S) isomer is the active therapeutic compound. Sertraline is sold under the brand name Zoloft (and others) as an anti-depressant acting as a selective serotonin reuptake inhibitor. The bio-activity of sertraline is restricted to (1S,4S), and (1R,4R), where (1S,4S) is most potent.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown