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
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
| Molecular Formula | C17H17Cl2N |
| Molecular Weight | 306.23 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Nontricyclic antidepressant agents derived from cis- and trans-1-amino-4-aryltetralins. | 1984 Nov |
|
| Analysis of cis-trans isomers and enantiomers of sertraline by cyclodextrin-modified micellar electrokinetic chromatography. | 2000 Feb 25 |
|
| Chiral separation of sertraline with microemulsion electrokinetic chromatography on a polymer/β-cyclodextrin assembling molecular film modified capillary. | 2010 |
|
| Determination of rat plasma levels of sertraline enantiomers using direct injection with achiral-chiral column switching by LC-ESI/MS/MS. | 2010 Jul 8 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 07:58:28 GMT 2023
by
admin
on
Sat Dec 16 07:58:28 GMT 2023
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| Record UNII |
H0905KBO3H
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| Record Status |
Validated (UNII)
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| Record Version |
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H0905KBO3H
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admin on Sat Dec 16 07:58:28 GMT 2023 , Edited by admin on Sat Dec 16 07:58:28 GMT 2023
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