Table 1
Classification of chiral antidepressant drugs
| Class | Generic name | Brand name | Available as | More active form |
|---|---|---|---|---|
| SSRI | citalopram | Celexa, Cipramil, Zetalo, Lexapro | Racemate and (S)-citalopram | (S)-citalopram |
| fluoxetine | Prozac, Sarafem, Rapiflux | Racemate and (S)-fluoxetine | (S)-fluoxetine | |
| sertraline | Zoloft, Actiser, Bioserene, Episod, Mentolift | Racemate and (+)-cis-(1S,4S)-sertraline | (+)-cis-(1S,4S)-sertraline | |
| SNRI | paroxetine | Paxil, Brisdelle, Paxil CR, Pexeva | (−)-trans-(3S,4R)-paroxetine | (−)-trans-(3S,4R)-paroxetine |
| venlafaxine | Effexor, Effexor XR | Racemate | (R)-venlafaxine | |
| duloxetine | Cymbalta, Drizalma Sprinkle, Irenka | (S)-duloxetine | (S)-duloxetine | |
| milnacipran | Ixel, Savella, Dalcipran, Toledomin | Mixture of d-milnacipran (1S,2R) and l-milnacipran (1R,2S) | d-milnacipran (1S,2R) | |
| NRI | reboxetine | Edronax, Pfizer | Mixture of (S,R)-reboxetine, (R,R)-, (R,S)-reboxetine (S,S)-reboxetine | (S,S)-reboxetine |
| NDRI | bupropion | Wellbutrin, Zyban | Racemate | (R)-bupropion |
| MAOI | selegiline | Eldepryl, Zelapar | Racemate | (+)-selegiline |
| TeCA | mianserin | Bonserin, Tolvon, Athimil, Depnon, Deprexolet, Lantanon, Lerivon, Demisone, and others | Racemate | (S)-mianserin |
| NASSA | mirtazapine | Remeron, Mirataz, and others | Racemate | (S)-mirtazapine |
[i] MAOI, monoamine oxidase inhibitor; NASSA, noradrenergic and specific serotonergic antidepressant; NDRI, norepinephrine–dopamine reuptake inhibitor; NRI, norepinephrine (noradrenaline) reuptake inhibitor; SNRI, serotonin–norepinephrine reuptake inhibitor; SSRI, selective serotonin reuptake inhibitor; TeCA, tetracyclic antidepressant.
Figure 1
Enantiomers and metabolites of citalopram.
Figure 2
Enantiomers and metabolites of fluoxetine.
Figure 3
Stereoisomers of sertraline.
Figure 4
Stereoisomers of paroxetine.
Figure 5
Enantiomers and metabolites of venlafaxine.
Figure 6
Enantiomers of duloxetine.
Figure 7
Stereoisomers of milnacipran.
Figure 8
Stereoisomers of reboxetine.
Figure 9
Enantiomers and metabolites of bupropion.
Figure 10
Enantiomers of selegiline.
Figure 11
Enantiomers of mianserin.
Figure 12
Enantiomers of mirtazapine.