Desmethylsertraline

Desmethylsertraline
Systematic (IUPAC) name
	(1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine
Clinical data
Legal status	uncontrolled;
Pharmacokinetic data
Biological half-life	66 hours
Excretion	urine
Identifiers
CAS Number	87857-41-8
ATC code	none
PubChem	CID: 114743
ChemSpider	102729
Chemical data
Formula	C16H15Cl2N
Molecular mass	292.20 g/mol
	SMILES Clc1ccc(cc1Cl)[C@H]3c2c(cccc2)[C@@H](N)CC3 ;

Desmethylsertraline (DMS) is an active metabolite of the antidepressant drug sertraline. Like sertraline, desmethylsertraline acts as a monoamine reuptake inhibitor, and may be responsible for some of its parent's therapeutic benefits. However, DMS is significantly less potent relative to sertraline as a serotonin reuptake inhibitor (K_i = 76 nM vs. 3 nM, respectively), but conversely, is more balanced as a monoamine reuptake inhibitor (5-HT (K_i) = 76 nM; NE (K_i) = 420 nM; DA (K_i) = 440 nM), which has the effective result of DMS contrarily behaving as a serotonin-norepinephrine-dopamine reuptake inhibitor (SNDRI), with about 5.5-fold preference for inhibiting serotonin reuptake relative to catecholamine reuptake.^[1]

References

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