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Details

Stereochemistry ACHIRAL
Molecular Formula C19H28ClN5O
Molecular Weight 377.912
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETOPERIDONE

SMILES

CCN1C(=O)N(CCCN2CCN(CC2)C3=CC(Cl)=CC=C3)N=C1CC

InChI

InChIKey=IZBNNCFOBMGTQX-UHFFFAOYSA-N
InChI=1S/C19H28ClN5O/c1-3-18-21-25(19(26)24(18)4-2)10-6-9-22-11-13-23(14-12-22)17-8-5-7-16(20)15-17/h5,7-8,15H,3-4,6,9-14H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C19H28ClN5O
Molecular Weight 377.912
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Etoperidone is an atypical antidepressant introduced in Europe in 1977. The activity of etoperidone is made mainly by its major metabolite 1-(3'-chlorophenyl)piperazine (mCPP). mCPP binds with different affinity to most of the serotonergic receptors and adrenergic receptors. This metabolite is an agonist of 5-HT2c and an antagonist of 5-HT2a. Part of etoperidone structure contributes to the activity in the α-adrenergic receptors. Etoperidone has been studied for the treatment of depression, tremors in Parkinson, extrapyramidal symptoms and male impotence. It is not certain if it was ever approved and marketed but its current status is withdrawn.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
38.0 nM [Kd]
570.0 nM [Kd]
2.3 µM [Kd]
85.0 nM [Kd]
36.0 nM [Kd]

PubMed

Substance Class Chemical
Record UNII
KAI6MVO39Z
Record Status Validated (UNII)
Record Version