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Details

Stereochemistry ACHIRAL
Molecular Formula C21H31N5O.ClH
Molecular Weight 405.965
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADATANSERIN HYDROCHLORIDE

SMILES

Cl.O=C(NCCN1CCN(CC1)C2=NC=CC=N2)C34CC5CC(CC(C5)C3)C4

InChI

InChIKey=PPHCXMVJHQJEAK-UHFFFAOYSA-N
InChI=1S/C21H31N5O.ClH/c27-19(21-13-16-10-17(14-21)12-18(11-16)15-21)22-4-5-25-6-8-26(9-7-25)20-23-2-1-3-24-20;/h1-3,16-18H,4-15H2,(H,22,27);1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
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

Molecular Formula C21H31N5O
Molecular Weight 369.5037
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

Adatanserin is an adamantyl piperazine derivative a partial agonist of 5-HT1A receptors and antagonist of 5-HT2A and 5-HT2C receptors. Adatanserin demonstrated activity in vivo in rat serotonin syndrome, quipazine- and DOI-induced head shake experiments, and anxiolytic activity in animal conflict model. It was developed by Wyeth for the treatment of depression. The compound was investigated in phase II clinical trials in anxiety disorders and major depressive disorders, but no results were reported, and the development of adatanserin was discontinued.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

PubMed

Substance Class Chemical
Record UNII
48BX75B06D
Record Status Validated (UNII)
Record Version