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Details

Stereochemistry ACHIRAL
Molecular Formula C23H24ClN3O2
Molecular Weight 409.909
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PICLOZOTAN

SMILES

ClC1=COC2=C(C=CC=C2)C(=O)N1CCCCN3CCC(=CC3)C4=NC=CC=C4

InChI

InChIKey=URMTUEWUIGOJBW-UHFFFAOYSA-N
InChI=1S/C23H24ClN3O2/c24-22-17-29-21-9-2-1-7-19(21)23(28)27(22)14-6-5-13-26-15-10-18(11-16-26)20-8-3-4-12-25-20/h1-4,7-10,12,17H,5-6,11,13-16H2

HIDE SMILES / InChI

Molecular Formula C23H24ClN3O2
Molecular Weight 409.909
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

Piclozotan (SUN N4057) is a 1,4-benzoxazepine derivative that exhibits sub-nanomolar affinity at serotonin 1A receptor with good selectivity over dopamine D2 and α1-adrenoceptors. Piclozotan reduced levodopa-induced forelimb hyperkinesia by 55% and 69%, respectively, at 1h relative to the control. Piclozotan significantly lengthened the duration of rotational behavior by 26% versus the control and attenuated the increase in striatal levodopa-derived extracellular dopamine levels. Piclozotan, a serotonin 1A agonist, can improve motor complications in patients with advanced Parkinson's disease. Piclozotan has been shown to be neuroprotective against ischemic neuronal damage in animal models. Piclozotan had been in phase II for the treatment of stroke. However, this research has been discontinued.

Originator

Approval Year

PubMed

Substance Class Chemical
Record UNII
FQE44HS7AH
Record Status Validated (UNII)
Record Version