Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C23H24ClN3O2.2ClH.2H2O |
| Molecular Weight | 518.861 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.O.Cl.Cl.ClC1=COC2=CC=CC=C2C(=O)N1CCCCN3CCC(=CC3)C4=CC=CC=N4
InChI
InChIKey=GKSJHWDGNVDIBR-UHFFFAOYSA-N
InChI=1S/C23H24ClN3O2.2ClH.2H2O/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;2*1H;2*1H2
| Molecular Formula | H2O |
| Molecular Weight | 18.0153 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C23H24ClN3O2 |
| Molecular Weight | 409.909 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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
| Title | Date | PubMed |
|---|---|---|
| New serotonin 5-HT(1A) receptor agonists with neuroprotective effect against ischemic cell damage. | 2011-12-08 |
|
| Effects of piclozotan (SUN N4057), a partial serotonin 1A receptor agonist, on motor complications induced by repeated administration of levodopa in parkinsonian rats. | 2010-12-15 |
|
| A systematic review of clinical trials of pharmacological interventions for acute ischaemic stroke (1955-2008) that were completed, but not published in full. | 2010-04-22 |
|
| Population pharmacokinetics of the selective serotonin 5-HT1A receptor partial agonist piclozotan. | 2009-03-21 |
|
| Synthesis, SAR studies, and evaluation of 1,4-benzoxazepine derivatives as selective 5-HT1A receptor agonists with neuroprotective effect: Discovery of Piclozotan. | 2006-03-15 |
|
| Other neuroprotective therapies on trial in acute stroke. | 2006 |
|
| New 5-HT1A receptor agonists possessing 1,4-benzoxazepine scaffold exhibit highly potent anti-ischemic effects. | 2001-02-26 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:14:38 GMT 2025
by
admin
on
Mon Mar 31 18:14:38 GMT 2025
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| Record UNII |
WPV80TF084
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| Record Status |
Validated (UNII)
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| Record Version |
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68740440
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1159841-63-0
Created by
admin on Mon Mar 31 18:14:38 GMT 2025 , Edited by admin on Mon Mar 31 18:14:38 GMT 2025
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WPV80TF084
Created by
admin on Mon Mar 31 18:14:38 GMT 2025 , Edited by admin on Mon Mar 31 18:14:38 GMT 2025
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PARENT -> SALT/SOLVATE |
