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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
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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Other neuroprotective therapies on trial in acute stroke.
2006
Population pharmacokinetics of the selective serotonin 5-HT1A receptor partial agonist piclozotan.
2009 Mar-Apr
A systematic review of clinical trials of pharmacological interventions for acute ischaemic stroke (1955-2008) that were completed, but not published in full.
2010 Apr 22
Name Type Language
PICLOZOTAN
INN  
INN  
Official Name English
3-CHLORO-4-(4-(1',2',3',6'-TETRAHYDRO-(2,4'-BIPYRIDIN)-1'-YL)BUTYL)-1,4-BENZOXAZEPIN-5(4H)-ONE
Systematic Name English
piclozotan [INN]
Common Name English
SUN-N-4057
Code English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Fri Dec 15 16:39:25 GMT 2023 , Edited by admin on Fri Dec 15 16:39:25 GMT 2023
Code System Code Type Description
CAS
182415-09-4
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SMS_ID
300000034326
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INN
8540
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EPA CompTox
DTXSID90870153
Created by admin on Fri Dec 15 16:39:25 GMT 2023 , Edited by admin on Fri Dec 15 16:39:25 GMT 2023
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PUBCHEM
9801640
Created by admin on Fri Dec 15 16:39:25 GMT 2023 , Edited by admin on Fri Dec 15 16:39:25 GMT 2023
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FDA UNII
FQE44HS7AH
Created by admin on Fri Dec 15 16:39:25 GMT 2023 , Edited by admin on Fri Dec 15 16:39:25 GMT 2023
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WIKIPEDIA
PICLOZOTAN
Created by admin on Fri Dec 15 16:39:25 GMT 2023 , Edited by admin on Fri Dec 15 16:39:25 GMT 2023
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NCI_THESAURUS
C90944
Created by admin on Fri Dec 15 16:39:25 GMT 2023 , Edited by admin on Fri Dec 15 16:39:25 GMT 2023
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DRUG BANK
DB12361
Created by admin on Fri Dec 15 16:39:25 GMT 2023 , Edited by admin on Fri Dec 15 16:39:25 GMT 2023
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ChEMBL
CHEMBL345237
Created by admin on Fri Dec 15 16:39:25 GMT 2023 , Edited by admin on Fri Dec 15 16:39:25 GMT 2023
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