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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
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.

Approval Year

PubMed

PubMed

TitleDatePubMed
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
Effects of piclozotan (SUN N4057), a partial serotonin 1A receptor agonist, on motor complications induced by repeated administration of levodopa in parkinsonian rats.
2010 Dec 15
New serotonin 5-HT(1A) receptor agonists with neuroprotective effect against ischemic cell damage.
2011 Dec 8
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:39:25 UTC 2023
Edited
by admin
on Fri Dec 15 16:39:25 UTC 2023
Record UNII
FQE44HS7AH
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
Code System Code Type Description
CAS
182415-09-4
Created by admin on Fri Dec 15 16:39:25 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
PRIMARY
SMS_ID
300000034326
Created by admin on Fri Dec 15 16:39:25 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
PRIMARY
INN
8540
Created by admin on Fri Dec 15 16:39:25 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
PRIMARY
EPA CompTox
DTXSID90870153
Created by admin on Fri Dec 15 16:39:25 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
PRIMARY
PUBCHEM
9801640
Created by admin on Fri Dec 15 16:39:25 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
PRIMARY
FDA UNII
FQE44HS7AH
Created by admin on Fri Dec 15 16:39:25 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
PRIMARY
WIKIPEDIA
PICLOZOTAN
Created by admin on Fri Dec 15 16:39:25 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
PRIMARY
NCI_THESAURUS
C90944
Created by admin on Fri Dec 15 16:39:25 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
PRIMARY
DRUG BANK
DB12361
Created by admin on Fri Dec 15 16:39:25 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
PRIMARY
ChEMBL
CHEMBL345237
Created by admin on Fri Dec 15 16:39:25 UTC 2023 , Edited by admin on Fri Dec 15 16:39:25 UTC 2023
PRIMARY
Related Record Type Details
TARGET->PARTIAL AGONIST
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY