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Details

Stereochemistry ACHIRAL
Molecular Formula C15H12N2O
Molecular Weight 236.2686
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Ismidenon

SMILES

O=C1N=C2C=CC=CN2C13CC4=CC=CC=C4C3

InChI

InChIKey=QZWYXEBIQWJXAR-UHFFFAOYSA-N
InChI=1S/C15H12N2O/c18-14-15(17-8-4-3-7-13(17)16-14)9-11-5-1-2-6-12(11)10-15/h1-8H,9-10H2

HIDE SMILES / InChI

Molecular Formula C15H12N2O
Molecular Weight 236.2686
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

ST-101 (also known as ZSET1446) is an azaindolizinone derivative patented by Zenyaku Kogyo Kabushiki Kaisha for the treatment of Alzheimer's disease and improvement of cerebral function. In preclinical models, ST-101 stimulates acetylcholine release and improves methamphetamine-induced impairment of recognition memory in mice by activating extracellular signal-regulated kinase 1/2. Impaired neurogenesis observed in olfactory bulbectomized mice was significantly improved by chronic administration with ST-101. We confirmed that administration with mecamylamine, a nicotinic acetylcholine receptor antagonist, inhibits ST-101-enhanced neurogenesis in the dentate gyrus. ST-101 administration also restored decreased phosphorylation of Akt and extracellular signal-regulated kinase in the dentate gyrus of olfactory bulbectomized mice.

Approval Year

PubMed

PubMed

TitleDatePubMed
A novel cognitive enhancer, ZSET1446/ST101, promotes hippocampal neurogenesis and ameliorates depressive behavior in olfactory bulbectomized mice.
2010-04
Spiro[imidazo[1,2-a]pyridine-3,2-indan]-2(3H)-one (ZSET1446/ST101) treatment rescues olfactory bulbectomy-induced memory impairment by activating Ca2+/calmodulin kinase II and protein kinase C in mouse hippocampus.
2008-07
Novel rat Alzheimer's disease models based on AAV-mediated gene transfer to selectively increase hippocampal Abeta levels.
2007-06-09
A novel azaindolizinone derivative ZSET1446 (spiro[imidazo[1,2-a]pyridine-3,2-indan]-2(3H)-one) improves methamphetamine-induced impairment of recognition memory in mice by activating extracellular signal-regulated kinase 1/2.
2007-02
Effects of a novel cognitive enhancer, spiro[imidazo-[1,2-a]pyridine-3,2-indan]-2(3H)-one (ZSET1446), on learning impairments induced by amyloid-beta1-40 in the rat.
2006-06
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:28:08 GMT 2025
Edited
by admin
on Mon Mar 31 22:28:08 GMT 2025
Record UNII
7TTT61784C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ST-101
Preferred Name English
Ismidenon
USAN   INN  
Official Name English
ismidenon [INN]
Common Name English
ISMIDENON [USAN]
Common Name English
Spiro[imidazo[1,2-a]pyridine-3(2H),2?-[2H]inden]-2-one, 1?,3?-dihydro-
Systematic Name English
AD101
Code English
1?,3?-Dihydrospiro[imidazo[1,2-a]pyridine-3(2H),2?-[2H]inden]-2-one
Systematic Name English
ST101
Code English
1?,3?-Dihydro-2H-spiro[imidazo[1,2-a]pyridine-3,2?-inden]-2-one
Systematic Name English
AD-101
Code English
ZSET-1446
Code English
Code System Code Type Description
DRUG BANK
DB12621
Created by admin on Mon Mar 31 22:28:08 GMT 2025 , Edited by admin on Mon Mar 31 22:28:08 GMT 2025
PRIMARY
SMS_ID
300000021771
Created by admin on Mon Mar 31 22:28:08 GMT 2025 , Edited by admin on Mon Mar 31 22:28:08 GMT 2025
PRIMARY
PUBCHEM
10220323
Created by admin on Mon Mar 31 22:28:08 GMT 2025 , Edited by admin on Mon Mar 31 22:28:08 GMT 2025
PRIMARY
NCI_THESAURUS
C202605
Created by admin on Mon Mar 31 22:28:08 GMT 2025 , Edited by admin on Mon Mar 31 22:28:08 GMT 2025
PRIMARY
USAN
KL-229
Created by admin on Mon Mar 31 22:28:08 GMT 2025 , Edited by admin on Mon Mar 31 22:28:08 GMT 2025
PRIMARY
INN
13216
Created by admin on Mon Mar 31 22:28:08 GMT 2025 , Edited by admin on Mon Mar 31 22:28:08 GMT 2025
PRIMARY
FDA UNII
7TTT61784C
Created by admin on Mon Mar 31 22:28:08 GMT 2025 , Edited by admin on Mon Mar 31 22:28:08 GMT 2025
PRIMARY
CAS
887603-94-3
Created by admin on Mon Mar 31 22:28:08 GMT 2025 , Edited by admin on Mon Mar 31 22:28:08 GMT 2025
PRIMARY
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ACTIVE MOIETY