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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 ST-101

SMILES

O=C1N=C2C=CC=CN2C13CC4=C(C3)C=CC=C4

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
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 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 Feb
Novel rat Alzheimer's disease models based on AAV-mediated gene transfer to selectively increase hippocampal Abeta levels.
2007 Jun 9
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 Jul
Patents
Name Type Language
ST-101
Code English
Spiro[imidazo[1,2-a]pyridine-3(2H),2′-[2H]inden]-2-one, 1′,3′-dihydro-
Systematic Name 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
ZSET-1446
Code English
Code System Code Type Description
DRUG BANK
DB12621
Created by admin on Sat Dec 16 09:04:17 GMT 2023 , Edited by admin on Sat Dec 16 09:04:17 GMT 2023
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SMS_ID
300000021771
Created by admin on Sat Dec 16 09:04:17 GMT 2023 , Edited by admin on Sat Dec 16 09:04:17 GMT 2023
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PUBCHEM
10220323
Created by admin on Sat Dec 16 09:04:17 GMT 2023 , Edited by admin on Sat Dec 16 09:04:17 GMT 2023
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NCI_THESAURUS
C202605
Created by admin on Sat Dec 16 09:04:17 GMT 2023 , Edited by admin on Sat Dec 16 09:04:17 GMT 2023
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FDA UNII
7TTT61784C
Created by admin on Sat Dec 16 09:04:17 GMT 2023 , Edited by admin on Sat Dec 16 09:04:17 GMT 2023
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CAS
887603-94-3
Created by admin on Sat Dec 16 09:04:17 GMT 2023 , Edited by admin on Sat Dec 16 09:04:17 GMT 2023
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