MedKoo Cat#: 529014 | Name: ZSET-1446

Description:

WARNING: This product is for research use only, not for human or veterinary use.

ZSET-1446, also known as ST-101, is a T-type calcium channel activator potentially for the treatment of Alzheimer's disease and essential tremor.

Chemical Structure

ZSET-1446
ZSET-1446
CAS#887603-94-3

Theoretical Analysis

MedKoo Cat#: 529014

Name: ZSET-1446

CAS#: 887603-94-3

Chemical Formula: C15H12N2O

Exact Mass: 236.0950

Molecular Weight: 236.27

Elemental Analysis: C, 76.25; H, 5.12; N, 11.86; O, 6.77

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
ZSET-1446; ST-101; ZSET1446; ST101; ZSET 1446; ST 101; ismidenonum; ismidenon
IUPAC/Chemical Name
1',3'-dihydro-2H-spiro[imidazo[1,2-a]pyridine-3,2'-inden]-2-one
InChi Key
QZWYXEBIQWJXAR-UHFFFAOYSA-N
InChi Code
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
SMILES Code
O=C1N=C2C=CC=CN2C13CC4=C(C=CC=C4)C3
Appearance
White to off-white solid powder.
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 236.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Yamaguchi Y, Takeda K, Hino M. Combination effects of ZSET1446/ST101 with memantine on cognitive function and extracellular acetylcholine in the hippocampus. J Pharmacol Sci. 2013;123(4):347-55. PubMed PMID: 24292380. 2: Yamaguchi Y, Saito K, Matsuno T, Takeda K, Hino M. Effects of ZSET1446/ST101 on cognitive deficits and amyloid β deposition in the senescence accelerated prone mouse brain. J Pharmacol Sci. 2012;119(2):160-6. PubMed PMID: 22790316. 3: Shioda N, Yamamoto Y, Han F, Moriguchi S, Yamaguchi Y, Hino M, Fukunaga K. A novel cognitive enhancer, ZSET1446/ST101, promotes hippocampal neurogenesis and ameliorates depressive behavior in olfactory bulbectomized mice. J Pharmacol Exp Ther. 2010 Apr;333(1):43-50. doi: 10.1124/jpet.109.163535. PubMed PMID: 20068029. 4: Han F, Shioda N, Moriguchi S, Yamamoto Y, Raie AY, Yamaguchi Y, Hino M, Fukunaga K. 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. J Pharmacol Exp Ther. 2008 Jul;326(1):127-34. doi: 10.1124/jpet.108.137471. PubMed PMID: 18388258. 5: Yamaguchi Y, Miyashita H, Tsunekawa H, Mouri A, Kim HC, Saito K, Matsuno T, Kawashima S, Nabeshima T. 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. J Pharmacol Exp Ther. 2006 Jun;317(3):1079-87. PubMed PMID: 16474004. 6: Takeda K, Yamaguchi Y, Hino M, Kato F. Potentiation of Acetylcholine-Mediated Facilitation of Inhibitory Synaptic Transmission by an Azaindolizione Derivative, ZSET1446 (ST101), in the Rat Hippocampus. J Pharmacol Exp Ther. 2016 Feb;356(2):445-55. doi: 10.1124/jpet.115.229021. PubMed PMID: 26578264. 7: Ito Y, Takuma K, Mizoguchi H, Nagai T, Yamada K. 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. J Pharmacol Exp Ther. 2007 Feb;320(2):819-27. PubMed PMID: 17090702. 8: Shioda N, Yamamoto Y, Han F, Moriguchi S, Fukunaga K. [Neurochemical mechanisms of a novel Alzheimer's disease therapeutics on improvement of cognition and depressive behavior]. Yakugaku Zasshi. 2011 Apr;131(4):505-11. Review. Japanese. PubMed PMID: 21467789. 9: Green KN, Khashwji H, Estrada T, Laferla FM. ST101 induces a novel 17 kDa APP cleavage that precludes Aβ generation in vivo. Ann Neurol. 2011 May;69(5):831-44. doi: 10.1002/ana.22325. PubMed PMID: 21416488. 10: Moriguchi S, Shioda N, Yamamoto Y, Tagashira H, Fukunaga K. The T-type voltage-gated calcium channel as a molecular target of the novel cognitive enhancer ST101: enhancement of long-term potentiation and CaMKII autophosphorylation in rat cortical slices. J Neurochem. 2012 Apr;121(1):44-53. doi: 10.1111/j.1471-4159.2012.07667.x. PubMed PMID: 22251222. 11: Nagai T, Yamada K. [Molecular mechanism for methamphetamine-induced memory impairment]. Nihon Arukoru Yakubutsu Igakkai Zasshi. 2010 Apr;45(2):81-91. Review. Japanese. PubMed PMID: 20486560.