ZSET-1446

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

MedKoo CAT#: 529014

CAS#: 887603-94-3

Description: 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.


Price and Availability

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Price

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ZSET-1446 is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 529014
Name: ZSET-1446
CAS#: 887603-94-3
Chemical Formula: C15H12N2O
Exact Mass: 236.095
Molecular Weight: 236.27
Elemental Analysis: C, 76.25; H, 5.12; N, 11.86; O, 6.77


Synonym: ZSET-1446; ST-101; ZSET1446; ST101; ZSET 1446; ST 101

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


Technical Data

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).

Harmonized System Code:
293490


References

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.