MedKoo Cat#: 522394 | Name: ISX-9
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Description:

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

ISX-9 is a neurogenic agent. Isx-9 promotes neurogenesis in vivo, enhancing the proliferation and differentiation of hippocampal subgranular zone (SGZ) neuroblasts, and the dendritic arborization of adult-generated dentate gyrus neurons. Isx-9 also improves hippocampal function, enhancing memory in the Morris water maze. Notably, Isx-9 enhances neurogenesis and memory without detectable increases in cellular or animal activity or vascularization. Isx-9 enhances hippocampal neurogenesis and memory in vivo, and its effects are reliant on Mef2, revealing a novel cell-intrinsic molecular pathway regulating adult neurogenesis.

Chemical Structure

ISX-9
ISX-9
CAS#832115-62-5

Theoretical Analysis

MedKoo Cat#: 522394

Name: ISX-9

CAS#: 832115-62-5

Chemical Formula: C11H10N2O2S

Exact Mass: 234.0463

Molecular Weight: 234.27

Elemental Analysis: C, 56.40; H, 4.30; N, 11.96; O, 13.66; S, 13.68

Price and Availability

Size Price Availability Quantity
10mg USD 90.00 Ready to ship
25mg USD 150.00 Ready to ship
50mg USD 250.00 Ready to ship
100mg USD 450.00 Ready to ship
200mg USD 750.00 Ready to ship
500mg USD 1,250.00 Ready to ship
1g USD 1,950.00 Ready to ship
2g USD 2,950.00 Ready to ship
5g USD 4,950.00 2 Weeks
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Synonym
ISX-9; ISX 9; ISX9; Isoxazole 9
IUPAC/Chemical Name
N-Cyclopropyl-5-(2-thienyl)-3-isoxazolecarboxamide
InChi Key
SYENTKHGMVKGAQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H10N2O2S/c14-11(12-7-3-4-7)8-6-9(15-13-8)10-2-1-5-16-10/h1-2,5-7H,3-4H2,(H,12,14)
SMILES Code
O=C(C1=NOC(C2=CC=CS2)=C1)NC3CC3
Appearance
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, not in water
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
Biological target:
ISX-9 activates Ca2+ influx through both voltage-gated Ca2+ channels and NMDA receptors and increases neuroD expression.
In vitro activity:
Isx-9 was examined for its effects on the three major populations of progenitor/precursor cells in brain: NSPCs, oligodendrocyte precursor cells (OPCs), and endothelial progenitor cells (EPCs). Cultured primary NSPCs, OPCs, or EPCs were treated with various concentrations of Isx-9 (6.25, 12.5, 25, 50 μM), and their cell numbers were counted in a blinded manner. Isx-9 slightly increased the number of NSPCs and effectively induced neuronal differentiation of NSPCs. However, Isx-9 significantly decreased OPC number in a concentration-dependent manner, suggesting cytotoxicity. Isx-9 did not affect EPC cell number. But in a matrigel assay of angiogenesis, Isx-9 significantly inhibited tube formation in outgrowth endothelial cells derived from EPCs. This potential anti-tube-formation effect of Isx-9 was confirmed in a brain endothelial cell line. Taken together, the data suggests that mechanisms and targets for promoting stem/progenitor cells in the central nervous system may significantly differ between cell types. Reference: PLoS One. 2015 Sep 25;10(9):e0138724. https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/26407349/
In vivo activity:
Isx-9 promotes neurogenesis in vivo, enhancing the proliferation and differentiation of hippocampal subgranular zone (SGZ) neuroblasts, and the dendritic arborization of adult-generated dentate gyrus neurons. Isx-9 also improves hippocampal function, enhancing memory in the Morris water maze. Notably, Isx-9 enhances neurogenesis and memory without detectable increases in cellular or animal activity or vascularization. Molecular exploration of Isx-9-induced regulation of neurogenesis (via FACS and microarray of SGZ stem and progenitor cells) suggested the involvement of the myocyte-enhancer family of proteins (Mef2). Indeed, transgenic-mediated inducible knockout of all brain-enriched Mef2 isoforms (Mef2a/c/d) specifically from neural stem cells and their progeny confirmed Mef2's requirement for Isx-9-induced increase in hippocampal neurogenesis. Thus, Isx-9 enhances hippocampal neurogenesis and memory in vivo, and its effects are reliant on Mef2, revealing a novel cell-intrinsic molecular pathway regulating adult neurogenesis. Reference: FASEB J. 2012 Aug;26(8):3148-62. https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/22542682/
Solvent mg/mL mM
Solubility
DMSO 46.0 196.35
Ethanol 13.0 55.49
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 234.27 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
Formulation protocol:
In vitro protocol:
1. Koh SH, Liang AC, Takahashi Y, Maki T, Shindo A, Osumi N, Zhao J, Lin H, Holder JC, Chuang TT, McNeish JD, Arai K, Lo EH. Differential Effects of Isoxazole-9 on Neural Stem/Progenitor Cells, Oligodendrocyte Precursor Cells, and Endothelial Progenitor Cells. PLoS One. 2015 Sep 25;10(9):e0138724. doi: 10.1371/journal.pone.0138724. PMID: 26407349; PMCID: PMC4583469.
In vivo protocol:
1. Petrik D, Jiang Y, Birnbaum SG, Powell CM, Kim MS, Hsieh J, Eisch AJ. Functional and mechanistic exploration of an adult neurogenesis-promoting small molecule. FASEB J. 2012 Aug;26(8):3148-62. doi: 10.1096/fj.11-201426. Epub 2012 Apr 27. PMID: 22542682; PMCID: PMC3405259.
1: Petrik D, Jiang Y, Birnbaum SG, Powell CM, Kim MS, Hsieh J, Eisch AJ. Functional and mechanistic exploration of an adult neurogenesis-promoting small molecule. FASEB J. 2012 Aug;26(8):3148-62. doi: 10.1096/fj.11-201426. Epub 2012 Apr 27. PubMed PMID: 22542682; PubMed Central PMCID: PMC3405259.