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480743

Sigma-Aldrich

Neuronal Differentiation Inducer III

A cell-permeable isoxazole compound that selectively induces robust neuronal differentiation (Effective concentration = 20 µM) in various stem/progenitor cells.

Synonym(s):

Neuronal Differentiation Inducer III, Isx, N-Cyclopropyl-5-(thiophen-2-yl)isoxazole-3-carboxamide, N-Cyclopropyl-5-(thiophen-2-yl)isoxazole-3-carboxamide, Isx

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About This Item

Empirical Formula (Hill Notation):
C11H10N2O2S
CAS Number:
Molecular Weight:
234.27
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

ethanol: 3 mg/mL
DMSO: 5 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[s]1c(ccc1)c2[o]nc(c2)C(=O)NC3CC3

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)

InChI key

SYENTKHGMVKGAQ-UHFFFAOYSA-N

General description

A cell-permeable isoxazole compound that selectively induces robust neuronal differentiation (Effective concentration = 20 µM) in various stem/progenitor cells. Induces insulin expression, and activates ERK signaling and histone acetylation in MIN6 pancreatic β cells. The underlying excitation-neurogenesis signaling is comprised of, at least in part, an initial NMDA receptor- and L-type chanenels-mediated Ca2+ influx, followed by an activation of CaMKII, phosphorylation/nuclear export of the MEF2 repressor HDAC5, the subsequent de-repression of MEF2, and the eventual activation of the HDAC-MEF2 epigenetic/transcriptional regulatory network.

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Dioum, E.M., et al. 2011. Proc. Natl. Acad. Sci. USA108, 20713.
Zhang, L., et al. 2011. Differentiation81, 233.
Sadek, H., et al. 2008. Proc. Natl. Acad. Sci. USA105, 6063.
Schneider, J.W., et al. 2008. Nat. Chem. Biol.4, 408.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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