832115-62-5 Usage
Description
ISX9 (832115-62-5) promotes neurogenesis in vivo enhancing the proliferation and differentiation of hippocampal subgranular zone neuroblasts and enhances memory.1?Induces robust neuronal differentiation in adult neural stem cells.2?Increases insulin production by pancreatic β cells.3?ISX9 blocks malignant astrocyte proliferation, downregulates their astrocyte character, induces reentry into the cell cycle and upregulates neuronal gene expression.4 Induces sensory neurons from neuroepithelial stem cells.5 Potentiates cell proliferation and neuronal commitment in the rat dentate gyrus.6
Uses
N-Cyclopropyl-5-(thiophen-2-yl)isoxazole-3-carboxamide was shown to exhibit regulatory effects towards the expression of pH sensing G protein-coupled receptor-68 and is now a new drug target for ischemic heart disease.
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.
References
1) Petrik et al. (2012), Functional and mechanistic exploration of an adult neurogenesis-promoting small molecule; FASEB J., 26 3148
2) Schneider et al. (2008), Small-molecule activation of neuronal cell fate; Nat. Chem. Biol., 4 408
3) Dioum et al. (2011), A small molecule differentiation inducers increases insulin production by pancreatic β cells; Proc. Natl. Acad. Sci. USA, 108 20713
4) Zhang et al. (2011), Small molecule blocks malignant astrocyte proliferation and induces neuronal gene expression; Differentiation, 81 233
4) Ali et al. (2016) Induction of sensory neurons from neuroepithelial stem cells by the ISX9 small molecule; Am. J. Stem. Cells 5 19
5) Bettio et al. (2016) ISX-9 can potentiate cell proliferation and neuronal commitment in the rat dentate gyrus; Neuroscience, 332 212
Check Digit Verification of cas no
The CAS Registry Mumber 832115-62-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,3,2,1,1 and 5 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 832115-62:
(8*8)+(7*3)+(6*2)+(5*1)+(4*1)+(3*5)+(2*6)+(1*2)=135
135 % 10 = 5
So 832115-62-5 is a valid CAS Registry Number.
832115-62-5Relevant articles and documents
Oxidize Amines to Nitrile Oxides: One Type of Amine Oxidation and Its Application to Directly Construct Isoxazoles and Isoxazolines
Zhang, Xiao-Wei,He, Xiao-Lin,Yan, Nan,Zheng, Hong-Xing,Hu, Xiang-Guo
, p. 15726 - 15735 (2020/11/30)
A facile oxidative heterocyclization of commercially available amines and tert-butyl nitrite with alkynes or alkenes leading to isoxazoles or isoxazolines is described. The unprecedented strategy of the oxidation of an amine directly to a nitrile oxide was used in this cyclization process. This reaction is highly efficient, regiospecific, operationally simple, mild, and tolerant of a variety of functional groups. Control experiments support a nitrile oxide intermediate mechanism for this novel class of oxidative cyclization reactions. Moreover, synthetic applications toward bioactive molecular skeletons and the late-stage modification of drugs were realized.
