ISX 9

Product Name: ISX 9
CAS No.: 832115-62-5
Chemical Name: ISX 9
Synonyms: ISX 9;CS-1582;Isoxazole 9;Isoxazole (ISX-9);ISX 9(Isoxazole 9);Isoxazole 9 (ISX-9) ;ISX-9, 10 mM in DMSO;ISX 9, neurogenic agent;Neuronal Differentiation Inducer III;ISX-9;ISX 9;NEURONAL DIFFERENTIATION INDUCER III
CBNumber: CB12574687
Molecular Formula: C11H10N2O2S
Formula Weight: 234.27
MOL File: 832115-62-5.mol

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ISX 9 Property

Boiling point:: 468.1±35.0 °C(Predicted)
Density: 1.39±0.1 g/cm3(Predicted)
storage temp.: -20°
solubility: Soluble in DMSO (up to 60 mg/ml) or in Ethanol (up to 16 mg/ml).
pka: 13.60±0.20(Predicted)
form: solid
color: Tan
Stability:: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChI: 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)
InChIKey: SYENTKHGMVKGAQ-UHFFFAOYSA-N
SMILES: O1C(C2SC=CC=2)=CC(C(NC2CC2)=O)=N1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 480743
Product name: Neuronal Differentiation Inducer III - CAS 832115-62-5 - Calbiochem
Packaging: 10mg
Price: $246
Updated: 2025/07/31

Cayman Chemical

Product number: 16165
Product name: ISX-9
Purity: ≥95%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 16165
Product name: ISX-9
Purity: ≥95%
Packaging: 5mg
Price: $85
Updated: 2024/03/01

Cayman Chemical

Product number: 16165
Product name: ISX-9
Purity: ≥95%
Packaging: 10mg
Price: $120
Updated: 2024/03/01

Cayman Chemical

Product number: 16165
Product name: ISX-9
Purity: ≥95%
Packaging: 25mg
Price: $261
Updated: 2024/03/01

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ISX 9 Chemical Properties,Usage,Production

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.

Definition

ChEBI: N-cyclopropyl-5-thiophen-2-yl-3-isoxazolecarboxamide is a heteroarene and an aromatic amide.

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.

Synthesis

90924-54-2

765-30-0

832115-62-5

GENERAL STEPS: Ethyl 5-(thiophen-2-yl)isoxazole-3-carboxylate (220 mg, 1 mmol) was dissolved in anhydrous ethanol (5 mL), followed by the addition of cyclopropylamine (285 mg, 5 mmol). The reaction mixture was sealed and heated at 80 °C for 24 hours. After completion of the reaction, it was cooled to room temperature and the reaction was quenched by the addition of water (1 mL). The resulting white crystalline solid, N-cyclopropyl-5-(thiophen-2-yl)isoxazole-3-carboxamide (150 mg, 64% yield) was collected by vacuum filtration. The product NMR hydrogen spectrum (400 MHz, d6-DMSO) data were as follows: δH 8.85 (1H, d), 7.83 (1H, d), 7.76 (1H, d), 7.24 (1H, d), 7.18 (1H, s), 2.83 (1H, m), 0.58-0.71 (4H, m).

storage

+4°C

References

[1] DAVID PETRIK. Functional and mechanistic exploration of an adult neurogenesis-promoting small molecule[J]. FASEB Journal, 2012, 26 8: 3148-3162. DOI:10.1096/fj.11-201426
[2] JAY W SCHNEIDER. Small-molecule activation of neuronal cell fate[J]. Nature chemical biology, 2008, 4 7: 408-410. DOI:10.1038/nchembio.95
[3] OETJEN E. A small molecule differentiation inducer increases insulin production by pancreatic β cells[J]. Yearbook of Endocrinology, 2012, 26 1: 15. DOI:10.1016/j.yend.2012.03.059
[4] LING ZHANG . Small-molecule blocks malignant astrocyte proliferation and induces neuronal gene expression[J]. Differentiation, 2011, 81 4: Pages 233-242. DOI:10.1016/j.diff.2011.02.005
[5] ROUKNUDDIN QASIM ALI. Induction of sensory neurons from neuroepithelial stem cells by the ISX9 small molecule.[J]. American journal of stem cells, 2016, 5 1: 19-28.
[6] LUIS E.B. BETTIO . ISX-9 can potentiate cell proliferation and neuronal commitment in the rat dentate gyrus[J]. Neuroscience, 2016, 332: Pages 212-222. DOI:10.1016/j.neuroscience.2016.06.042

ISX 9 Preparation Products And Raw materials

Raw materials

Preparation Products

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ISX 9 Suppliers

Canada 1 China 132 India 2 United Kingdom 2 United States 14 Global 151

Zhengzhou Guancheng Laboratory equipment Sales

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Shanghai Boyle Chemical Co., Ltd.

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J & K SCIENTIFIC LTD.

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Wuhan TCASChem Technology Co., Ltd.

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Haoyuan Chemexpress Co., Ltd.

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TargetMol Chemicals Inc.

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Shanghai TaoSu Biochemical Technology Co., Ltd.

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832115-62-5, ISX 9Related Search:

Amlexanox Rosiglitazone maleate KL001 SR 1001

ISX 9

3-IsoxazolecarboxaMide, N-cyclopropyl-5-(2-thienyl)-

N-Cyclopropyl-5-(thiophen-2-yl)isoxazole-3-carboxaMide

Neuronal Differentiation Inducer III

Isoxazole (ISX-9)

Isoxazole 9

ISX 9(Isoxazole 9)

N-Cyclopropyl-5-(2-thienyl)-1,2-oxazole-3-carboxamide

Isoxazole 9 (ISX-9)

CS-1582

N-Cyclopropyl-5-(2-thienyl)-3-isoxazolecarboxamide

ISX-9;ISX 9;NEURONAL DIFFERENTIATION INDUCER III

ISX 9, neurogenic agent

ISX-9, 10 mM in DMSO

832115-62-5

Inhibitors

Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds

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