AS 1949490

Pricing Availability   Qty
Description: SH2 domain-containing inositol 5'-phosphatase 2 (SHIP2) inhibitor
Chemical Name: 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide
Purity: ≥99% (HPLC)
Citations (9)

Biological Activity for AS 1949490

AS 1949490 is a selective SHIP2 (SH2 domain-containing inositol 5'-phosphatase 2) inhibitor (IC50 values are 0.34 μM and 0.62 μM for mouse and human respectively); displays approximately 30-fold affinity for SHIP2 over SHIP1. Increases insulin-induced phosphorylation of Akt in L6 myotubules. Stimulates activation of glucose metabolism; regulates gluconeogenesis in vitro and in vivo and exhibits antidiabetic effects. Also promotes increased BDNF mRNA levels in cultured cortical neurons and has memory enhancing and antidepressant effects in vivo.

Compound Libraries for AS 1949490

AS 1949490 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data for AS 1949490

M. Wt 371.88
Formula C20H18ClNO2S
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 1203680-76-5
PubChem ID 44473434
Smiles ClC(C=C2)=CC=C2COC1=C(C(N[C@@H](C)C3=CC=CC=C3)=O)SC=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for AS 1949490

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 37.19 100
ethanol 37.19 100

Preparing Stock Solutions for AS 1949490

The following data is based on the product molecular weight 371.88. 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.69 mL 13.45 mL 26.89 mL
5 mM 0.54 mL 2.69 mL 5.38 mL
10 mM 0.27 mL 1.34 mL 2.69 mL
50 mM 0.05 mL 0.27 mL 0.54 mL

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References for AS 1949490

References are publications that support the biological activity of the product.

Suwa et al (2010) Glucose metabolism activation by SHIP2 inhibitors via up-regulation of GLUT1 gene in L6 myotubes. Eur.J.Pharmacol. 642 177 PMID: 20558154

Suwa et al (2009) Discovery and functional characterization of a novel small molecule inhibitor of the intracellular phosphatase, SHIP2. Br.J.Pharmcol. 158 879 PMID: 19694723

Tsuneki et al (2019) AS1949490, an inhibitor of 5'-lipid phosphatase SHIP2, promotes protein kinase C-dependent stabilization of brain-derived neurotrophic factor mRNA in cultured cortical neurons. Eur.J.Pharmacol. 851 69 PMID: 30753865

If you know of a relevant reference for AS 1949490, please let us know.

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Keywords: AS 1949490, AS 1949490 supplier, AS1949490, SHIP2, inhibitor, inhibits, SH2, domain, containing, inositol, 5'phosphate, 2, diabetes, antidiabetic, inhibitors, Inositol, Phosphatases, 3718, Tocris Bioscience

9 Citations for AS 1949490

Citations are publications that use Tocris products. Selected citations for AS 1949490 include:

Sérgio B et al (2017) Fibroblasts derived from patients with opsismodysplasia display SHIP2-specific cell migration and adhesion defects. Hum Mutat 38 1731-1739 PMID: 28869677

Hak et al (2018) FBP17 and CIP4 recruit SHIP2 and lamellipodin to prime the plasma membrane for fast endophilin-mediated endocytosis. Nat Cell Biol 20 1023 PMID: 30061681

Ghosh et al (2018) Inhibition of SHIP2 activity inhibits cell migration and could prevent metastasis in breast cancer cells. J Cell Sci 131 PMID: 30012834

Justyna et al (2022) Cell Culture Media, Unlike the Presence of Insulin, Affect α-Synuclein Aggregation in Dopaminergic Neurons. Biomolecules 12 PMID: 35454152

Do you know of a great paper that uses AS 1949490 from Tocris? Please let us know.

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