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Merck
CN
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主要文件

SML1022

Sigma-Aldrich

AS1949490

≥98% (HPLC)

别名:

3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]- 2-thiophenecarboxamide, AS 1949490

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About This Item

经验公式(希尔记法):
C20H18ClNO2S
分子量:
371.88
UNSPSC代码:
12352200
NACRES:
NA.77

质量水平

方案

≥98% (HPLC)

表单

powder

颜色

white to beige

溶解性

DMSO: 20 mg/mL, clear

储存温度

2-8°C

SMILES字符串

[s]1c(c(cc1)OCc3ccc(cc3)Cl)C(=O)N[C@@H](C)c2ccccc2

InChI

1S/C20H18ClNO2S/c1-14(16-5-3-2-4-6-16)22-20(23)19-18(11-12-25-19)24-13-15-7-9-17(21)10-8-15/h2-12,14H,13H2,1H3,(H,22,23)/t14-/m0/s1

InChI key

RFZPGNRLOKVZJY-AWEZNQCLSA-N

生化/生理作用

AS1949490 is a potent, selective SHIP2 phosphatase inhibitor. AS1949490 activates insulin signaling pathways in liver and lowers glucose levels in diabetic mice.
AS1949490 is also known as (3-[(4-chlorobenzyl)oxy]-N-[(1S)-1-phenylethyl]-2-thiophenecarboxamide). It enhances the phosphorylation of Akt, glucose consumption and glucose uptake in L6 myotubes. AS1949490 has the ability to block gluconeogenesis in FAO (cell line) hepatocytes.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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分析证书(COA)

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A Suwa et al.
British journal of pharmacology, 158(3), 879-887 (2009-08-22)
The lipid phosphatase known as SH2 domain-containing inositol 5'-phosphatase 2 (SHIP2) plays an important role in the regulation of the intracellular insulin signalling pathway. Recent studies have suggested that inhibition of SHIP2 could produce significant benefits in treatment of type
Akira Suwa et al.
European journal of pharmacology, 642(1-3), 177-182 (2010-06-19)
Lipid phosphatase SH2 domain-containing inositol 5'-phosphatase 2 (SHIP2) plays an important role in the regulation of insulin signaling. In this report, we identified AS1938909, a novel small-molecule SHIP2 inhibitor. AS1938909 showed potent inhibition of SHIP2 (Ki=0.44 microuM) and significant selectivity
Gilbert Salloum et al.
Journal of cell science, 132(16) (2019-08-15)
Macropinocytosis is an actin-dependent but clathrin-independent endocytic process by which cells nonselectively take up large aliquots of extracellular material. Macropinocytosis is used for immune surveillance by dendritic cells, as a route of infection by viruses and protozoa, and as a
Abdelhalim Azzi
FEBS open bio, 10(10), 2191-2205 (2020-09-04)
Phosphatidylinositol (3,4,5)-trisphosphate (PI(3,4,5)P3) is required for protein kinase B (AKT) activation. The level of PI(3,4,5)P3 is constantly regulated through balanced synthesis by phosphoinositide 3-kinase (PI3K) and degradation by phosphoinositide phosphatases phosphatase and tensin homologue (PTEN) and SH2-domain containing phosphatidylinositol-3,4,5-trisphosphate 5-phosphatase

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