SML1022
AS1949490
≥98% (HPLC)
Synonym(s):
3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]- 2-thiophenecarboxamide, AS 1949490
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About This Item
Empirical Formula (Hill Notation):
C20H18ClNO2S
CAS Number:
Molecular Weight:
371.88
UNSPSC Code:
12352200
NACRES:
NA.77
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 20 mg/mL, clear
storage temp.
2-8°C
SMILES string
[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
Biochem/physiol Actions
AS1949490 is a potent, selective SHIP2 phosphatase inhibitor.
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML1022-25MG | 04061833224663 |
| SML1022-5MG | 04061833224670 |