ChemicalBook--->CAS DataBase List--->1203680-76-5

1203680-76-5

1203680-76-5 Structure

1203680-76-5 Structure
IdentificationBack Directory
[Name]

3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide
[CAS]

1203680-76-5
[Synonyms]

AS 1949490
AS-1949490 (AS 1949490
(S)-3-((4-Chlorobenzyl)oxy)-N-(1-phenylethyl)thiophene-2-carboxamide
3-[(4-chlorobenzyl)oxy]-n-[(1s)-1-phenylethyl]-2-thiophenecarboxa Mide
3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide
3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]- 2-thiophenecarboxamide
2-Thiophenecarboxamide, 3-[(4-chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]-
[Molecular Formula]

C20H18ClNO2S
[MDL Number]

MFCD18086887
[MOL File]

1203680-76-5.mol
[Molecular Weight]

371.88
Chemical PropertiesBack Directory
[Melting point ]

89 - 91°C
[storage temp. ]

Store at RT
[solubility ]

DMSO: soluble20mg/mL, clear
[form ]

powder
[color ]

white to beige
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 month.
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

AS-1949490 (1203680-76-5) is a? potent and selective inhibitor of the intracellular phosphatase SHIP2 (SH2 domain-containing inositol 5′-phosphatase 2), IC50 = 0.62 μM.1 Displays ca. 30-fold selectivity for SHIP2 over SHIP1. Activates insulin signaling via the Akt pathway in liver and lowers glucose levels in diabetic mice.1,2 Enhances BDNF expression in cultured cortical neurons.3 Ameliorates ROS generation but aggravates apoptosis in CD2AP-deficient mouse podocytes.4
[Uses]

AS1949490 is a potent, selective SHIP2 phosphatase inhibitor. It activates insulin signaling pathways in liver and lowers glucose levels in diabetic mice.
[storage]

Store at RT
[References]

Suwa et al. (2009), Discovery and functional characterization of a novel small molecule inhibitor of the intracellular phosphatase, SHIP2; Br. J Pharmacol., 158 879 Suwa et al. (2010), Glucose metabolism activation by SHIP2 inhibitors via up-regulation of GLUT1 gene in L6 myotubes; Eur. J. Pharmacol., 642 177 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 neurons; Eur. J. Pharmacol., 851 69 Saurus et al. (2017), Inhibition of SHIP2 in CD2AP-deficient podocytes ameliorates reactive oxygen species generation but aggravates apoptosis; Sci. Rep., 7 10731
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