1203680-76-5

Basic information

• Product Name: 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide
• Synonyms: 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide;AS 1949490;3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]- 2-thiophenecarboxamide
• CAS NO: 1203680-76-5
• Molecular Formula: C20H18ClNO2S
• Molecular Weight: 371.88042
• Mol File: 1203680-76-5.mol
• Article Data: 0

Chemical Properties

• Appearance: white to beige/
• Storage Temp.: Store at RT
• Solubility: DMSO: soluble20mg/mL, clear
• 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.
• CAS DataBase Reference: 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide(1203680-76-5)
• EPA Substance Registry System: 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide(1203680-76-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 1203680-76-5(Hazardous Substances Data)

Usage

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.

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