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

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

Product Name
3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide
CAS No.
1203680-76-5
Chemical Name
3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide
Synonyms
AS 1949490;AS-1949490 (AS 1949490;AS1949490, 10 mM in DMSO;(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]-;inhibit,Protein kinase B,glucose uptake,AS 1949490,diabetes,insulin signalling pathway,Akt,AS1949490,glucose consumption,Inhibitor,Phosphatase,PKB,L6 myotubes,AS-1949490
CBNumber
CB92518678
Molecular Formula
C20H18ClNO2S
Formula Weight
371.88
MOL File
1203680-76-5.mol
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3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide Property

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.
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1022
Product name
AS1949490
Purity
≥98% (HPLC)
Packaging
5mg
Price
$118
Updated
2024/03/01
Sigma-Aldrich
Product number
SML1022
Product name
AS1949490
Purity
≥98% (HPLC)
Packaging
25mg
Price
$380
Updated
2024/03/01
Cayman Chemical
Product number
17627
Product name
AS-1949490
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
17627
Product name
AS-1949490
Purity
≥98%
Packaging
5mg
Price
$93
Updated
2024/03/01
Cayman Chemical
Product number
17627
Product name
AS-1949490
Purity
≥98%
Packaging
10mg
Price
$160
Updated
2024/03/01
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3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide Chemical Properties,Usage,Production

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

3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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

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1203680-76-5, 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamideRelated Search:

PF-01367338 N-(3-Chlorophenyl)-N'-[5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-2-thiazolyl]urea methanesulfonate (1:1) AZ20 Fruquintinib|HMPL-013

  • 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide
  • AS 1949490
  • 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]- 2-thiophenecarboxamide
  • AS-1949490 (AS 1949490
  • 3-[(4-chlorobenzyl)oxy]-n-[(1s)-1-phenylethyl]-2-thiophenecarboxa Mide
  • 2-Thiophenecarboxamide, 3-[(4-chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]-
  • (S)-3-((4-Chlorobenzyl)oxy)-N-(1-phenylethyl)thiophene-2-carboxamide
  • inhibit,Protein kinase B,glucose uptake,AS 1949490,diabetes,insulin signalling pathway,Akt,AS1949490,glucose consumption,Inhibitor,Phosphatase,PKB,L6 myotubes,AS-1949490
  • AS1949490, 10 mM in DMSO
  • 1203680-76-5