3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide manufacturers
- AS1949490
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- $80.00
-
2026-07-27
- CAS:1203680-76-5
- Purity: 99.94%
- Supply Ability: 10g
- AS1949490
-
- $80.00
-
2026-07-27
- CAS:1203680-76-5
- Purity: 99.94%
- Supply Ability: 10g
|
| | 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide 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;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 | | CAS: | 1203680-76-5 | | MF: | C20H18ClNO2S | | MW: | 371.88 | | EINECS: | | | Product Categories: | | | Mol File: | 1203680-76-5.mol | ![3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide Structure](CAS/20180713/GIF/1203680-76-5.gif) |
| | 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide Chemical Properties |
| 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. | | 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 | | InChIKey | RFZPGNRLOKVZJY-AWEZNQCLSA-N | | SMILES | [s]1c(c(cc1)OCc3ccc(cc3)Cl)C(=O)N[C@@H](C)c2ccccc2 |
| Hazard Codes | Xn | | Risk Statements | 22 | | WGK Germany | 3 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide Usage And Synthesis |
| 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. | | in vivo | AS1949490 (300 mg/kg; p.o.; twice daily, for 7 or 10 d) decreases plasma glucose and activates intracellular insulin signalling in diabetic mice[1].
AS1949490 (300 mg/kg; p.o.; once, for 8 h; male ICR mice) suppresses gluconeogenesis and the expression of related genes[1]. | Animal Model: | Male C57BL/KsJ Jcl-dbm mice and db/+db mice[1] | | Dosage: | 300 mg/kg | | Administration: | Oral administration; twice daily, for 7 or 10 days | | Result: | Decreased plasma glucose (23% reduction, relative to vehicle).
Reduced fasting blood glucose (37% reduction, relative to vehicle) and the area under the blood glucose concentration time curve (AUC).
Increased the phosphorylation of GSK3β in the liver without changing the overall levels of GSK3β protein.
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| Animal Model: | Male ICR mice (6 weeks of age)[1] | | Dosage: | 300 mg/kg | | Administration: | Oral administration; once, for 8 hours | | Result: | Reduced an approximately 50% of both PEPCK and G6Pase mRNA levels. |
| | storage | Store at RT | | References | [1] A SUWA. Discovery and functional characterization of a novel small molecule inhibitor of the intracellular phosphatase, SHIP2[J]. British Journal of Pharmacology, 2009, 158 3: 879-887. DOI:10.1111/j.1476-5381.2009.00358.x
[2] AKIRA SUWA. Glucose metabolism activation by SHIP2 inhibitors via up-regulation of GLUT1 gene in L6 myotubes[J]. European journal of pharmacology, 2010, 642 1: Pages 177-182. DOI:10.1016/j.ejphar.2010.06.002
[3] HIROSHI TSUNEKI . AS1949490, an inhibitor of 5′-lipid phosphatase SHIP2, promotes protein kinase C-dependent stabilization of brain-derived neurotrophic factor mRNA in cultured cortical neurons[J]. European journal of pharmacology, 2019, 851: Pages 69-79. DOI:10.1016/j.ejphar.2019.02.003
[4] PAULIINA SAURUS. Inhibition of SHIP2 in CD2AP-deficient podocytes ameliorates reactive oxygen species generation but aggravates apoptosis.[J]. Scientific Reports, 2017: 10731. DOI:10.1038/s41598-017-10512-w |
| | 3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide Preparation Products And Raw materials |
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