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3-[(4-氯苯基)甲氧基]-N-[(1S)-1-苯基乙基]-2-噻吩甲酰胺

包含SH2域的肌醇5'-磷酸酶2(SHIP2)抑制剂
规格或纯度: 98%
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A287712-5mg
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A287712-10mg
10mg 现货 Stock Image
A287712-25mg
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A287712-50mg
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A287712-100mg
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A287712-250mg
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INPPL1 Inhibitor

基本描述

规格或纯度 98%
英文名称 AS 1949490
别名 3-[(4-氯苯基)甲氧基] -N-[((1S)-1-苯基乙基]噻吩-2-羧酰胺
英文别名 1203680-76-5|as1949490|AS 1949490|AS-1949490|3-[(4-Chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide|CHEMBL2337806|(S)-3-((4-Chlorobenzyl)oxy)-N-(1-phenylethyl)thiophene-2-carboxamide|MLS006010769|GTPL8878|SCHEMBL21857864|HMS3414B09|HMS3
生化机理 选择性SHIP2(含SH2结构域的肌醇5'-磷酸酶2)抑制剂(小鼠和人的IC50值分别为0.34μM和0.62μM);与SHIP1相比,对SHIP2的亲和力约为30倍。增加胰岛素诱导的L6肌小管中Akt的磷酸化。刺激葡萄糖代谢的激活;在体内和体外调节糖异生,并表现出抗糖尿病作用。还促进培养的皮层神经元中BDNF mRNA水平的升高。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.
储存温度 -20°C储存,充氩
运输条件 超低温冰袋运输

名称和标识符

IUPAC Name 3-[(4-chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide
INCHI 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
Canonical SMILES CC(C1=CC=CC=C1)NC(=O)C2=C(C=CS2)OCC3=CC=C(C=C3)Cl
PubChem CID 44473434
分子量 371.88

化学和物理性质

溶解性 溶于DMSO, 最高浓度 (mg/mL): 37.19, 最高浓度(mM): 100;溶于ethanol, 最高浓度 (mg/mL): 37.19, 最高浓度(mM): 100
熔点 89 - 91°C

安全和危险性(GHS)

象形图
ghs07

Harmful

信号词 Warning
危险声明 H302: Harmful if swallowed
预防措施声明 P501,P264,P270,P330,P301+P317

关联配体

Ligand ID 8878
名称 AS1949490
别名 AS 1949490
类别 Synthetic organic
学名 3-[(4-chlorophenyl)methoxy]-N-[(1S)-1-phenylethyl]thiophene-2-carboxamide
生物活性评价 The sulfonamide class of antibacterial compounds are primarily bacteriostatic agents and have a broad spectrum of activity against both Gram-positive and Gram-negative species of bacteria (reviewed in ).
评价 AS1949490 is a small molecule inhibitor of SH2 domain-containing inositol 5'-phosphatase 2 (SHIP2, a.k.a. inositol polyphosphate phosphatase-like 1, with gene symbol INPPL1) which can be used as a tool compound to elucidate the normal and pathophysiological roles of SHIP2.

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参考文献

1. Suwa A, Yamamoto T, Sawada A, Minoura K, Hosogai N, Tahara A, Kurama T, Shimokawa T, Aramori I.  (2009)  Discovery and functional characterization of a novel small molecule inhibitor of the intracellular phosphatase, SHIP2..  Br J Pharmacol,  158  (3):  (879-87).  [PMID:19694723]

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