4-amino-5-(3-((1E)-3-(3-hydroxy-2-(methoxycarbonyl)phenoxy)prop-1-enyl)phenyl)isoxazole-3-carboxylic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-amino-5-(3-((1E)-3-(3-hydroxy-2-(methoxycarbonyl)phenoxy)prop-1-enyl)phenyl)isoxazole-3-carboxylic acid
• 英文别名: 3-Isoxazolecarboxylic acid,4-amino-5-[3-[(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]-1-propen-1-yl]phenyl]-；4-amino-5-[3-[(E)-3-(3-hydroxy-2-methoxycarbonylphenoxy)prop-1-enyl]phenyl]-1,2-oxazole-3-carboxylic acid
• 化学式: C₂₁H₁₈N₂O₇
• 分子量: 410.383
• InChiKey: YTVRHCPRVOWGNG-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  145
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2,6-二羟基苯甲酸甲酯 在 sodium hydroxide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 生成 4-amino-5-(3-((1E)-3-(3-hydroxy-2-(methoxycarbonyl)phenoxy)prop-1-enyl)phenyl)isoxazole-3-carboxylic acid
  参考文献：
  名称：

  Isoxazole carboxylic acids as protein tyrosine phosphatase 1B (PTP1B) inhibitors

  摘要：

  Guided by X-ray crystallography, we have extended the structure-activity relationship (SAR) study on an isoxazole carboxylic acid-based PTP1B inhibitor (1) and more potent and equally selective (>20-fold selectivity over the highly homologous T-cell PTPase, TCPTP) PTP1B inhibitors were identified. Inhibitor 7 demonstrated good cellular activity against PTP1B in COS 7 cells.

  DOI：

  10.1016/j.bmcl.2004.08.063

文献信息

• Protein-tyrosine phosphatase inhibitors and uses thereof
  申请人：——

  公开号：US20040214870A1

  公开（公告）日：2004-10-28

  The present invention is directed to compounds of formula (I), 1 or a pharmaceutically suitable salt or prodrug thereof, which are useful for the selective inhibition of protein tyrosine phosphatase-1B (PTP1B), and are useful for the treatment of disorders caused by overexpressed or altered protein tyrosine phosphatase 1B.

  本发明涉及式(I)的化合物，或其药用适宜盐或前药，用于选择性抑制蛋白酪氨酸磷酸酶-1B（PTP1B），并且用于治疗由过度表达或改变的蛋白酪氨酸磷酸酶1B引起的疾病。
• US7169797B2
  申请人：——

  公开号：US7169797B2

  公开（公告）日：2007-01-30
• Isoxazole carboxylic acids as protein tyrosine phosphatase 1B (PTP1B) inhibitors
  作者：Hongyu Zhao、Gang Liu、Zhili Xin、Michael D. Serby、Zhonghua Pei、Bruce G. Szczepankiewicz、Philip J. Hajduk、Cele Abad-Zapatero、Charles W. Hutchins、Thomas H. Lubben、Stephen J. Ballaron、Deanna L. Haasch、Wiweka Kaszubska、Cristina M. Rondinone、James M. Trevillyan、Michael R. Jirousek

  DOI：10.1016/j.bmcl.2004.08.063

  日期：2004.11

  Guided by X-ray crystallography, we have extended the structure-activity relationship (SAR) study on an isoxazole carboxylic acid-based PTP1B inhibitor (1) and more potent and equally selective (>20-fold selectivity over the highly homologous T-cell PTPase, TCPTP) PTP1B inhibitors were identified. Inhibitor 7 demonstrated good cellular activity against PTP1B in COS 7 cells.