Methyl 2-[4-[5-(4-amino-2-chlorophenyl)furan-2-yl]-1,3-thiazol-2-yl]acetate | 657405-48-6

• 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: Methyl 2-[4-[5-(4-amino-2-chlorophenyl)furan-2-yl]-1,3-thiazol-2-yl]acetate
• CAS: 657405-48-6
• 化学式: C₁₆H₁₃ClN₂O₃S
• 分子量: 348.81
• InChiKey: HLISYAABWJDBHX-UHFFFAOYSA-N

物化性质

• 沸点：
  491.7±45.0 °C(Predicted)
• 密度：
  1.381±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 2-[4-[5-(4-amino-2-chlorophenyl)furan-2-yl]-1,3-thiazol-2-yl]acetate 在 吡啶 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 {4-[5-(4-Benzoylamino-2-chloro-phenyl)-furan-2-yl]-thiazol-2-yl}-acetic acid
  参考文献：
  名称：

  Furanyl-1,3-thiazol-2-yl and benzoxazol-5-yl acetic acid derivatives: novel classes of heparanase inhibitor

  摘要：

  Using a furanylthiazole acetic acid as a starting point, a novel series of benzoxazol-5-yl acetic acid derivatives have been identified as heparanase inhibitors. Several compounds possess an IC50 of similar to 200 nM against heparanase, for example, trans 2-[4-[3-(3,4-dichlorophenylamino)-3-oxo-1-propenyl]-2-fluorophenyl]benzoxazol-5-yl acetic acid (16e). Several of the compounds show anti-angiogenic properties. Improvement to the DMPK profile of compounds has provided compounds of potential use in in vivo models. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.014
• 作为产物：
  描述：

  1-(5-(2-Chloro-4-nitrophenyl)furan-2-yl)ethanone 在 四丁基溴化铵 、 溶剂黄146 、 锌 作用下， 以 乙醇 、 二氯甲烷 、 异丙醇 为溶剂， 生成 Methyl 2-[4-[5-(4-amino-2-chlorophenyl)furan-2-yl]-1,3-thiazol-2-yl]acetate
  参考文献：
  名称：

  Furanyl-1,3-thiazol-2-yl and benzoxazol-5-yl acetic acid derivatives: novel classes of heparanase inhibitor

  摘要：

  Using a furanylthiazole acetic acid as a starting point, a novel series of benzoxazol-5-yl acetic acid derivatives have been identified as heparanase inhibitors. Several compounds possess an IC50 of similar to 200 nM against heparanase, for example, trans 2-[4-[3-(3,4-dichlorophenylamino)-3-oxo-1-propenyl]-2-fluorophenyl]benzoxazol-5-yl acetic acid (16e). Several of the compounds show anti-angiogenic properties. Improvement to the DMPK profile of compounds has provided compounds of potential use in in vivo models. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.014

文献信息

• [EN] FURANTHIAZOLE DERIVATIVES AS HEPARANASE INHIBITORS<br/>[FR] DERIVES DE FURANTHIAZOLE UTILISES EN TANT QU'INHIBITEURS DE L'HEPARANASE
  申请人：OXFORD GLYCOSCIENCES UK LTD

  公开号：WO2004013132A1

  公开（公告）日：2004-02-12

  The invention provides a compound of formula (I) or a pharmaceutically acceptable salt or prodrug thereof: (I) wherein the groups Q, R2, R3, R4 and R5 represent various substituent groups, and their use as inhibitors of heparanase.

  本发明提供一种式(I)的化合物或其药学上可接受的盐或前药: (I) 其中，Q、R2、R3、R4和R5基团代表各种取代基团，并且它们用作肝素酶抑制剂。
• US7326727B2
  申请人：——

  公开号：US7326727B2

  公开（公告）日：2008-02-05