1-[4-methoxyphenyl]-3-cyano-4-azido-5-[4-bromophenylaminocarbonyl]pyrazole | 280119-78-0

• 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: 1-[4-methoxyphenyl]-3-cyano-4-azido-5-[4-bromophenylaminocarbonyl]pyrazole
• 英文别名: 4-azido-N-(4-bromophenyl)-5-cyano-2-(4-methoxyphenyl)pyrazole-3-carboxamide
• CAS: 280119-78-0
• 化学式: C₁₈H₁₂BrN₇O₂
• 分子量: 438.243
• InChiKey: FTLWWFVEHJPUDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  94.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[4-methoxyphenyl]-3-cyano-4-azido-5-[4-bromophenylaminocarbonyl]pyrazole 在 palladium on activated charcoal ammonium hydroxide 、 四(三苯基膦)钯 、 氢气 、 sodium carbonate 、 三氟乙酸 、 tin(ll) chloride 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 、 苯 为溶剂， 25.0~80.0 ℃ 、101.33 kPa 条件下， 反应 2.0h， 生成 4'-[3-Aminomethyl-1-(4-methoxy-phenyl)-7-oxo-1,7-dihydro-pyrazolo[4,3-d]pyrimidin-6-yl]-biphenyl-2-sulfonic acid amide
  参考文献：
  名称：

  Preparation of 1-(4-methoxyphenyl)-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-ones as potent, selective and bioavailable inhibitors of coagulation factor Xa

  摘要：

  Previously, potent factor Xa inhibitors were described based on a pyrazole core. Modifications of the pyrazole core have provided additional novel, highly potent factor Xa inhibitors. This manuscript will describe the synthesis and biological activity of factor Xa inhibitors containing the 1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one and related bicyclic cores. Many of these compounds are potent, selective, and orally bioavailable inhibitors of coagulation factor Xa. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.044
• 作为产物：
  描述：

  Methyl (1-[4-Methoxyphenyl]-3-cyano-4-amino)pyrazole-5-carboxylate 在 lithium hydroxide 、 草酰氯 、 三氟乙酸 、 sodium nitrite 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1-[4-methoxyphenyl]-3-cyano-4-azido-5-[4-bromophenylaminocarbonyl]pyrazole
  参考文献：
  名称：

  Preparation of 1-(4-methoxyphenyl)-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-ones as potent, selective and bioavailable inhibitors of coagulation factor Xa

  摘要：

  Previously, potent factor Xa inhibitors were described based on a pyrazole core. Modifications of the pyrazole core have provided additional novel, highly potent factor Xa inhibitors. This manuscript will describe the synthesis and biological activity of factor Xa inhibitors containing the 1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one and related bicyclic cores. Many of these compounds are potent, selective, and orally bioavailable inhibitors of coagulation factor Xa. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.044

文献信息

• Nitrogen containing heterobicycles as factor Xa inhibitors
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：US06413980B1

  公开（公告）日：2002-07-02

  The present application describes nitrogen containing heterobicyclics and derivatives thereof, or pharmaceutically acceptable salt forms thereof, which are useful as inhibitors of factor Xa.

  本申请描述了含氮杂双环化合物及其衍生物，或其药用盐形式，这些化合物可作为因子Xa的抑制剂。
• [EN] NITROGEN CONTAINING HETEROBICYCLES AS FACTOR XA INHIBITORS<br/>[FR] HETEROBICYCLIQUES CONTENANT DE L'AZOTE UTILISES COMME INHIBITEURS DU FACTEUR XA
  申请人：DU PONT PHARM CO

  公开号：WO2000039131A1

  公开（公告）日：2000-07-06

  The present application describes nitrogen containing heterobicyclics and derivatives thereof, or pharmaceutically acceptable salt forms thereof, which are useful as inhibitors of factor Xa.

  本申请描述了含氮杂双环及其衍生物，或其药学上可接受的盐形式，它们可用作因子Xa的抑制剂。
• NITROGEN CONTAINING HETEROBICYCLES AS FACTOR XA INHIBITORS
  申请人：Du Pont Pharmaceuticals Company

  公开号：EP1140941A1

  公开（公告）日：2001-10-10
• US6413980B1
  申请人：——

  公开号：US6413980B1

  公开（公告）日：2002-07-02
• US6858616B2
  申请人：——

  公开号：US6858616B2

  公开（公告）日：2005-02-22