3-{2-[5-(2'-tert-butylaminosulfonyl)phenyl-1-oxoisoindolin-2-yl]ethoxy}benzonitrile | 476352-82-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3-{2-[5-(2'-tert-butylaminosulfonyl)phenyl-1-oxoisoindolin-2-yl]ethoxy}benzonitrile
• 英文别名: N-tert-butyl-2-[2-[2-(3-cyanophenoxy)ethyl]-1-oxo-3H-isoindol-5-yl]benzenesulfonamide
• CAS: 476352-82-6
• 化学式: C₂₇H₂₇N₃O₄S
• 分子量: 489.595
• InChiKey: XODBQWLXVNCTPP-UHFFFAOYSA-N

物化性质

• 沸点：
  722.0±70.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-{2-[5-(2'-tert-butylaminosulfonyl)phenyl-1-oxoisoindolin-2-yl]ethoxy}benzonitrile 在 乙酸铵 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 以83%的产率得到3-{2-[5-(2'-aminosulfonyl)phenyl-1-oxoisoindolin-2-yl]ethoxy}benzoamidine
  参考文献：
  名称：

  Inhibitors of factor Xa

  摘要：

  揭示了针对哺乳动物因子Xa具有活性的新化合物、其盐和相关组合物。这些化合物在体外或体内用于预防或治疗凝血紊乱。

  公开号：

  US20030114448A1
• 作为产物：
  描述：

  3-氰基苯酚 在 TEA 、 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 生成 3-{2-[5-(2'-tert-butylaminosulfonyl)phenyl-1-oxoisoindolin-2-yl]ethoxy}benzonitrile
  参考文献：
  名称：

  Design, synthesis, and SAR of monobenzamidines and aminoisoquinolines as factor Xa inhibitors

  摘要：

  Monoamidine FXa inhibitors 3 were designed and synthesized. SAR studies and molecular modeling led to the design of conformationally constrained diaryl ethers 4 and 5, as well as benzopyrrolidinone 7 as potent FXa inhibitors. The monoamidines show high efficacy in a DVT model, but lack desirable oral bioavailability. The benzopyrrolidinone-based aminoisoquinolines 8 do not show significant improvement in oral bioavailability. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00234-2

文献信息

• Inhibitors of factor Xa
  申请人：Millennium Pharmaceuticals, Inc.

  公开号：US20030114448A1

  公开（公告）日：2003-06-19

  Novel compounds, their salts and compositions related thereto having activity against mammalian factor Xa are disclosed. The compounds are useful in vitro or in vivo for preventing or treating coagulation disorders.

  揭示了针对哺乳动物因子Xa具有活性的新化合物、其盐和相关组合物。这些化合物在体外或体内用于预防或治疗凝血紊乱。
• [EN] ISOINDOLE AND ISOQUINOLINE DERIVATIVES AS INHIBITORS OF FACTOR XA<br/>[FR] INHIBITEURS DU FACTEUR XA A BASE DE DERIVES ISOINDOLE ET ISOQUINOLINE
  申请人：MILLENNIUM PHARM INC

  公开号：WO2002096873A1

  公开（公告）日：2002-12-05

  Novel compounds, their salts and compositions related thereto having activity against mammalian factor Xa are disclosed. The compounds are useful in vitro or in vivo for preventing or treating coagulation disorders and have the following structure.
• Design, synthesis, and SAR of monobenzamidines and aminoisoquinolines as factor Xa inhibitors
  作者：Penglie Zhang、Jingmei F Zuckett、John Woolfrey、Katherine Tran、Brian Huang、Paul Wong、Uma Sinha、Gary Park、Andrea Reed、John Malinowski、Stan Hollenbach、Robert M Scarborough、Bing-Yan Zhu

  DOI：10.1016/s0960-894x(02)00234-2

  日期：2002.6

  Monoamidine FXa inhibitors 3 were designed and synthesized. SAR studies and molecular modeling led to the design of conformationally constrained diaryl ethers 4 and 5, as well as benzopyrrolidinone 7 as potent FXa inhibitors. The monoamidines show high efficacy in a DVT model, but lack desirable oral bioavailability. The benzopyrrolidinone-based aminoisoquinolines 8 do not show significant improvement in oral bioavailability. (C) 2002 Elsevier Science Ltd. All rights reserved.