N-hydroxy-2-(R)-[(4-fluoro-3-methylphenyl)sulfonyl]amino-3-(S)-cyclopropylbutyramide

• 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: N-hydroxy-2-(R)-[(4-fluoro-3-methylphenyl)sulfonyl]amino-3-(S)-cyclopropylbutyramide
• 英文别名: (2R,3S)-3-cyclopropyl-2-[(4-fluoro-3-methylbenzene)sulfonamido]-N-hydroxybutanamide；(2R,3S)-3-cyclopropyl-2-[(4-fluoro-3-methylphenyl)sulfonylamino]-N-hydroxybutanamide
• 化学式: C₁₄H₁₉FN₂O₄S
• 分子量: 330.38
• InChiKey: BBJCPZXJCFABTC-TVQRCGJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (2R,3S)-3-Cyclopropyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 、 4-氟-3-甲基苯磺酰氯 生成 N-hydroxy-2-(R)-[(4-fluoro-3-methylphenyl)sulfonyl]amino-3-(S)-cyclopropylbutyramide
  参考文献：
  名称：

  The discovery of a potent and selective lethal factor inhibitor for adjunct therapy of anthrax infection

  摘要：

  A potent and selective anthrax LF inhibitor 40, (2R)-2-[(4-fluoro-3-methylphenyl)sulfonylamino]-N-hydroxy-2-(tetrahydro-2H-pyran-4-yl)acetamide, was identified through SAR study of a high throughput screen lead. It has an IC50 of 54 nM in the enzyme assay and an IC50 of 210 nM in the macrophage cytotoxicity assay. Compound 40 is also effective in vivo in several animal model studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.088

文献信息

• Methods for treating anthrax and inhibiting lethal factor
  申请人：Hermes Jeffery D.

  公开号：US20100003276A1

  公开（公告）日：2010-01-07

  This invention relates to a method of inhibiting lethal factor (LF) or for treating anthrax and other conditions related to anthrax infection comprising co-administration of an effective amount of an LF inhibitor and a vaccine to a patient in need of such treatment. Such co-administration unexpectedly provides an effective immune response.

  这项发明涉及一种抑制致死因子（LF）或用于治疗炭疽病和与炭疽感染相关的其他疾病的方法，包括向需要此类治疗的患者联合给予有效剂量的LF抑制剂和疫苗。这种联合给药意外地提供了有效的免疫反应。
• Compounds useful in the treatment of anthrax and inhibiting lethal factor
  申请人：Xiong Yusheng

  公开号：US20050148629A1

  公开（公告）日：2005-07-07

  This invention relates to compounds of formula (I), and a method for treating anthrax or inhibiting lethal factor by administrating a composition containing a compound of formula (I) and a pharmaceutically acceptable carrier. This invention further relates to the use of the compounds of formula (I) to treat other conditions related to an anthrax infection.

  本发明涉及式（I）的化合物，以及通过给含有式（I）化合物和药学上可接受的载体的组合物来治疗炭疽病或抑制致死因子的方法。本发明还涉及使用式（I）的化合物治疗与炭疽感染相关的其他疾病的用途。
• COMPOUNDS USEFUL IN THE TREATMENT OF ANTHRAX AND INHIBITING LETHAL FACTOR
  申请人：Merck & Co., Inc.

  公开号：EP1511472A2

  公开（公告）日：2005-03-09
• EP1511472A4
  申请人：——

  公开号：EP1511472A4

  公开（公告）日：2006-09-27
• US7504425B2
  申请人：——

  公开号：US7504425B2

  公开（公告）日：2009-03-17