(2S,4R)-4-(4-fluorophenyl)-N-hydroxy-4-methoxy-2-(2-(piperazin-1-yl)ethyl)butanamide | 1100156-79-3

• 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: (2S,4R)-4-(4-fluorophenyl)-N-hydroxy-4-methoxy-2-(2-(piperazin-1-yl)ethyl)butanamide
• 英文别名: (2S,4R)-4-(4-fluorophenyl)-N-hydroxy-4-methoxy-2-(2-piperazin-1-ylethyl)butanamide
• CAS: 1100156-79-3
• 化学式: C₁₇H₂₆FN₃O₃
• 分子量: 339.41
• InChiKey: BCEMHAQELQNZTQ-GOEBONIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  73.8
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (2S,4R)-methyl 4-(4-fluorophenyl)-4-methoxy-2-(2-(piperazin-1-yl)ethyl)butanoate 在 potassium cyanide 、 水 、 羟胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (2S,4R)-4-(4-fluorophenyl)-N-hydroxy-4-methoxy-2-(2-(piperazin-1-yl)ethyl)butanamide
  参考文献：
  名称：

  Antidotes to anthrax lethal factor intoxication. Part 1: Discovery of potent lethal factor inhibitors with in vivo efficacy

  摘要：

  Sub-nanomolar small molecule inhibitors of anthrax lethal factor have been identified using SAR and Merck L915 (4) as a model compound. One of these compounds (16) provided 100% protection in a rat lethal toxin model of anthrax disease. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.058

文献信息

• Hydroxamic acid derivatives of 4-phenyl 4-hydroxy, 4-phenyl 4-alkoxy and 4-phenyl 4-arylalkoxy butyric acid useful as therapeutic agents for treating anthrax poisoning
  申请人：Johnson Alan T.

  公开号：US20100286125A1

  公开（公告）日：2010-11-11

  Compounds having the formula wherein the symbols have the meaning described in the specification are hydroxamic acid derivatives of 4-phenyl-4-hydroxy-butyric acid and capable of inhibiting the lethal effects of infection by anthrax bacteria and are useful in the treatment of poisoning by anthrax.

  具有以下式的化合物是4-苯基-4-羟基丁酸的羟肟酸衍生物，能够抑制炭疽细菌感染的致命效应，并且在炭疽中毒的治疗中有用。
• US8119692B2
  申请人：——

  公开号：US8119692B2

  公开（公告）日：2012-02-21
• [EN] HYDROXAMIC ACID DERIVATIVES OF 4-PHENYL 4-HYDROXY, 4-PHENYL 4-ALKOXY AND 4-PHENYL 4-ARYLALKOXY BUTYRIC ACID USEFUL AS THERAPEUTIC AGENTS FOR TREATING ANTHRAX POISONING<br/>[FR] DÉRIVÉS D'ACIDE HYDROXAMIQUE D'ACIDE 4-PHENYL 4-HYDROXY, 4-PHENYL 4-ALKOXY AND 4-PHENYL 4-ARYLALKOXY BUTYRIQUE UTILISÉS COMME AGENTS THÉRAPEUTIQUES POUR TRAITER UN EMPOISONNEMENT PAR LE BACILLE DU CHARBON
  申请人：PANTHERA BIOPHARMA LLC

  公开号：WO2009008920A2

  公开（公告）日：2009-01-15

  Compounds having the formula : (I) wherein the symbols have the meaning described in the specification are hydroxamic acid derivatives of 4-phenyl-4-hydroxy-butyric acid and capable of inhibiting the lethal effects of infection by anthrax bacteria and are useful in the treatment of poisoning by anthrax.
• Antidotes to anthrax lethal factor intoxication. Part 1: Discovery of potent lethal factor inhibitors with in vivo efficacy
  作者：Guan-Sheng Jiao、Seongjin Kim、Mahtab Moayeri、Lynne Cregar-Hernandez、Linda McKasson、Stephen A. Margosiak、Stephen H. Leppla、Alan T. Johnson

  DOI：10.1016/j.bmcl.2010.08.058

  日期：2010.11

  Sub-nanomolar small molecule inhibitors of anthrax lethal factor have been identified using SAR and Merck L915 (4) as a model compound. One of these compounds (16) provided 100% protection in a rat lethal toxin model of anthrax disease. (C) 2010 Elsevier Ltd. All rights reserved.