2-(3,4-dichlorophenyl)-N-hydroxy-N-[(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl]acetamide

• 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: 2-(3,4-dichlorophenyl)-N-hydroxy-N-[(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl]acetamide
• 化学式: C₂₀H₂₂Cl₂N₂O₃
• 分子量: 409.3
• InChiKey: LMPBXMBUTBQPJJ-QFBILLFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  64
• 氢给体数：
  2
• 氢受体数：
  4

文献信息

• Process for the preparation of hydroxy-pyrrolidinyl hydroxamic acid derivatives being opioid kappa receptor agonists
  申请人：Pfizer Products Inc.

  公开号：EP0982297A2

  公开（公告）日：2000-03-01

  A method for preparing hydroxamic acid derivatives of the formula:    and the salt thereof, wherein A is hydroxy, Ar is phenyl, or phenyl substituted with up to three substituents selected from chloro, methyl and CF3, more preferably 3,4-dichlorophenyl, R is hydrogen, and X is phenyl, naphthyl, biphenyl, indanyl, benzofuranyl, benzothiophenyl, 1-tetralone-6-yl, C1-C4alkylenedioxy, pyridyl, furyl and thienyl, these group optionally being substituted with up to three substituents selected from halo, C1-C4alkyl, C1-C4alkoxy, hydroxy, NO2, CF3 and SO2CH3. This invention also provides novel intermediates which are useful for preparing compounds of Formula I. The hydroxamic acid derivatives of formula (I), wherein A is hydrogen or hydroxy and R is hydrogen or C1-C4alkyl, exhibit significant agonist activity toward opioid κ-receptor. Therefore these κ agonists are particularly useful as an analgesic agent in mammals, especially humans. They are also useful a antiinflammatory, diuretic, anesthetic or neuroprotective agents, or an agent for treatment of stroke or functional bowel diseases such as abdominal pain, for the treatment of a mammalian subject, especially a human subject.

  一种制备式中羟肟酸衍生物及其盐的方法： 茚基、苯并呋喃基、苯并噻吩基、1-四氢萘-6-基、C1-C4 烷基二氧基、吡啶基、呋喃基和噻吩基，这些基团可任选被最多三个选自卤代、C1-C4 烷基、C1-C4 烷氧基、羟基、NO2、CF3 和 SO2CH3 的取代基取代。 本发明还提供了可用于制备式 I 化合物的新型中间体。 式 (I) 的羟肟酸衍生物，其中 A 为氢或羟基，R 为氢或 C1-C4 烷基，对阿片类 κ 受体具有显著的激动活性。因此，这些κ受体激动剂特别适用于哺乳动物，尤其是人类的镇痛剂。它们也可作为抗炎剂、利尿剂、麻醉剂或神经保护剂，或治疗中风或功能性肠病（如腹痛）的药物，用于治疗哺乳动物，尤其是人类。
• PYRROLIDINYL HYDROXAMIC ACID COMPOUNDS AND THEIR PRODUCTION PROCESS
  申请人：PFIZER INC.

  公开号：EP0817772B1

  公开（公告）日：2003-01-29
• US5952369A
  申请人：——

  公开号：US5952369A

  公开（公告）日：1999-09-14
• US6031114A
  申请人：——

  公开号：US6031114A

  公开（公告）日：2000-02-29
• US6110947A
  申请人：——

  公开号：US6110947A

  公开（公告）日：2000-08-29