(1R,5R,6S)-spiro[bicyclo[3.2.0]heptane-6,4'-pyrrolidine]-2'-one | 473829-31-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (1R,5R,6S)-spiro[bicyclo[3.2.0]heptane-6,4'-pyrrolidine]-2'-one
• CAS: 473829-31-1
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: IUIRCCVULRNBBK-NQMVMOMDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1R,5R,6S)-spiro[bicyclo[3.2.0]heptane-6,4'-pyrrolidine]-2'-one 在 盐酸 、 水 作用下， 以72%的产率得到[(1R,5R,6S)-6-(Aminomethyl)bicyclo[3.2.0]hept-6-yl]acetic acid hydrochloride
  参考文献：
  名称：

  Synthesis and in vivo evaluation of bicyclic gababutins

  摘要：

  Synthesis of a number of bicyclic five-membered ring derivatives of gabapentin led to the identification of two compounds, (-)-(11A) and (20A) which both had an excellent level of potency against alpha(2)delta and were pro. led in an in vivo model of neuropathic pain. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.118
• 作为产物：
  描述：

  ethyl (1R,5R,6S)-[6-(nitromethyl)bicyclo[3.2.0]hept-6-yl]acetate 在 氢气 、 镍 作用下， 以 甲醇 为溶剂， 以54%的产率得到(1R,5R,6S)-spiro[bicyclo[3.2.0]heptane-6,4'-pyrrolidine]-2'-one
  参考文献：
  名称：

  Synthesis and in vivo evaluation of bicyclic gababutins

  摘要：

  Synthesis of a number of bicyclic five-membered ring derivatives of gabapentin led to the identification of two compounds, (-)-(11A) and (20A) which both had an excellent level of potency against alpha(2)delta and were pro. led in an in vivo model of neuropathic pain. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.118

文献信息

• [EN] THERAPEUTIC USE OF FUSED BICYCLIC OR TRICYCLIC AMINO ACIDS<br/>[FR] UTILISATION THERAPEUTIQUE D'ACIDES AMINES BICYCLIQUES OU TRICYCLIQUES
  申请人：PFIZER LTD

  公开号：WO2004016260A1

  公开（公告）日：2004-02-26

  The compounds of the instant invention are bicyclic or tricyclic amino acids useful in the treatment of fibromylagia. Pharmaceutical compositions containing one or more of the compounds for use in the treatment of fibromyalgia are also included.

  本发明的化合物是双环或三环的氨基酸，可用于治疗纤维肌痛。还包括含有一种或多种该化合物的药物组合物，用于治疗纤维肌痛。
• FUSED BICYCLIC OR TRICYCLIC AMINO ACIDS
  申请人：Warner-Lambert Company LLC

  公开号：EP1379494B1

  公开（公告）日：2010-03-10
• Synthesis and in vivo evaluation of bicyclic gababutins
  作者：David C. Blakemore、Justin S. Bryans、Pauline Carnell、Christopher L. Carr、Nicola E.A. Chessum、Mark J. Field、Natasha Kinsella、Simon A. Osborne、Andrew N. Warren、Sophie C. Williams

  DOI：10.1016/j.bmcl.2009.11.118

  日期：2010.1

  Synthesis of a number of bicyclic five-membered ring derivatives of gabapentin led to the identification of two compounds, (-)-(11A) and (20A) which both had an excellent level of potency against alpha(2)delta and were pro. led in an in vivo model of neuropathic pain. (C) 2009 Elsevier Ltd. All rights reserved.