3-oxo-3H-spiro[2-benzofuran-1,1'-cyclohexan]-4'-yl methanesulfonate | 872508-09-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3-oxo-3H-spiro[2-benzofuran-1,1'-cyclohexan]-4'-yl methanesulfonate
• 英文别名: (3-oxospiro[2-benzofuran-1,4'-cyclohexane]-1'-yl) methanesulfonate
• CAS: 872508-09-3
• 化学式: C₁₄H₁₆O₅S
• 分子量: 296.344
• InChiKey: VZCKCXFHBUTISL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-oxo-3H-spiro[2-benzofuran-1,1'-cyclohexan]-4'-yl methanesulfonate 在 sodium azide 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 以91%的产率得到4'-azido-3H-spiro[2-benzofuran-1,1'-cyclohexan]-3-one
  参考文献：
  名称：

  N-substituted piperidines and their use as pharrmaceuticals

  摘要：

  本发明涉及11-β羟基类固醇脱氢酶类型1的抑制剂、矿物皮质激素受体（MR）的拮抗剂以及其药物组合物。本发明的化合物可用于治疗与11-β羟基类固醇脱氢酶类型1的表达或活性有关的各种疾病，以及与醛固酮过量有关的疾病。

  公开号：

  US20060004049A1
• 作为产物：
  描述：

  4'-hydroxy-3H-spiro[2-benzofuran-1,1'-cyclohexan]-3-one 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以88%的产率得到3-oxo-3H-spiro[2-benzofuran-1,1'-cyclohexan]-4'-yl methanesulfonate
  参考文献：
  名称：

  N-substituted piperidines and their use as pharrmaceuticals

  摘要：

  本发明涉及11-β羟基类固醇脱氢酶类型1的抑制剂、矿物皮质激素受体（MR）的拮抗剂以及其药物组合物。本发明的化合物可用于治疗与11-β羟基类固醇脱氢酶类型1的表达或活性有关的各种疾病，以及与醛固酮过量有关的疾病。

  公开号：

  US20060004049A1

文献信息

• N-substituted piperidines and their use as pharmaceuticals
  申请人：Incyte Corporation

  公开号：US08071624B2

  公开（公告）日：2011-12-06

  The present invention relates to inhibitors of 11-β hydroxyl steroid dehydrogenase type 1, antagonists of the mineralocorticoid receptor (MR), and pharmaceutical compositions thereof. The compounds of the invention can be useful in the treatment of various diseases associated with expression or activity of 11-β hydroxyl steroid dehydrogenase type 1 and/or diseases associated with aldosterone excess.

  本发明涉及11-β羟基类固醇脱氢酶类型1的抑制剂、矿物质皮质激素受体(MR)的拮抗剂以及其制成的药物组合物。本发明的化合物可用于治疗与11-β羟基类固醇脱氢酶类型1的表达或活性相关的各种疾病和/或与醛固酮过多相关的疾病。
• N-SUBSTITUTED PIPERIDINES AND THEIR USE AS PHARMACEUTICALS
  申请人：Yao Wenqing

  公开号：US20120040964A1

  公开（公告）日：2012-02-16

  The present invention relates to inhibitors of 11-β hydroxyl steroid dehydrogenase type 1, antagonists of the mineralocorticoid receptor (MR), and pharmaceutical compositions thereof. The compounds of the invention can be useful in the treatment of various diseases associated with expression or activity of 11-β hydroxyl steroid dehydrogenase type 1 and/or diseases associated with aldosterone excess.

  本发明涉及11-β羟基类固醇脱氢酶1型的抑制剂，矿物质皮质激素受体（MR）的拮抗剂以及其制药组合物。本发明的化合物可用于治疗与11-β羟基类固醇脱氢酶1型的表达或活性有关的各种疾病和/或与醛固酮过多相关的疾病。
• Synthesis and evaluation of a spiro-isobenzofuranone class of histamine H3 receptor inverse agonists
  作者：Makoto Jitsuoka、Daisuke Tsukahara、Sayaka Ito、Takeshi Tanaka、Norihiro Takenaga、Shigeru Tokita、Nagaaki Sato

  DOI：10.1016/j.bmcl.2008.07.125

  日期：2008.9

  Spiro-isobenzofuranones 1a and 1b were discovered as potent, selective, and brain-penetrable non-imidazole H-3 receptor inverse agonists. Our corporate sample collection was screened to identify 2a as a lead. Recognizing the right-hand portion of 2a as an essential pharmacophore, an extensive screen of the left-hand piperidine portion was carried out to yield the potent spiro-derivatives 2t-x. Spiro-isobenzofuranone 2x, the most potent among the derivatives, was converted to the corresponding amide 1a, which possessed dramatically improved H3 activity (IC50 = 0.72 nM; more than 20-fold improvement over 2x). Further elaboration led to the identification of 1b, a 5-methoxy derivative with an IC50 of 0.54 nM. Our studies demonstrated that derivatives 1a and 1b to be potent, selective, and brain-penetrable H-3 inverse agonists. (C) 2008 Elsevier Ltd. All rights reserved.
• EP1758580A4
  申请人：——

  公开号：EP1758580A4

  公开（公告）日：2008-01-16
• US8071624B2
  申请人：——

  公开号：US8071624B2

  公开（公告）日：2011-12-06