5,5'-dimethoxy-3-oxospirobi-1,1'-indane | 609337-94-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5,5'-dimethoxy-3-oxospirobi-1,1'-indane
• 英文别名: 5,5'-dimethoxy-3-oxaspirobi-1,1'-indan；1,1'-Spirobi[1H-inden]-3(2H)-one, 2',3'-dihydro-5,5'-dimethoxy-；6,6'-dimethoxyspiro[1,2-dihydroindene-3,3'-2H-indene]-1'-one
• CAS: 609337-94-2
• 化学式: C₁₉H₁₈O₃
• 分子量: 294.35
• InChiKey: MUDHUJUOKXGOAH-UHFFFAOYSA-N

物化性质

• 沸点：
  473.3±45.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,5'-dimethoxy-3-oxospirobi-1,1'-indane 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 1.0h， 生成 (-)-5,5'-dimethoxy-3-[4-(1-piperidinoethoxy)phenyl]spiro[indene-1,1'-indane]
  参考文献：
  名称：

  Discovery and Preclinical Characterization of (+)-3-[4-(1- Piperidinoethoxy)phenyl]spiro[indene- 1,1‘-indane]-5,5‘-diol Hydrochloride:  A Promising Nonsteroidal Estrogen Receptor Agonist for Hot Flush

  摘要：

  In our studies of the development of a novel class of selective estrogen receptor modulators, (+)-3-[4-(1-piperidinoethoxy)phenyl]spiro[indene-1,1'-indane]-5,5'-diol hydrochloride (1) was found to be an estrogen receptor ligand with beneficial effects in rat models for human hot flush. Moreover, 1 was found to have beneficial effects on lipid and bone metabolism while maintaining marginal effects on the uterus and breasts. These findings suggest that 1 would provide a new treatment for hot flush.

  DOI：

  10.1021/jm034134+
• 作为产物：
  描述：

  5-methoxy-2-(5-methoxy-2,3-dihydro-1H-inden-1-yl)benzoyl chloride 在 Rh2(μ-acetate)4(H2O) 、 4-乙酰氨基苯磺酰叠氮 、 双(三甲基硅烷基)氨基钾 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 甲苯 、 乙腈 为溶剂， 反应 5.5h， 生成 5,5'-dimethoxy-3-oxospirobi-1,1'-indane
  参考文献：
  名称：

  Discovery and Preclinical Characterization of (+)-3-[4-(1- Piperidinoethoxy)phenyl]spiro[indene- 1,1‘-indane]-5,5‘-diol Hydrochloride:  A Promising Nonsteroidal Estrogen Receptor Agonist for Hot Flush

  摘要：

  In our studies of the development of a novel class of selective estrogen receptor modulators, (+)-3-[4-(1-piperidinoethoxy)phenyl]spiro[indene-1,1'-indane]-5,5'-diol hydrochloride (1) was found to be an estrogen receptor ligand with beneficial effects in rat models for human hot flush. Moreover, 1 was found to have beneficial effects on lipid and bone metabolism while maintaining marginal effects on the uterus and breasts. These findings suggest that 1 would provide a new treatment for hot flush.

  DOI：

  10.1021/jm034134+

文献信息

• EP1559707
  申请人：——

  公开号：——

  公开（公告）日：——
• 4-(4-Alkylpiperazin-1-yl)phenyl group: A novel class of basic side chains for selective estrogen receptor modulators
  作者：Nobuhide Watanabe、Hiroshi Nakagawa、Akihisa Ikeno、Hisao Minato、Chie Kohayakawa、Jun-ichi Tsuji

  DOI：10.1016/j.bmcl.2003.09.049

  日期：2003.12

  In the structure-activity relationships of spiro[indene-1,1'-indane] series, the 4-(4-alkylpiperazin-1-yl)phenyl group was found to be functionally equipotent to the 4-(1-piperidinoethoxy)phenyl group, the most widely used basic side chain in selective estrogen receptor modulators. (C) 2003 Elsevier Ltd. All rights reserved.
• Discovery and Preclinical Characterization of (+)-3-[4-(1- Piperidinoethoxy)phenyl]spiro[indene- 1,1‘-indane]-5,5‘-diol Hydrochloride:  A Promising Nonsteroidal Estrogen Receptor Agonist for Hot Flush
  作者：Nobuhide Watanabe、Akihisa Ikeno、Hisao Minato、Hiroshi Nakagawa、Chie Kohayakawa、Jun-ichi Tsuji

  DOI：10.1021/jm034134+

  日期：2003.9.1

  In our studies of the development of a novel class of selective estrogen receptor modulators, (+)-3-[4-(1-piperidinoethoxy)phenyl]spiro[indene-1,1'-indane]-5,5'-diol hydrochloride (1) was found to be an estrogen receptor ligand with beneficial effects in rat models for human hot flush. Moreover, 1 was found to have beneficial effects on lipid and bone metabolism while maintaining marginal effects on the uterus and breasts. These findings suggest that 1 would provide a new treatment for hot flush.