2-(2-hydroxyethyl)-5-methoxy-2-(3-oxopentyl)-1-indanone | 371757-82-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(2-hydroxyethyl)-5-methoxy-2-(3-oxopentyl)-1-indanone
• 英文别名: 2-(2-hydroxyethyl)-5-methoxy-2-(3-oxopentyl)-3H-inden-1-one
• CAS: 371757-82-3
• 化学式: C₁₇H₂₂O₄
• 分子量: 290.359
• InChiKey: VJSWTOCVNFLGAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-hydroxyethyl)-5-methoxy-2-(3-oxopentyl)-1-indanone 在 盐酸 、 甲醇 、 sodium methylate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 9a-[2-(methanesulfonyoxy)ethyl]-7-methoxy-4-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one
  参考文献：
  名称：

  Tetrahydrofluorenones with conformationally restricted side chains as selective estrogen receptor beta ligands

  摘要：

  A series of 2-9a bridged tetrahydrofluorenone derivatives were prepared which exhibited significant binding affinity for ER beta and were highly selective. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.043
• 作为产物：
  描述：

  5-甲氧基-1-茚酮 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 2-(2-hydroxyethyl)-5-methoxy-2-(3-oxopentyl)-1-indanone
  参考文献：
  名称：

  The discovery of tetrahydrofluorenones as a new class of estrogen receptor β-subtype selective ligands

  摘要：

  Synthesis and derivatization of a series of substituted tetrahydrofluorenone analogs giving potent, ERbeta subtype selective ligands are described. Several analogs possessing ERbeta binding affinities comparable to 17beta-estradiol but with greater than 75-fold selectivity over ERalpha are reported.

  DOI：

  10.1016/j.bmcl.2006.03.098

文献信息

• Estrogen receptor modulators
  申请人：——

  公开号：US20030027840A1

  公开（公告）日：2003-02-06

  The present invention relates to compounds and derivatives thereof, their synthesis, and their use as estrogen receptor modulators. The compounds of the instant invention are ligands for estrogen receptors and as such may be useful for treatment or prevention of a variety of conditions related to estrogen functioning including: bone loss, bone fractures, osteoporosis, cartilage degeneration, endometriosis, uterine fibroid disease, hot flashes, increased levels of LDL cholesterol, cardiovascular disease, impairment of cognitive functioning, cerebral degenerative disorders, restinosis, gynacomastia, vascular smooth muscle cell proliferation, obesity, incontinence, and cancer, in particular of the breast, uterus and prostate.

  本发明涉及化合物及其衍生物、它们的合成方法以及它们作为雌激素受体调节剂的应用。本发明的化合物是雌激素受体的配体，因此可用于治疗或预防与雌激素功能相关的多种疾病，包括：骨丢失、骨折、骨质疏松症、软骨退化、子宫内膜异位症、子宫纤维瘤病、热潮红、LDL胆固醇水平升高、心血管疾病、认知功能损害、脑部退行性疾病、再狭窄、男性乳房发育、血管平滑肌细胞增殖、肥胖、失禁以及癌症，尤其是乳腺癌、子宫癌和前列腺癌。
• Synthesis Of 1,5-Disubstituted-2-Hydroxy-Gibbatetraen-6-Ones
  申请人：Wilkening R. Robert

  公开号：US20070293706A1

  公开（公告）日：2007-12-20

  1,5-disubstituted-2-hydroxy-gibbatetraen-6-ones are useful as estrogen receptor modulators and as precursors to estrogen receptor modulators. The current invention provides a method for the synthesis of 1,5-disubstituted-2-hydroxy-gibbatetraen-6-ones from simple indanone starting materials via a Robinson-type annulation followed by an internal alkylation reaction. This invention further describes the novel use of a fluoroethyl substituent as a latent alkylating group for an internal cyclization reaction.

  1,5-二取代-2-羟基-吉巴四烯-6-酮可用作雌激素受体调节剂和雌激素受体调节剂的前体。本发明提供了一种从简单的茚酮起始材料通过罗宾逊型环化反应后内部烷基化反应合成1,5-二取代-2-羟基-吉巴四烯-6-酮的方法。本发明进一步描述了氟乙基取代基作为内部环化反应的潜在烷基化基团的新用途。
• WO2006/50399
  申请人：——

  公开号：——

  公开（公告）日：——
• EP1257264A4
  申请人：——

  公开号：EP1257264A4

  公开（公告）日：2005-08-10
• ESTROGEN RECEPTOR MODULATORS
  申请人：Merck & Co., Inc.

  公开号：EP1257264A1

  公开（公告）日：2002-11-20