6-ethoxy-2-methyl-2,3-dihydro-1H-inden-1-one | 1430230-19-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 6-ethoxy-2-methyl-2,3-dihydro-1H-inden-1-one
• 英文别名: 6-Ethoxy-2-methyl-2,3-dihydroinden-1-one；6-ethoxy-2-methyl-2,3-dihydroinden-1-one
• CAS: 1430230-19-5
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: YRNAAQTZGDOVKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-ethoxy-2-methyl-2,3-dihydro-1H-inden-1-one 在 盐酸 、 硫酸 、 水 、 sodium methylate 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 13.5h， 生成 (Z)-2-(5-ethoxy(4-isopropylbenzylidene)-2-methyl-1H-inden-3-yl)acetic acid
  参考文献：
  名称：

  Synthesis and SAR study of modulators inhibiting tRXRα-dependent AKT activation

  摘要：

  RXR alpha represents an intriguing and unique target for pharmacologic interventions. We recently showed that Sulindac and a designed analog could bind to RXR alpha and modulate its biological activity, including inhibition of the interaction of an N-terminally truncated RXR alpha (tRXR alpha) with the p85 alpha regulatory subunit of phosphatidylinositol-3-OH kinase (PI3K). Here we report the synthesis, testing and SAR of a series of novel analogs of Sulindac as potential modulators for inhibiting tRXR alpha-dependent AKT activation. A new compound 30 was identified to have improved biological activity. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.012
• 作为产物：
  描述：

  3-(4-ethoxyphenyl)-2-methylacrylic acid 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 80.0 ℃ 、1.01 MPa 条件下， 反应 36.0h， 生成 6-ethoxy-2-methyl-2,3-dihydro-1H-inden-1-one
  参考文献：
  名称：

  Synthesis and SAR study of modulators inhibiting tRXRα-dependent AKT activation

  摘要：

  RXR alpha represents an intriguing and unique target for pharmacologic interventions. We recently showed that Sulindac and a designed analog could bind to RXR alpha and modulate its biological activity, including inhibition of the interaction of an N-terminally truncated RXR alpha (tRXR alpha) with the p85 alpha regulatory subunit of phosphatidylinositol-3-OH kinase (PI3K). Here we report the synthesis, testing and SAR of a series of novel analogs of Sulindac as potential modulators for inhibiting tRXR alpha-dependent AKT activation. A new compound 30 was identified to have improved biological activity. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.012

文献信息

• ORGANIC COMPOUNDS
  申请人：Givaudan SA

  公开号：US20200330346A1

  公开（公告）日：2020-10-22

  The present invention refers to indanone derivatives of formula (I) wherein R 1 is selected from hydrogen, methyl and ethyl; R 2 is selected from hydrogen, methyl and ethyl, and R 3 is selected from hydrogen and methyl; or R 2 and R 3 form together with the carbon atoms to which they are attached C 3 -C 5 cycloalkyl; and R 4 is selected from C 2 -C 5 alkyl, C 2 -C 5 alkenyl, C 1 -C 4 alkoxy, C 3 -C 5 cycloalkyl, and C 3 -C 6 cycloalkenyl. The invention further refers to perfume compositions and fragrance applications comprising them.

  本发明涉及式(I)的吲哚酮衍生物，其中R1选择氢、甲基和乙基；R2选择氢、甲基和乙基，R3选择氢和甲基；或R2和R3与它们附着的碳原子一起形成C3-C5环烷基；R4选择C2-C5烷基、C2-C5烯基、C1-C4烷氧基、C3-C5环烷基和C3-C6环烯基。该发明还涉及包含它们的香水组合物和香料应用。
• Organic compounds
  申请人：Givaudan SA

  公开号：US11020333B2

  公开（公告）日：2021-06-01

  The present invention refers to indanone derivatives of formula (I) wherein R1 is selected from hydrogen, methyl and ethyl; R2 is selected from hydrogen, methyl and ethyl, and R is selected from hydrogen and methyl; or R2 and R3 form together with the carbon atoms to which they are attached C3-C5 cycloalkyl; and R4 is selected from C2-C5 alkyl, C2-C5 alkenyl, C1-C4 alkoxy, C3-C5 cycloalkyl, and C3-C6 cycloalkenyl. The invention further refers to perfume compositions and fragrance applications comprising them.

  本发明涉及式 (I) 的茚酮衍生物 在其中 R1 选自氢、甲基和乙基 R2 选自氢、甲基和乙基，R 选自氢和甲基；或 R2 和 R3 与它们所连接的碳原子一起形成 C3-C5 环烷基；以及 R4 选自 C2-C5 烷基、C2-C5 烯基、C1-C4 烷氧基、C3-C5 环烷基和 C3-C6 环烯基。 本发明还涉及香水组合物和包含它们的香料应用。
• [EN] ORGANIC COMPOUNDS<br/>[FR] COMPOSÉS ORGANIQUES
  申请人：GIVAUDAN SA

  公开号：WO2017191331A2

  公开（公告）日：2017-11-09

  The present invention refers to indanone derivatives of formula (I) wherein R1, R2, R3 and R4 have the same meaning as given in the description. The invention further refers to perfume compositions and fragrance applications comprising them.
• Synthesis and SAR study of modulators inhibiting tRXRα-dependent AKT activation
  作者：Zhi-Gang Wang、Liqun Chen、Jiebo Chen、Jian-Feng Zheng、Weiwei Gao、Zhiping Zeng、Hu Zhou、Xiao-kun Zhang、Pei-Qiang Huang、Ying Su

  DOI：10.1016/j.ejmech.2013.01.012

  日期：2013.4

  RXR alpha represents an intriguing and unique target for pharmacologic interventions. We recently showed that Sulindac and a designed analog could bind to RXR alpha and modulate its biological activity, including inhibition of the interaction of an N-terminally truncated RXR alpha (tRXR alpha) with the p85 alpha regulatory subunit of phosphatidylinositol-3-OH kinase (PI3K). Here we report the synthesis, testing and SAR of a series of novel analogs of Sulindac as potential modulators for inhibiting tRXR alpha-dependent AKT activation. A new compound 30 was identified to have improved biological activity. (C) 2013 Elsevier Masson SAS. All rights reserved.