5-Methoxy-2-propyl-indan-1-one | 101375-37-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5-Methoxy-2-propyl-indan-1-one
• 英文别名: 5-Methoxy-2-propyl-2,3-dihydroinden-1-one
• CAS: 101375-37-5
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: FQAYCEBEIGGOOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  5-Methoxy-2-propyl-indan-1-one 在 四氢吡咯 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 7-Methoxy-9a-propyl-1,2,9,9a-tetrahydro-fluoren-3-one
  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
• 作为产物：
  描述：

  苯甲醚 在 aluminum (III) chloride 、 硫酸 、 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 5-Methoxy-2-propyl-indan-1-one
  参考文献：
  名称：

  一种卤代烷基-2,3-二氢-1H-吲哚-5-醇的制备方法

  摘要：

  本发明提供了一种卤代烷基‑2,3‑二氢‑1H‑吲哚‑5‑醇的制备方法，以化合物Ⅰ为原料，化合物Ⅰ在路易斯酸作用下经过傅克酰基化反应生成化合物Ⅱ，再通过乙酸酐酰基化试剂及六亚甲基四胺环境条件下得到上烯的化合物Ⅲ，化合物Ⅲ经过浓硫酸关环得到化合物Ⅳ，化合物Ⅳ在强酸的亲电缺电子效应还原，加氢还原，卤代反应及还原甲基得到化合物Ⅶ，即所述的卤代烷基‑2,3‑二氢‑1H‑吲哚‑5‑醇。本发明利用卤代苯酚与对应的末端炔的Sonogashira偶联与关环反应得到稠环苯并呋喃主体化合物，规避掉苯并呋喃液晶化合物的性质缺陷。

  公开号：

  CN114149305A

文献信息

• Agents for the treatment of brain edema. 2. [(2,3,9,9a-Tetrahydro-3-oxo-9a-substituted-1H-fluoren-7-yl)oxy]alkanoic acids and some of their analogs
  作者：E. J. Cragoe、O. W. Woltersdorf、N. P. Gould、A. M. Pietruszkiewicz、C. Ziegler、Y. Sakurai、G. E. Stokker、P. S. Anderson、R. S. Bourke

  DOI：10.1021/jm00155a038

  日期：1986.5

  Our initial paper discussed brain edema resulting from traumatic head injury and the need for specific and effective agents to treat the disorder and disclosed a novel approach for the discovery of a drug of this kind. The current study describes the synthesis of a series of [(2,3,9,9a-tetrahydro-3-oxo-9a-substituted-1H-fluoren-7-yl)oxy]alk anoic acids and their analogues. These compounds were evaluated in an in vitro cerebrocortical tissue slice assay for their relative potencies in inhibiting K+ + HCO3- induced swelling. Structural modification at a number of sites in the "lead" compound revealed that significant biological activity was inherent only within a very narrow range of structural types. The observation that nearly all the biological activity resided in one of the two enantiomers demonstrated the marked stereospecificity of the most active compounds. One of the most potent compounds, (R)-(+)-[(5,6-dichloro-2,3,9,9a-tetrahydro-3-oxo-9a-propyl-1H-fluoren -7-yl) oxy]acetic acid ((+)-5c), exhibited a dose-response relationship in the in vivo acceleration/deceleration brain edema assay, and the data from the two highest doses were statistically significant. Electron microscopic examination demonstrated that the perivascular astroglial swelling that arises from this procedure is abolished in the animals treated with (+)-5c. This compound is currently being evaluated for its clinical efficacy and safety in the treatment of traumatic head injury.
• Pseudoenzymatic catalyst–substrate interactions in ion-pair mediated chiral phase transfer catalysis
  作者：Apurba Bhattacharya、Tomas Vasques、Thomas Ramirez、Robert Erik Plata、Jiejun Wu

  DOI：10.1016/j.tetlet.2006.05.099

  日期：2006.7

  Complementary electronic effects between the substrate and the cinchona-based catalyst in the pseudoenzymatic ion-pair mediated chiral phase transfer alkylations of indanone enolate anions were demonstrated. (c) 2006 Elsevier Ltd. All rights reserved.
• CRAGOE E. J.;WOLTERSDORF O. W.;GOULD N. P.;PIETRUSZKIEWICZ A. M.;ZIEGLER +, J. MED. CHEM., 1986, 29, N 5, 825-841
  作者：CRAGOE E. J.、WOLTERSDORF O. W.、GOULD N. P.、PIETRUSZKIEWICZ A. M.、ZIEGLER +

  DOI：——

  日期：——