7-((3-fluorobenzyl)oxy)chroman-4-one | 1287312-25-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-((3-fluorobenzyl)oxy)chroman-4-one
• 英文别名: 7-(3-Fluorobenzyloxy)chroman-4-one；7-[(3-fluorophenyl)methoxy]-2,3-dihydrochromen-4-one
• CAS: 1287312-25-7
• 化学式: C₁₆H₁₃FO₃
• 分子量: 272.276
• InChiKey: BITVMUKEYJGEDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-((3-fluorobenzyl)oxy)chroman-4-one 在 sodium methylate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Novel Chromanone Derivatives as Multifunctional Agents for the Treatment of Alzheimer’s Disease

  摘要：

  DOI：

  10.1021/acschemneuro.2c00520
• 作为产物：
  描述：

  3-氯-1-(2,4-二羟基苯基)丙烷-1-酮 在 potassium carbonate 、 sodium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 10.33h， 生成 7-((3-fluorobenzyl)oxy)chroman-4-one
  参考文献：
  名称：

  Chromanones: selective and reversible monoamine oxidase B inhibitors with nanomolar potency

  摘要：

  Compound 4f 是一种对 hMAO-B 具有强效和选择性抑制作用的化合物。

  DOI：

  10.1039/c5md00124b

文献信息

• Discovery of novel positive allosteric modulators of the metabotropic glutamate receptor 5 (mGlu5)
  作者：Jeffrey G. Varnes、Andrew P. Marcus、Russell C. Mauger、Scott R. Throner、Valerie Hoesch、Megan M. King、Xia Wang、Linda A. Sygowski、Nathan Spear、Reto Gadient、Dean G. Brown、James B. Campbell

  DOI：10.1016/j.bmcl.2011.01.027

  日期：2011.3

  Novel in vitro mGlu(5) positive allosteric modulators with good potency, solubility, and low lipophilicity are described. Compounds were identified which did not rely on the phenylacetylene and carbonyl functionalities previously observed to be required for in vitro activity. Investigation of the allosteric binding requirements of a series of dihydroquinolinone analogs led to phenylacetylene azachromanone 4 (EC50 11.5 nM). Because of risks associated with potential metabolic and toxicological liabilities of the phenylacetylene, this moiety was successfully replaced with a phenoxymethyl group (27; EC50 156.3 nM). Derivation of a second-generation of mGlu(5) PAMs lacking a ketone carbonyl resulted in azaindoline (33), azabenzimidazole (36), and N-methyl 8-azaoxazine (39) phenylacetylenes. By scoping nitrogen substituents and phenylacetylene replacements in 39, we identified phenoxymethyl 8-azaoxazine 47 (EC50 50.1 nM) as a potent and soluble mGlu(5) PAM devoid of both undesirable phenylacetylene and carbonyl functionalities. (C) 2011 Elsevier Ltd. All rights reserved.
• Chromanones: selective and reversible monoamine oxidase B inhibitors with nanomolar potency
  作者：Jin-Shuai Lan、Sai-Sai Xie、Ming Huang、Ya-Jian Hu、Ling-Yi Kong、Xiao-Bing Wang

  DOI：10.1039/c5md00124b

  日期：——

  Compound4fwas a potent and selective inhibitor for hMAO-B.

  Compound 4f 是一种对 hMAO-B 具有强效和选择性抑制作用的化合物。
• Design, Synthesis, and Biological Evaluation of Novel Chromanone Derivatives as Multifunctional Agents for the Treatment of Alzheimer’s Disease
  作者：Xinnan Li、Tiantian Li、Feiyan Zhan、Feiyue Cheng、Li Lu、Bocheng Zhang、Junda Li、Zhaoxin Hu、Shengnan Zhou、Yilin Jia、Stephanie Allen、Lisa White、James Phillips、Zheying Zhu、Jinyi Xu、Hequan Yao

  DOI：10.1021/acschemneuro.2c00520

  日期：2022.12.7