2,2-Dimethyl-6-(2-oxoheptyl)-1,3-dioxin-4-one | 1056320-65-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-Dimethyl-6-(2-oxoheptyl)-1,3-dioxin-4-one
• CAS: 1056320-65-0
• 化学式: C₁₃H₂₀O₄
• 分子量: 240.299
• InChiKey: AZLUULSJBSBNSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-6-(2-oxoheptyl)-1,3-dioxin-4-one 在 三乙胺 、 三氯氧磷 作用下， 以 乙二醇 、 甲苯 为溶剂， 反应 2.0h， 生成 4-[(4-methoxyphenyl)amino]-6-pentyl-2H-pyran-2-one
  参考文献：
  名称：

  Antitumor agents 287. Substituted 4-amino-2H-pyran-2-one (APO) analogs reveal a new scaffold from neo-tanshinlactone with in vitro anticancer activity

  摘要：

  4-Amino-2H-benzo[h] chromen-2-one (ABO) and 4-amino-7,8,9,10-tetrahydro-2H-benzo[h] chromen-2-one (ATBO) analogs were found to be significant in vitro anticancer agents in our previous research. Our continuing study has now discovered a new simplified (monocyclic rather than tricyclic) class of cytotoxic agents, 4-amino-2H-pyran-2-one (APO) analogs. By incorporating various substituents on the pyranone ring, we have established preliminary structure-activity relationships (SAR). Analogs 19, 20, 23, and 26-30 displayed significant tumor cell growth inhibitory activity in vitro. The most active compound 27 exhibited ED50 values of 0.059-0.090 mu M. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.084
• 作为产物：
  描述：

  在 戴斯-马丁氧化剂 作用下， 生成 2,2-Dimethyl-6-(2-oxoheptyl)-1,3-dioxin-4-one
  参考文献：
  名称：

  Antitumor agents 287. Substituted 4-amino-2H-pyran-2-one (APO) analogs reveal a new scaffold from neo-tanshinlactone with in vitro anticancer activity

  摘要：

  4-Amino-2H-benzo[h] chromen-2-one (ABO) and 4-amino-7,8,9,10-tetrahydro-2H-benzo[h] chromen-2-one (ATBO) analogs were found to be significant in vitro anticancer agents in our previous research. Our continuing study has now discovered a new simplified (monocyclic rather than tricyclic) class of cytotoxic agents, 4-amino-2H-pyran-2-one (APO) analogs. By incorporating various substituents on the pyranone ring, we have established preliminary structure-activity relationships (SAR). Analogs 19, 20, 23, and 26-30 displayed significant tumor cell growth inhibitory activity in vitro. The most active compound 27 exhibited ED50 values of 0.059-0.090 mu M. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.084

文献信息

• COUMESTAN-LIKE ANTIOXIDANTS AND UV ABSORBANTS
  申请人：Wagner Barbara

  公开号：US20100330009A1

  公开（公告）日：2010-12-30

  The present invention relates to derivatives of the 1H-pyrano[4,3-b]benzofuran-1-one structure and their nitrogen analogues which possess powerful antioxidant properties combined with a highly effective UV absorbing functionality in one molecule. These compounds are especially useful in cosmetical and dermatological formulations.

  本发明涉及1H-吡喴并[4,3-b]苯并呋喃-1-酮结构及其氮类似物的衍生物，这些衍生物具有强大的抗氧化性能，同时结合了高效的吸收紫外线功能在一个分子中。这些化合物在化妆品和皮肤科配方中特别有用。
• US8383088B2
  申请人：——

  公开号：US8383088B2

  公开（公告）日：2013-02-26
• [EN] COUMESTAN-LIKE ANTIOXIDANTS AND UV ABSORBANTS<br/>[FR] ANTIOXYDANTS DE TYPE PHYTOESTROGÈNE ET ABSORBANTS D'UV
  申请人：CIBA HOLDING INC

  公开号：WO2008110465A1

  公开（公告）日：2008-09-18

  [EN] The present invention relates toderivatives of the 1H-pyrano[4,3-b]benzofuran-1-one structure and their nitrogen analogueswhichpossess powerful antioxidant properties combined with a highly effective UV absorbing functionality in one molecule.These compounds are especially useful in cosmetical and dermatological formulations.
  [FR] La présente invention concerne des dérivés de la structure 1H-pyrano[4,3-b]benzofuran-1-one et de leurs analogues d'azote qui possèdent de puissantes propriétés antioxydantes associées à une propriété d'absorption des UV très efficace dans une même molécule. Ces composés sont particulièrement utiles dans des préparations cosmétiques et dermatologiques.