1,3-di-(2,4-dimethoxyphenyl)-1,3-propanedione | 32140-93-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1,3-di-(2,4-dimethoxyphenyl)-1,3-propanedione
• 英文别名: 1,3-bis-(2,4-dimethoxy-phenyl)-propane-1,3-dione；1,3-Bis-(2,4-dimethoxy-phenyl)-propan-1,3-dion；1,3-Bis(2,4-dimethoxyphenyl)-propan-1,3-dione；1,3-Bis(2,4-dimethoxyphenyl)propane-1,3-dione
• CAS: 32140-93-5
• 化学式: C₁₉H₂₀O₆
• 分子量: 344.364
• InChiKey: KWBFJDUJUZGKQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3-di-(2,4-dimethoxyphenyl)-1,3-propanedione 在 磷酸 、 potassium iodide 作用下， 生成 2-(2,4-dimethoxyphenyl)-7-methoxy-4H-chromen-4-one
  参考文献：
  名称：

  Notes: 7,2',4'-Trimethoxyflavone

  摘要：

  DOI：

  10.1021/jo01091a633
• 作为产物：
  描述：

  间苯二甲醚 在 PPA 、 乙醚 、 sodium amide 作用下， 生成 1,3-di-(2,4-dimethoxyphenyl)-1,3-propanedione
  参考文献：
  名称：

  Notes: 7,2',4'-Trimethoxyflavone

  摘要：

  DOI：

  10.1021/jo01091a633

文献信息

• Synthesis of Dibenzoylmethane Derivaives and Inhibition of Mutagenicity in Salmonella typhimurium.
  作者：Tominari CHOSHI、Shigenori HORIMOTO、Ching Y. WANG、Hisamitsu NAGASE、Masataka ICHIKAWA、Eiichi SUGINO、Satoshi HIBINO

  DOI：10.1248/cpb.40.1047

  日期：——

  Twenty dibenzoylmethanes with methyl, methoxy, bromo, chloro, or fluoro substitution on either one or both benzene rings were synthesized and assayed for inhibition of the mutagenicity of 2-nitrofluorene in S. typhimurium TA98. 2, 2-Dimethoxy, 3, 3-dimethoxy and 3, 3, 4, 4-tetramethoxydibenzoylmethane was as active as dibenzoylmethane. None of the halogen-substituted dibenzoylmethanes were active. These results demonstrate that dibenzoylmethanes can inhibit the mutagenicity of 2-nitrofluorene, and that modifications made on the benzene rings of dibenzoylmethane cannot enhance the antimutagencity of this parent compound.

  合成了20种二苯甲酰甲烷，它们在一个或两个苯环上分别带有甲基、甲氧基、溴、氯或氟取代基，并测定了它们对S. typhimurium TA98株2-硝基芴致突变性的抑制作用。2,2-二甲氧基、3,3-二甲氧基和3,3,4,4-四甲氧基二苯甲酰甲烷与二苯甲酰甲烷同样有效。所有含卤素取代的二苯甲酰甲烷均无效。这些结果表明二苯甲酰甲烷能抑制2-硝基芴的致突变性，在二苯甲酰甲烷的苯环上作修饰并不能增强其母体化合物的抗致突变性。
• Diarylalkanes as potent inhibitors of binuclear enzymes
  申请人：Jia Qi

  公开号：US20050267047A1

  公开（公告）日：2005-12-01

  The present invention implements a strategy that combines an enzyme inhibition assay with a chemical dereplication process to identify active plant extracts and the particular compounds—diarylalkanes and/or diarylalkanols within those extracts that specifically inhibit binuclear enzyme function. Included in the present invention are compositions of matter comprised of one or more of diarylalkanes and/or diarylalkanols, which inhibit the activity of binuclear enzymes, particularly tyrosinase and which prevent melanin overproduction. The present invention also provides a method for inhibiting the activity of a binuclear enzyme, particularly tyrosinase and a method for preventing and treating diseases and conditions related to binuclear enzyme function. The present invention further includes a method for preventing and treating melanin overproduction and diseases and conditions of the skin related thereto. The method for preventing and treating diseases and conditions related to binuclear enzyme function and melanin overproduction is comprised of administering to a host in need thereof an effective amount of a composition comprising one or more diarylalkanes and/or diarylalkanols synthesized and/or isolated from one or more plants together with a pharmaceutically acceptable carrier.

  本发明实施了一种策略，将酶抑制测定与化学去重复过程相结合，以识别活性植物提取物和特定化合物——二芳基烷烃和/或二芳基醇，这些化合物特异性地抑制双核酶功能。本发明包括由一种或多种二芳基烷烃和/或二芳基醇组成的物质组合物，其抑制双核酶的活性，特别是酪氨酸酶，并防止黑色素过度产生。本发明还提供了一种抑制双核酶活性的方法，特别是酪氨酸酶，以及一种预防和治疗与双核酶功能相关的疾病和病况的方法。本发明还包括一种预防和治疗黑色素过度产生以及与之相关的皮肤疾病和病况的方法。预防和治疗与双核酶功能和黑色素过度产生相关的疾病和病况的方法包括向需要的宿主施用由一种或多种植物合成和/或分离的一种或多种二芳基烷烃和/或二芳基醇组成的组合物的有效量，以及药用载体。
• Retro-Claisen condensation versus pyrrole formation in reactions of amines and 1,3-diketones
  作者：Indubhusan Deb、Daniel Seidel

  DOI：10.1016/j.tetlet.2010.03.086

  日期：2010.6

  Cyclic amines and 1,3-diketones readily react under microwave irradiation to form ring-fused pyrroles in a single operation. A competing retro-Claisen pathway is efficiently suppressed by employing p-toluenesulfonic acid as an additive.

  环胺和1,3-二酮在微波辐射下很容易在一次操作中反应形成环稠合的吡咯。通过使用对甲苯磺酸作为添加剂可有效地抑制竞争性逆克莱森途径。
• DIARYLALKANES AS POTENT INHIBITORS OF BINUCLEAR ENZYMES
  申请人：Unigen, Inc.

  公开号：US20140371491A1

  公开（公告）日：2014-12-18

  The present invention implements a strategy that combines an enzyme inhibition assay with a chemical dereplication process to identify active plant extracts and the particular compounds—diarylalkanes and/or diarylalkanols within those extracts that specifically inhibit binuclear enzyme function. Included in the present invention are compositions of matter comprised of one or more of diarylalkanes and/or diarylalkanols, which inhibit the activity of binuclear enzymes, particularly tyrosinase and which prevent melanin overproduction. The present invention also provides a method for inhibiting the activity of a binuclear enzyme, particularly tyrosinase and a method for preventing and treating diseases and conditions related to binuclear enzyme function. The present invention further includes a method for preventing and treating melanin overproduction and diseases and conditions of the skin related thereto. The method for preventing and treating diseases and conditions related to binuclear enzyme function and melanin overproduction is comprised of administering to a host in need thereof an effective amount of a composition comprising one or more diarylalkanes and/or diarylalkanols synthesized and/or isolated from one or more plants together with a pharmaceutically acceptable carrier.

  本发明实施了一种策略，将酶抑制测定与化学去重过程相结合，以鉴定活性植物提取物及其中特定化合物——二芳基烷烃和/或二芳基烷醇，其特异性抑制双核酶功能。本发明包括由一种或多种二芳基烷烃和/或二芳基烷醇组成的物质组合物，其抑制双核酶的活性，特别是酪氨酸酶，从而防止黑色素过度产生。本发明还提供了一种抑制双核酶活性的方法，特别是酪氨酸酶，并提供了一种预防和治疗与双核酶功能相关的疾病和病症的方法。本发明还包括一种预防和治疗黑色素过度产生及其相关皮肤疾病和病症的方法。预防和治疗与双核酶功能和黑色素过度产生相关的疾病和病症的方法包括向需要的宿主施用一种由一种或多种从一种或多种植物中合成和/或分离出的二芳基烷烃和/或二芳基烷醇组成的组合物的有效量，以及药学上可接受的载体。
• Boev, V. I.; Dombrovskii, A. V., Journal of general chemistry of the USSR, 1984, vol. 54, p. 1660 - 1668
  作者：Boev, V. I.、Dombrovskii, A. V.

  DOI：——

  日期：——