4,5-二甲基-1,3-环己二酮 | 42824-00-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4,5-二甲基-1,3-环己二酮
• 英文名称: 4,5-dimethyl-1,3-cyclohexanedione
• 英文别名: 4,5-dimethylcyclohexane-1,3-dione；4,5-dimethyl-cyclohexane-1,3-dione；4,5-Dimethyl-cyclohexan-1,3-dion；1,3-Cyclohexanedione, 4,5-dimethyl-
• CAS: 42824-00-0
• 化学式: C₈H₁₂O₂
• 分子量: 140.182
• InChiKey: SSTXIBJGCAOONY-UHFFFAOYSA-N

物化性质

• 熔点：
  109 °C
• 沸点：
  240.7±23.0 °C(Predicted)
• 密度：
  1.005±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-二甲基-1,3-环己二酮 在 N,N,N',N'-Tetraisopropylsulfinyldiamin 、 溶剂黄146 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 50.0h， 生成 5-isopropyl-7,8-dimethyl-5,6,7,8-tetrahydroindeno[1,2-b]indole-9,10-dione
  参考文献：
  名称：

  Screening of indeno[1,2-b]indoloquinones by MALDI-MS: a new set of potential CDC25 phosphatase inhibitors brought to light

  摘要：

  Quinones and quinones-like compounds are potential candidates for the inhibition of CDC25 phosphatases. The combination of MALDI-MS analyses and biological studies was used to develop a rapid screening of a targeted library of indeno[1,2-b]indoloquinone derivatives. The screening protocol using MALDI-TOFMS and MALDI-FTICRMS highlighted four new promising candidates. Biological investigations showed that only compounds 5c-f inhibited CDC25A and -C phosphatases, with IC50 values around the micromolar range. The direct use of a screening method based on MALDI-MS technology allowed achieving fast scaffold identification of a new class of potent inhibitors of CDC25 phosphatases. These four molecules appeared as novel molecules of a new class of CDC25 inhibitors. Assessment of 5c-e in an MRC5 proliferation assay provided an early indicator of toxicity to mammalian cells. Compound 5d seems the most promising hit for developing new CDC25 inhibitors.

  DOI：

  10.1080/14756366.2016.1201480
• 作为产物：
  描述：

  巴豆酸甲酯 、 丁酮 在 sodium methylate 作用下， 以 (2S)-N-methyl-1-phenylpropan-2-amine hydrate 、 甲苯 为溶剂， 生成 4,5-二甲基-1,3-环己二酮
  参考文献：
  名称：

  APOPTOSIS INHIBITORS

  摘要：

  含有一般式(I)或其盐所代表的化合物作为活性成分的凋亡抑制剂，其中，W1代表-O-，-CH2-等；W2代表-CH2-等；W3代表-O-，-CH2-等；X代表CH，C-等；A代表公式(α)，其中W4代表-O-，-CH2-等；W5代表-CH2-，等；W6代表-O-，CH2-等。这些凋亡抑制剂能够抑制Fas配体诱导的WC8细胞的凋亡。在动物模型中，它们能够强烈抑制暴发性肝炎的进展并缓解由抗癌药物引起的脱发。由于具有高度的安全性，这些凋亡抑制剂可用作有益的药物。

  公开号：

  EP1048640A1

文献信息

• Dehydrogenative Formation of Resorcinol Derivatives Using Pd/C–Ethylene Catalytic System
  作者：Ibrahim Yussif El-Deeb、Tatsuya Funakoshi、Yuya Shimomoto、Ryosuke Matsubara、Masahiko Hayashi

  DOI：10.1021/acs.joc.6b03037

  日期：2017.3.3

  conversion of substituted 1,3-cyclohexanediones to the alkyl ethers of resorcinol using a Pd/C–ethylene system is reported. In these reactions, ethylene works as a hydrogen acceptor. The efficient synthesis of resveratrol was achieved using this protocol as a key step. In addition, the direct formation of substituted resorcinols was carried out by adding K2CO3 into the reaction media.

  据报道，使用Pd / C-乙烯系统将取代的1,3-环己二酮转化为间苯二酚的烷基醚。在这些反应中，乙烯充当氢受体。使用该方案作为关键步骤，可实现白藜芦醇的有效合成。另外，通过向反应介质中加入K 2 CO 3来直接形成取代的间苯二酚。
• Triketone derivatives and herbicides
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：US20040002425A1

  公开（公告）日：2004-01-01

  The present invention relates to a novel triketone derivative having a specific structure and a herbicide containing the triketone derivative as an active ingredient. The herbicide is effective for controlling weeds which inhibit growth of crop plants, inter alia, for paddy weeds such as Sanwa millet and Scirups juncoides.

  本发明涉及一种具有特定结构的新型三酮衍生物和含有该三酮衍生物作为活性成分的除草剂。该除草剂对于控制抑制作物生长的杂草有效，尤其对于水稻杂草，如三粒谷和茅莓草。
• TRIKETONE DERIVATIVE AND HERBICIDE
  申请人：IDEMITSU KOSAN COMPANY LIMITED

  公开号：EP1120413A1

  公开（公告）日：2001-08-01

  The present invention relates to a novel triketone derivative having a specific structure and a herbicide containing the triketone derivative as an active ingredient. The herbicide is effective for controlling weeds which inhibit growth of crop plants, inter alia, for paddy weeds such as Sanwa millet and Scirups juncoides.

  本发明涉及一种具有特定结构的新型三酮衍生物和一种含有该三酮衍生物作为活性成分的除草剂。该除草剂可有效控制抑制作物生长的杂草，特别是水稻杂草，如三和稷和藨草。
• Revisiting [3 + 3] Route to 1,3-Cyclohexanedione Frameworks:  Hidden Aspect of Thermodynamically Controlled Enolates
  作者：Teruhiko Ishikawa、Ryuichiro Kadoya、Masaki Arai、Haruka Takahashi、Yumi Kaisi、Tomohiro Mizuta、Kazusa Yoshikai、Seiki Saito

  DOI：10.1021/jo010325d

  日期：2001.11.1

  We have revisited the traditional consecutive Michael-Claisen [3 + 3] process (MC-[3 + 3]) promising the synthesis of a cyclohexane-1,3-dione derivatives from nonactivated simple ketones and enoates and evaluated its potential in modern organic synthesis. Twenty to thirty examples were demonstrated to be effective. The reactions exhibited remarkable regioselectivity with the Michael addition proceeding through nucleophilic attack by the more hindered site of the ketones without exception. The subsequent Claisen condensation resulted in the formation of carbon-carbon bonds between less hindered site of the ketones and acyl carbon of the enoates. The MC-[3 + 3] process described is useful for the synthesis of Taxol A-ring synthons in multigram quantities and for the synthesis of other six-membered carbocyclic compounds. A number of control experiments have been conducted to provide strong support for the mechanism of this MC-[3 + 3].
• Hinkel et al., Journal of the Chemical Society, 1931, p. 814,816, 820
  作者：Hinkel et al.

  DOI：——

  日期：——