2,5,5-trimethyl-hepta-1,6-dien-4-one | 512-37-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5,5-trimethyl-hepta-1,6-dien-4-one
• 英文别名: 3,3,6-trimethyl-hepta-1,6-dien-4-one；3,3,6-Trimethyl-hepta-1,6-dien-4-on；1,6-Heptadien-4-one, 2,5,5-trimethyl-；2,5,5-trimethylhepta-1,6-dien-4-one
• CAS: 512-37-8
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: UHZJRKGDIXMHFS-UHFFFAOYSA-N

物化性质

• 沸点：
  202.6±9.0 °C(Predicted)
• 密度：
  0.842±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5,5-trimethyl-hepta-1,6-dien-4-one 在 硫酸 作用下， 生成 蒿酮
  参考文献：
  名称：

  Notizüberdas Artemisia-keton

  摘要：

  本文没有摘要。

  DOI：

  10.1002/hlca.19370200130
• 作为产物：
  描述：

  3-methyl-but-3-enedithioic acid methyl ester 在 无水碳酸镉 、 silver nitrate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 2,5,5-trimethyl-hepta-1,6-dien-4-one
  参考文献：
  名称：

  Synthesis of iso-artemisia and artemisia ketones from ethylenic dithioesters.

  摘要：

  DOI：

  10.1016/s0040-4039(01)91585-0

文献信息

• General Synthesis of Ketones from Carboxylic Esters and Carboxamides by Use of Mixed Organolithium-Magnesium Reagents: Syntheses of Artemisia Ketone
  作者：Charles Fehr、Jos� Galindo、Roland Perret

  DOI：10.1002/hlca.19870700710

  日期：1987.11.4

  The novel reagents formed by combination of Grignard reagents (RMgX) with lithium diisopropylamide (LDA) convert non-enolizable or slowly enolizable carboxylic esters or caboxamides into ketones which are protected from further reaction by their in situ conversion into enolates. These enolates can be trapped with electrophiles such as Me3SiCl and allyl bromide. The scope of this Grignard mono-addition

  由格氏试剂（RMgX）与二异丙基氨基化锂（LDA）结合形成的新型试剂可将不可烯化或缓慢可烯化的羧酸酯或羧酰胺转化为酮，可通过原位转化为烯醇酸酯来防止其进一步反应。这些烯醇化物可以被亲电试剂（例如Me 3 SiCl和烯丙基溴）捕获。这种格氏试剂单加成的范围由蒿蒿酮的两种直接合成方法说明（14）。
• Tissue Factor Pathway Inhibitor Release Induced by Defibrotide and Heparins
  作者：Giuseppe Cella、Alessandra Sbarai、Gabriella Mazzaro、Giovanna Motta、Paolo Carraro、Giuseppe M. Andreozzi、Debra A. Hoppensteadt、Jawed Fareed

  DOI：10.1177/107602960100700308

  日期：2001.7

  We evaluated the release of tissue factor pathway inhibitor (TFPI) induced by defibrotide (DF), a single-stranded, negatively charged polydeoxyribonucleotide extracted from mammalian organ. Ten normal volunteers were injected with an intravenous bolus of 400 mg DF and 2,000 IU unfractionated heparin (UFH). In addition, three volunteers were also injected with an intravenous bolus of 2,000 anti-Xa U of two low-molecular-weight heparins (LMWHs), enoxaparin and nadroparin. UFH caused a 4-fold increase in plasma TFPI at 5 minutes, with a decrease that was parallel to the heparin level measured by the anti-Xa assay. However, at 80 minutes, although the plasma anti-Xa activity of UFH was almost undetectable, the level of TFPI remained 2-fold baseline. DF induced an increase of TFPI that was 2-fold higher than the baseline level, with a steady state achieved between 5 and 20 minutes. At 40 minutes, the TFPI levels returned to basal level. This pattern was not coincident with the clearance of DF and at 40 minutes, the concentration of DF was still one third of the levels at 5 minutes (25.4 ± 4.04 μg/mL). Both of the LMWHs induced a similar TFPI peak level at 5 minutes (1.5-fold increase) and at 40 minutes the TFPI levels returned to the initial levels, At 5 minutes, both LMWHs showed a higher plasma anti-Xa activity than UFH, which was detectable even at 80 minutes. The current study demonstrated that one of the mechanisms of the antithrombotic activity of DF is mediated via TFPI. Furthermore, the release of TFPI by heparin is mediated by non-antithrombin III binding fragments. Thus, polyanionic electrolytes are capable of releasing TFPI irrespective of their antithrombin III effect.

  我们评估了由defibrotide (DF)诱导的组织因子途径抑制因子（TFPI）的释放，DF是一种从哺乳动物器官中提取的单链、带负电的聚脱氧核苷酸。十名正常志愿者注射了400毫克DF和2,000国际单位的非分级肝素（UFH）的静脉冲击。此外，还有三名志愿者注射了两种低分子量肝素（LMWHs）恩诺肝素和那多肝素的2,000抗Xa U的静脉冲击。 UFH在5分钟时导致血浆TFPI增加4倍，随着通过抗Xa测定的肝素水平的减少而下降。然而，在80分钟时，尽管UFH的血浆抗Xa活性几乎无法检测到，TFPI水平仍保持为基线的2倍。DF导致TFPI增加，比基线水平高出2倍，达到了在5至20分钟之间的稳态。在40分钟时，TFPI水平恢复到基线水平。这种模式与DF的清除不一致，40分钟时，DF的浓度仍然是5分钟时水平的三分之一（25.4 ± 4.04 μg/mL）。两种LMWHs在5分钟时引起了类似的TFPI峰值水平（增加1.5倍），在40分钟时，TFPI水平恢复到初始水平。在5分钟时，两种LMWHs显示出比UFH更高的血浆抗Xa活性，甚至在80分钟时也可检测到。当前研究表明，DF抗血栓活性的机制之一是通过TFPI介导的。此外，肝素引起的TFPI释放是通过非抗III型抑制因子结合片段介导的。因此，多阴离子电解质能够释放TFPI，无论它们的抗III型抑制因子效应如何。
• Zur Konstitution des Cycloartemisiaketons
  作者：A. Eschenmoser、H. Schinz、R. Fischer、J. Colonge

  DOI：10.1002/hlca.19510340731

  日期：——

  Das von J. Colonge & P. Dumont (l. c.) bei der Kondensation von Vinyl-dimethyl-essigsäurechlorid und Isobuten, sowie bei der säurekatalysierten Cyclisation von synthetischem Artemisiaketon isolierte monocyclische Keton C10H16O ist identisch mit 2-Isopropyliden-4,4-dimethyl-cyclopentanon.

  Das von J. Colonge和P. Dumont（lc）在乙烯基缩合反应上生成乙烯基二甲基-二氯乙酸和异丁烯，然后在合成化学中合成了Artemisiaketon isolierte monocyclische Keton C 10 H 16 O-identischide-4 -二甲基-环戊酮。
• El-Jazouli, Mustapha; Lage, Nadia; Masson, Serge, Bulletin de la Societe Chimique de France, 1988, # 5, p. 883 - 888
  作者：El-Jazouli, Mustapha、Lage, Nadia、Masson, Serge、Thuillier, Andre

  DOI：——

  日期：——
• Asahina; Takagi, Bericht von Schimmel and Co., 1921, p. 9
  作者：Asahina、Takagi

  DOI：——

  日期：——