3,7-二甲基-2,6-辛二烯-1-基3-苯基丙烯酸酯 | 71605-84-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3,7-二甲基-2,6-辛二烯-1-基3-苯基丙烯酸酯
• 中文别名: (6S,7S)-7-氨基-8-羰基-3-[[1-(硫代甲基)四唑-5-基]硫烷基甲基]-5-硫杂-1-氮杂二环[4.2.0]辛-2-烯-2-羧酸钠
• 英文名称: (E)-3,7-dimethylocta-2,6-dien-1-yl cinamate
• 英文别名: cinnamic acid geranyl ester；geranyl trans-cinnamate；geranyl cinnamate；trans-cinnamic acid geranyl ester；trans-Zimtsaeure-geranylester；(,6E)-3,7-Dimethyl-2,6-octadienyl cinnamate；[(2E)-3,7-dimethylocta-2,6-dienyl] (E)-3-phenylprop-2-enoate
• CAS: 71605-84-0；71648-16-3；78053-84-6
• 化学式: C₁₉H₂₄O₂
• 分子量: 284.398
• InChiKey: JCWXWRIQSPDSKY-MIFVOYFBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,7-二甲基-2,6-辛二烯-1-基3-苯基丙烯酸酯 在 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以40%的产率得到(E)-3,7-dimethylocta-2-en-6,7-epoxy-1-yl-cinamate
  参考文献：
  名称：

  Gd(OTf)₃-catalyzed synthesis of geranyl esters for the intramolecular radical cyclization of their epoxides mediated by titanocene(iii)

  摘要：

  Gd(OTf)₃对于直接酯化莰醇以及通过钛茂(iii)介导的它们环氧化物的区域和立体控制自由基环化反应的催化活性被描述。

  DOI：

  10.1039/c4ob02312a
• 作为产物：
  描述：

  3-苯基-2-丙烯酰氯 在 正丁基锂 、 三甲基膦 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 16.5h， 生成 3,7-二甲基-2,6-辛二烯-1-基3-苯基丙烯酸酯
  参考文献：
  名称：

  三甲基膦促进α，β-不饱和酰亚胺和α，β-不饱和酯的醇解

  摘要：

  摘要 发现在三甲基膦存在下，α，β-不饱和酰亚胺和α，β-不饱和酯发生醇解。通过将三甲基膦亲核加成到α，β-不饱和羰基化合物的双键上来引发反应。在相应的α，β-不饱和酰亚胺存在下，饱和酰亚胺也进行醇解。 发现在三甲基膦存在下，α，β-不饱和酰亚胺和α，β-不饱和酯发生醇解。通过将三甲基膦亲核加成到α，β-不饱和羰基化合物的双键上来引发反应。在相应的α，β-不饱和酰亚胺存在下，饱和酰亚胺也进行醇解。

  DOI：

  10.1055/s-0036-1589162

文献信息

• Antileishmanial Lead Structures from Nature: Analysis of Structure-Activity Relationships of a Compound Library Derived from Caffeic Acid Bornyl Ester
  作者：Jan Glaser、Martina Schultheis、Sudipta Hazra、Banasri Hazra、Heidrun Moll、Uta Schurigt、Ulrike Holzgrabe

  DOI：10.3390/molecules19021394

  日期：——

  Bioassay-guided fractionation of a chloroform extract of Valeriana wallichii (V. wallichii) rhizomes lead to the isolation and identification of caffeic acid bornyl ester (1) as the active component against Leishmania major (L. major) promastigotes (IC50 = 48.8 µM). To investigate the structure-activity relationship (SAR), a library of compounds based on 1 was synthesized and tested in vitro against L. major and L. donovani promastigotes, and L. major amastigotes. Cytotoxicity was determined using a murine J774.1 cell line and bone marrow derived macrophages (BMDM). Some compounds showed antileishmanial activity in the concentration range of pentamidine and miltefosine which are the standard drugs in use. In the L. major amastigote assay compounds 15, 19 and 20 showed good activity with relatively low cytotoxicity against BMDM, resulting in acceptable selectivity indices. Molecules with adjacent phenolic hydroxyl groups exhibited elevated cytotoxicity against murine cell lines J774.1 and BMDM. The Michael system seems not to be essential for antileishmanial activity. Based on the results compound 27 can be regarded as new lead structure for further structure optimization.

  在对 Valeriana wallichii (V. wallichii) 根茎的氯仿提取物进行生物测定引导的分馏时，成功分离并鉴定出咖啡酸伯基酯 (1)，作为对 Leishmania major (L. major) 萌发体的活性成分（IC50 = 48.8 µM）。为了研究结构-活性关系 (SAR)，基于化合物 1 合成了一系列化合物，并在体外测试了它们对 L. major 和 L. donovani 萌发体和 L. major 非芽孢体的活性。通过使用鼠类 J774.1 细胞系和骨髓来源的巨噬细胞 (BMDM) 测定了细胞毒性。一些化合物在与标准药物五氟苯和米氟喹范围内的浓度下表现出抗利什曼病活性。在 L. major 非芽孢体实验中，化合物 15、19 和 20 显示出良好的活性，同时对 BMDM 的细胞毒性相对较低，产生了可接受的选择性指数。相邻的酚羟基化合物对鼠类细胞系 J774.1 和 BMDM 显示出较高的细胞毒性。Michael 体系似乎对于抗利什曼病活性并不是必需的。根据结果，化合物 27 可被视为进一步结构优化的新型先导结构。
• Air freshening compositions, articles comprising same and methods
  申请人：The Procter & Gamble Company

  公开号：US20030024997A1

  公开（公告）日：2003-02-06

  An air freshening composition including porous carrier particles having a perfume composition entrapped therein, and a second component selected from an inert filer, hygroscopic agent, binder, coating material, moisture providing agent, and mixtures thereof. The composition may further comprise various optional components such as free perfumes, colorants, disintegrants, water swelling agents, porosity modifiers and mixtures thereof. A method for processing the compositions into a solid article includes the steps of entrapping a perfume in the porous carrier particles, heating and incorporating a carrier or binder material. The compositions may be further processed by optionally incorporating a powder inert filler and forming articles from the mixture. The articles may be formed from the compositions through prilling, extrusion, or compaction amongst other techniques. The air freshening articles and compositions will provide a sustained and controlled release of the perfume compositions over a long period of time without the use of a heat to activate the release. Articles of manufacture including the air freshening articles and various packaging are also disclosed.

  一种空气清新组合物，包括内含香水组合物的多孔载体颗粒，以及选自惰性过滤剂、吸湿剂、粘合剂、涂层材料、保湿剂及其混合物的第二种成分。组合物还可进一步包含各种可选成分，如游离香料、着色剂、崩解剂、水膨胀剂、孔隙度调节剂及其混合物。将组合物加工成固体物品的方法包括以下步骤：在多孔载体颗粒中夹带香水、加热和加入载体或粘合剂材料。组合物还可以通过加入粉末惰性填料进一步加工，并由混合物形成物品。除其他技术外，还可以通过挤压、挤出或压制等方法将混合物制成物品。这种空气清新剂制品和组合物可以在长时间内持续、可控地释放香水组合物，而无需使用热量来激活释放。此外，还公开了包括空气清新剂和各种包装在内的制造物品。
• Dryer-added fabric softening articles and methods
  申请人：The Procter & Gamble Company

  公开号：US20030013632A1

  公开（公告）日：2003-01-16

  A fabric conditioning article for use in a clothes dryer. The fabric conditioning article having a flexible sheet and a fabric conditioning composition deposited on the sheet. The fabric conditioning composition includes a fabric conditioning agent, perfumed particles and minor components. The perfume particles are a perfume composition incorporated into a porous mineral carrier such as clay and/or zeolite. Optionally, the perfume composition comprises low levels of unstable perfume components. Alternatively, the perfumed particles have a coating material encapsulating at least a portion of the particles. Optionally, the articles are packaged in a container having a moisture barrier to prevent premature release of the perfume therefrom.

  一种用于干衣机的织物护理用品。织物护理用品具有柔性薄片和沉积在薄片上的织物护理组合物。织物护理组合物包括织物护理剂、香水颗粒和次要成分。香水微粒是掺入多孔矿物载体（如粘土和/或沸石）中的香水组合物。可选地，香水组合物包括低含量的不稳定香水成分。或者，香水颗粒具有包覆至少部分颗粒的涂层材料。可选地，物品包装在具有防潮层的容器中，以防止香水从容器中过早释放。
• Consumable composition comprising perfumed particles and article containing the same
  申请人：The Procter & Gamble Company

  公开号：US20030036489A1

  公开（公告）日：2003-02-20

  Perfume delivery compositions and/or consumable compositions that include perfumed particles made of a porous inorganic mineral carrier and a perfume composition absorbed and/or adsorbed thereon. The perfume composition having low levels of certain classes of perfume ingredients that tend to be unstable when incorporated onto or into a porous mineral carrier. Articles of manufacture include the perfume delivery or consumable compositions, and a moisture impermeable container. Optionally, the moisture impermeable container is designed for single use or unit dosing of the compositions. Optionally, the moisture impermeable container is designed for bulk compositions and optionally includes a reclosable or resealable closure.

  香水递送组合物和/或消耗品组合物，包括由多孔无机矿物载体制成的香水颗粒和吸收和/或吸附在其上的香水组合物。香水组合物中某些类别的香水成分含量较低，这些香水成分在加入多孔矿物载体时往往不稳定。制造物品包括香水输送或消耗组合物，以及防潮容器。可选地，防潮容器是为组合物的一次性使用或单位剂量而设计的。可选地，防潮容器是为散装组合物设计的，并可选地包括一个可重新封闭或重新密封的封口。
• Perfume delivery system
  申请人：Frank Peter

  公开号：US20060160711A1

  公开（公告）日：2006-07-20

  Perfume delivery systems, comprising insoluble carrier particles with surface silanols, which have been grafted with an organosilane and which carry organic residues with a positively charged functional group and a fragrance adsorbed to or absorbed into the carrier particles. The perfume delivery systems impart a long lasting fragrance to fabric treated with compositions containing the perfume delivery system.

  香水输送系统，包括表面带有硅烷醇的不溶性载体颗粒，硅烷醇与有机硅烷接枝，并带有带正电官能团的有机残留物，以及吸附在载体颗粒上或被载体颗粒吸收的香料。香水输送系统可为使用含有香水输送系统的组合物处理过的织物带来持久的香味。