8-Acetamido-2,6-dimethylocta-2,6-diene | 94597-74-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 8-Acetamido-2,6-dimethylocta-2,6-diene
• 英文别名: N-acetylgeranylamine；(E)-N-(3,7-dimethylocta-2,6-dien-1-yl)acetamide；(E)-N-(3,7-dimethylocta-2,6-dienyl)acetamide；N-[(2E)-3,7-dimethylocta-2,6-dienyl]acetamide
• CAS: 94597-74-7
• 化学式: C₁₂H₂₁NO
• 分子量: 195.305
• InChiKey: CJEIWYRAGBZMAB-DHZHZOJOSA-N

物化性质

• 沸点：
  347.1±31.0 °C(Predicted)
• 密度：
  0.890±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  8-Acetamido-2,6-dimethylocta-2,6-diene 在 ⁺ 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以26%的产率得到N-((E)-(S)-3,7-Dimethyl-octa-1,6-dienyl)-acetamide
  参考文献：
  名称：

  Catalytic Asymmetric Hydrogen Migration of Allylamines

  摘要：

  本篇综述介绍了日本多个研究小组共同努力下近期开发的BINAP-Rh(I)催化不对称异构化前手性烯丙胺的一些制备方面和实际应用。此外，还讨论了新颖而复杂的反应机理。 1. 引言 2. 催化剂开发 2.1. 钴催化剂 2.2. 铑催化剂 2.3. 配体BINAP 3. 制备方面 3.1. 实验室规模的异构化 3.2. 工业过程 4. 底物与范围 4.1. 烯丙胺 4.2. 烯丙醇 5. 反应机理 5.1. 催化途径 5.2. 手性识别机制 5.3. 结论 6. 应用 6.1. 薄荷醇 6.2. 香茅醇 6.3. 香茅醛衍生物 6.4. 生育酚侧链 6.5. 灭虫脲

  DOI：

  10.1055/s-1991-26541
• 作为产物：
  描述：

  乙酸芳樟酯 、 乙腈 在 CoCl₂ 溶剂黄146 作用下， 以73%的产率得到8-Acetamido-2,6-dimethylocta-2,6-diene
  参考文献：
  名称：

  Cobalt(II)-Catalyzed Conversion of Allylic Alcohols/Acetates to Allylic Amides in the Presence of Nitriles

  摘要：

  Various secondary allylic alcohols or their acetates and tertiary allylic alcohols can be converted to the corresponding transposed allylic amides in the presence of a catalytic quantity of cobalt(II) chloride and acetic anhydride in acetonitrile. Tertiary alcohols undergo complete rearrangement whereas secondary ones afford a mixture of regioisomers. Moderate yields of amides are also obtained by reacting acrylonitrile with secondary alcohols in 1,2-dichloroethane. The presence of acetic anhydride or acetic acid is crucial to the formation of amides as the absence of the former affords no amides and the allylic alcohols are mainly recovered as regioisomeric mixtures. The regioselectivity during amide formation can be enhanced by using cobalt complexes 14-16 in acetic acid medium. Some preliminary studies indicate that these reactions are proceeding via an pi-allyl complex or tight ion pair rather than a [3,3] sigmatropic rearrangement of acetamidate obtained in a Pinner reaction.

  DOI：

  10.1021/jo00114a013

文献信息

• Screening for Small Molecule Modulators of Trypanosoma brucei Hsp70 Chaperone Activity Based upon Alcyonarian Coral-Derived Natural Products
  作者：Sarah K. Andreassend、Stephen J. Bentley、Gregory L. Blatch、Aileen Boshoff、Robert A. Keyzers

  DOI：10.3390/md18020081

  日期：——

  The Trypanosoma brucei Hsp70/J-protein machinery plays an essential role in survival, differentiation, and pathogenesis of the protozoan parasite, and is an emerging target against African Trypanosomiasis. This study evaluated a set of small molecules, inspired by the malonganenones and nuttingins, as modulators of the chaperone activity of the cytosolic heat inducible T. brucei Hsp70 and constitutive TbHsp70.4 proteins. The compounds were assessed for cytotoxicity on both the bloodstream form of T. b. brucei parasites and a mammalian cell line. The compounds were then investigated for their modulatory effect on the aggregation suppression and ATPase activities of the TbHsp70 proteins. A structure–activity relationship for the malonganenone-class of alkaloids is proposed based upon these results.

  Trypanosoma brucei的Hsp70/J-蛋白质机制在原虫寄生虫的生存、分化和致病过程中发挥着关键作用，是针对非洲锥虫病的新兴靶点。该研究评估了一组受malonganenones和nuttingins启发的小分子，作为调节细胞质热诱导T. brucei Hsp70和TbHsp70.4蛋白质的分子伴侣活性的调节剂。这些化合物对T. b. brucei寄生虫的血流形式和哺乳动物细胞系的细胞毒性进行了评估。然后，研究了这些化合物对TbHsp70蛋白的聚集抑制和ATP酶活性的调节作用。根据这些结果，提出了malonganenone类生物碱的结构-活性关系。
• Geranyl Geranyl Acetone Analogs and Uses Thereof
  申请人：NYKEN Holding B.V.

  公开号：US20150152076A1

  公开（公告）日：2015-06-04

  The invention relates to novel therapeutic compounds, more in particular to biologically active analogs and uses thereof as medicament, for instance for the treatment of atrial fibrillation. Provided is a compound of the general formula (formula I) wherein R 1 is H or a saturated or unsaturated aliphatic moiety comprising 1 to 8 C-atoms; and X is selected from the group consisting of moieties X 1 , X 2 , X 3 , X 4 , X 5 and X 6 . Exemplary uses include the prevention or therapeutic treatment of a HSF1-mediated disease.

  这项发明涉及新型治疗化合物，更具体地涉及生物活性类似物及其用途作为药物，例如用于治疗心房颤动。提供的是一种具有一般式（式I）的化合物，其中R1为H或包含1至8个碳原子的饱和或不饱和脂肪族基团；X选自X1、X2、X3、X4、X5和X6基团组成的群。示例用途包括预防或治疗HSF1介导的疾病。
• TERPENOID ANALOGUES AND USES THEREOF FOR TREATING NEUROLOGICAL CONDITIONS
  申请人：Reed Mark A.

  公开号：US20130267571A1

  公开（公告）日：2013-10-10

  The present application provides a terpene analogue of Formula (I) or a pharmaceutically acceptable isomer, salt or ester thereof, and methods and uses thereof for treating neurological conditions such as pain in general and neuropathic pain. These terpene analogues can also be used to treat other electrical disorders in the central and peripheral nervous system. Also provided are methods of synthesizing the terpene analogues of Formula I.

  本申请提供了公式(I)的萜烯类似物或其药学上可接受的异构体、盐或酯，以及用于治疗神经疾病，如一般疼痛和神经病性疼痛的方法和用途。这些萜烯类似物还可以用于治疗中枢神经系统和外周神经系统中的其他电障碍。同时提供了合成公式I的萜烯类似物的方法。
• Synthetic approach to the amphilectane diterpenes: the use of nitriles as terminators of carbocation-olefin cyclizations
  作者：Robert V. Stevens、Kim F. Albizati

  DOI：10.1021/jo00205a015

  日期：1985.3
• Ichikawa, Yoshiyasu; Yamazaki, Masatugu; Isobe, Minoru, Journal of the Chemical Society. Perkin transactions I, 1993, p. 2429 - 2432
  作者：Ichikawa, Yoshiyasu、Yamazaki, Masatugu、Isobe, Minoru

  DOI：——

  日期：——