2-金刚烷基丙烯酸酯 | 128756-71-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-金刚烷基丙烯酸酯
• 中文别名: 2-金刚烷基-丙烯酸酯
• 英文名称: 2-adamantyl acrylate
• 英文别名: 2-adamantanyl acrylate；2-adamantyl prop-2-enoate
• CAS: 128756-71-8
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: NCJGJDNWSHATQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916129000

反应信息

• 作为反应物：
  描述：

  2-金刚烷基丙烯酸酯 在 盐酸 、 三乙胺 、 tin(ll) chloride 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 5.67h， 生成 2-adamantyl 5-[hydroxy(tetrahydrofuran-2-yl)amino]isoxazole-3-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 5-hydroxylaminoisoxazole derivatives as lipoxygenase inhibitors and metabolism enhancing agents

  摘要：

  A versatile synthesis of novel 5-hydroxylaminoisoxazoles bearing adamantane moieties has been accomplished using the heterocyclization reactions of readily available unsaturated esters by the treatment with tetranitromethane in the presence of triethylamine and subsequent reduction of resulting 5-nitroisoxazoles by SnCl2 with the participation of THF. A number of obtained isoxazole derivatives were evaluated for their antioxidative activity, inhibition of lipoxygenases and impact on the rat liver mitochondria. The majority of tested compounds demonstrated moderate antiradical activity in DPPH test (up to EC50 16 mu M). The same compounds strongly inhibited soybean lipoxygenase (up to IC50 0.4 mu M) and Fe2+- and Fe3+-induced lipid peroxidation (LP) of rat brain cortex homogenate (up to IC50 0.3 mu M). All tested isoxazole derivatives promoted the phosphorylating respiratory activity simultaneously with maximal stimulated respiratory activity of mitochondria and do not reveal any toxicity towards the primary culture of rat cortex neurons. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.12.040
• 作为产物：
  描述：

  2-金刚烷醇 、 丙烯酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.17h， 生成 2-金刚烷基丙烯酸酯
  参考文献：
  名称：

  海洋二酯萜类似物作为乳腺癌治疗的新型雌激素受体α降解剂的设计与合成

  摘要：

  使用小分子靶向蛋白质降解是药物开发的一个有趣策略。据报道，海洋二酯萜化合物 MHO7 是一种潜在的 ERα 降解剂。为了进一步提高其生物活性，设计了两个具有长侧链的新型MHO7衍生物，并将其鉴定为新型选择性雌激素受体下调剂（SERDs）。新型SERD化合物的生长抑制活性受侧链类型和长度的显着影响。大多数衍生物对药物敏感性和耐药性乳腺癌细胞都比 MHO7 更有效。其中，化合物16a， IC 50对 MCF-7 细胞系的 0​​.41 μM 值，比 MHO7 强 9.6 倍，是最有潜力的分子。MCF-7细胞的全基因组转录组分析显示，16a对MCF-7细胞的作用机制与MHO7相似。在受干扰的基因中，雌激素信号通路受影响最大，但观察到16a的 ERα 降解活性高于 MHO7。16a的其他影响证实与MHO7相似，这意味着衍生物的基本机制与蛇毒蛋白骨架相同，即通过蛋白酶体介导的过程介导ERα的降解，诱

  DOI：

  10.1016/j.ejmech.2021.114081

文献信息

• TPGS-750-M: A Second-Generation Amphiphile for Metal-Catalyzed Cross-Couplings in Water at Room Temperature
  作者：Bruce H. Lipshutz、Subir Ghorai、Alexander R. Abela、Ralph Moser、Takashi Nishikata、Christophe Duplais、Arkady Krasovskiy、Ricky D. Gaston、Robert C. Gadwood

  DOI：10.1021/jo101974u

  日期：2011.6.3

  prepared as an effective nanomicelle-forming species for general use in metal-catalyzed cross-coupling reactions in water. Several “name” reactions, including Heck, Suzuki−Miyaura, Sonogashira, and Negishi-like couplings, have been studied using this technology, as have aminations, C−H activations, and olefin metathesis reactions. Physical data in the form of DLS and cryo-TEM measurements suggest that

  一种环境友好的表面活性剂 (TPGS-750-M)，一种由外消旋 α-生育酚、MPEG-750 和琥珀酸组成的二酯，已被设计并易于制备为一种有效的纳米胶束形成物质，通常用于金属催化交叉- 水中的偶联反应。已经使用该技术研究了几种“名称”反应，包括 Heck、Suzuki-Miyaura、Sonogashira 和 Negishi-like 偶联，以及胺化、CH 活化和烯烃复分解反应。DLS 和冷冻 TEM 测量形式的物理数据表明，颗粒大小和形状是实现高水平转化的关键因素，因此，产品的分离产率很高。这种新的两亲物将很快上市。
• SALT AND PHOTORESIST COMPOSITION CONTAINING THE SAME
  申请人：ICHIKAWA Koji

  公开号：US20100304293A1

  公开（公告）日：2010-12-02

  A salt represented by the formula (a): wherein Q 1 and Q 2 each independently represent a fluorine atom etc., X 1 represents a single bond etc., X 2 represents a single bond etc., Y 1 represents a C3-C6 alicyclic hydrocarbon group etc., with the proviso that —X 2 —Y 1 group has one or more fluorine atoms, and Z + represents an organic counter cation, and a photoresist composition comprising the salt represented by the formula (a) and a resin comprising a structural unit having an acid-labile group and being insoluble or poorly soluble in an aqueous alkali solution but becoming soluble in an aqueous alkali solution by the action of an acid.

  由公式(a)表示的盐：其中Q1和Q2各自独立代表氟原子等，X1代表单键等，X2代表单键等，Y1代表C3-C6的脂环烃基等，但条件是—X2—Y1基团具有一个或多个氟原子，以及Z+代表有机反离子，以及包含由公式(a)表示的盐的光阻剂组合物和包含具有酸不稳定的基团并且在水性碱液中不溶或微溶于但在酸性作用下水性碱液中变得可溶的树脂的结构单元。
• Surfactant-Enabled Transition Metal-Catalyzed Chemistry
  申请人：Berl Volker

  公开号：US20110130562A1

  公开（公告）日：2011-06-02

  In one embodiment, the present application discloses mixtures comprising (a) water in an amount of at least 1% wt/wt of the mixture; (b) a transition metal catalyst; and (c) one or more solubilizing agents; and methods for using such mixtures for performing transition metal mediated bond formation reactions.

  本申请公开了一种组合物，包括(a)至少占组合物总重量1%的水；(b)过渡金属催化剂；以及(c)一种或多种增溶剂；以及使用该组合物进行过渡金属介导的键形成反应的方法。
• Methods for Producing Fluorine-Containing Hydroxyaldehyde, Fluorine-Containing Propanediol, and Fluorine-Containing Alcohol Monomer
  申请人：Central Glass Company, Limited

  公开号：US20150361026A1

  公开（公告）日：2015-12-17

  As shown by the following reaction formula, disclosed is a fluorine-containing hydroxyaldehyde production method, including the step of obtaining a fluorine-containing hydroxyaldehyde represented by the general formula (1) by reacting a fluorine-containing ketone represented by the general formula (4) and an aldehyde represented by the general formula (5) in the presence of an organic base selected from a heterocyclic compound which contains a nitrogen atom in its ring or a tertiary amine. By this production method, it is possible to obtain the fluorine-containing hydroxyaldehyde in a high yield. Furthermore, it is possible to easily obtain in high yields a fluorine-containing propanediol, which is a derivative of this fluorine-containing hydroxyaldehyde, and a fluorine-containing alcohol monomer by using the same.

  根据以下反应方程式，揭示了一种含氟羟基醛的生产方法，包括通过在选择的含氟酮（通式（4）表示）和醛（通式（5）表示）在含有从含有氮原子的杂环化合物或三级胺中选择的有机碱的情况下反应，获得由通式（1）表示的含氟羟基醛的步骤。通过这种生产方法，可以高产率地获得含氟羟基醛。此外，可以通过使用相同方法轻松高产率地获得含氟丙二醇（这是这种含氟羟基醛的衍生物）和含氟醇单体。
• [EN] COMPOSITION AND METHODS OF USE OF SMALL MOLECULES AS BINDING LIGANDS FOR THE MODULATION OF PROPROTEIN CONVERTASE SUBTILISIN/KEXIN TYPE 9(PCSK9) PROTEIN ACTIVITY<br/>[FR] COMPOSITION ET PROCÉDÉS D'UTILISATION DE PETITES MOLÉCULES EN TANT QUE LIGANDS DE LIAISON POUR LA MODULATION DE L'ACTIVITÉ PROPROTÉINE CONVERTASE SUBTILISINE/PROTÉINE KEXINE DE TYPE 9 (PCSK9)
  申请人：SRX CARDIO LLC

  公开号：WO2016029037A1

  公开（公告）日：2016-02-25

  This invention is related to the field of PCSK9 biology and the composition and methods of use of small molecule ligands for modulation of PCSK9 biological activity. In particular, the invention provides compositions of small molecule compounds that modulate circulating levels of low density lipoproteins by altering the conformation of the protein PCSK9. Binding these small molecule ligands to PCSK9 alters the conformation of the protein, modifying the interaction between PCSK9 and an endogenous low density lipoprotein receptor, and can lead to reduced or increased levels of circulating LDL-cholesterol. High LDL-cholesterol levels are associated with increased risk for heart disease. Low LDL-cholesterol levels may be problematic in other conditions, such as liver dysfunction; thus, there is also utility for small molecule ligands that can raise LDL levels.

  这项发明涉及PCSK9生物学领域，以及用于调节PCSK9生物活性的小分子配体的组成和使用方法。具体而言，该发明提供了调节低密度脂蛋白循环水平的小分子化合物组合物，通过改变蛋白质PCSK9的构象来实现。将这些小分子配体与PCSK9结合会改变蛋白质的构象，修改PCSK9与内源性低密度脂蛋白受体之间的相互作用，并可能导致循环LDL胆固醇水平降低或增加。高LDL胆固醇水平与心脏疾病风险增加相关。低LDL胆固醇水平在其他情况下可能会有问题，比如肝功能障碍；因此，开发能够提高LDL水平的小分子配体也具有实用性。