cyanoacetic acid 6-(2-cyanoacetoxy)hexyl ester | 75750-46-8

• 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
• 英文名称: cyanoacetic acid 6-(2-cyanoacetoxy)hexyl ester
• 英文别名: 1,6-hexanediol biscyanoacetate；6-(2-Cyanoacetyl)oxyhexyl 2-cyanoacetate
• CAS: 75750-46-8
• 化学式: C₁₂H₁₆N₂O₄
• 分子量: 252.27
• InChiKey: OYAFAJXLVFBJOZ-UHFFFAOYSA-N

物化性质

• 沸点：
  452.4±30.0 °C(Predicted)
• 密度：
  1.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [二]乙酸亞甲酯 、 cyanoacetic acid 6-(2-cyanoacetoxy)hexyl ester 在 2,2'-亚甲基双-(4-甲基-6-叔丁基苯酚) 、 十二烷基苯磺酸 、 2-甲基哌嗪 作用下， 反应 2.0h， 以71%的产率得到1,6-hexanediol-bis(2-cyanoacrylate)
  参考文献：
  名称：

  Process for preparing 1,1-disubstituted ethylenic monomers

  摘要：

  本发明涉及一种从一般式（II）的化合物和一般式（III）的活性甲基化合物中，使用铵盐或亚胺盐的催化量在均相或固相载体上制备具有通式（I）的1,1-二取代乙烯单体的方法。该方法允许直接合成单体，并在制备各种单体方面找到应用。所得产品是高纯度的反应性单体，适用于快速固化胶粘剂领域。

  公开号：

  EP2927209A1
• 作为产物：
  描述：

  1,6-己二醇 、 氰乙酸甲酯 在 tetrabutoxytitanium 作用下， 反应 12.0h， 以57%的产率得到cyanoacetic acid 6-(2-cyanoacetoxy)hexyl ester
  参考文献：
  名称：

  Small Molecule Inhibitors of Dynamin I GTPase Activity:  Development of Dimeric Tyrphostins

  摘要：

  Dynamin I is a GTPase enzyme required for endocytosis and is an excellent target for the design of potential endocytosis inhibitors. Screening of a library of tyrphostins, in our laboratory, against the GTPase activity of dynamin I gave rise to a mu M potent lead, 2-cyano-3-(3,4-dihydroxyphenyl)thioacrylamide (1, IC50 70 mu M). Our initial investigations suggested that only the dimeric form of 1 displayed dynamin I GTPase inhibitory activity. Subsequent synthetic iterations were based on dimeric analogues and afforded a number of small molecules, low mu M potent, inhibitors of dynamin I GTPase, in particular, symmetrical analogues with a minimum of two free phenolic -OHs: catechol-acrylamide (9) (IC50 = 5.1 +/- 0.6 mu M), its 3,4,5-trihydroxy congener (10) (IC50 = 1.7 +/- 0.2 mu M), and the corresponding 3-methyl ether (11) (IC50 = 9 3 mu M). Increasing the length of the central alkyl spacer from ethyl to propyl (22-24) afforded essentially identical activity with IC50'S of 1.7 0.2, 1.7 0.2, and 5 +/- 1 mu M, respectively. No decrease in activity was noted until the introduction of a hexyl spacer. Our studies highlight the requirement for two free amido NHs with neither the mono-N-methyl (86) nor the bis-N-methyl (87) analogues inhibiting dynamin I GTPase. A similar effect was noted for the removal of the nitrile moieties. However, modest potency was observed with the corresponding ester analogues of 9-11: ethyl ester (90), propyl ester (91), and butyl ester (92), with IC50'S of 42 3, 38 2, and 61 2 mu M, respectively. Our studies reveal the most potent and promising dynamin I GTPase inhibitor in this series as (22), which is also known as BisT.

  DOI：

  10.1021/jm040208l

文献信息

• Reactions of isocyanates with compounds containing active methylene groups in the presence of triethylamine
  作者：Yu. G. Gololobov、O. A. Linchenko、I. R. Golding、M. A. Galkina、I. Yu. Krasnova、I. A. Garbuzova、P. V. Petrovskii

  DOI：10.1007/s11172-006-0129-y

  日期：2005.10

  Compounds containing active methylene groups react with isocyanates of different structures in the presence of triethylamine to form functionally substituted amides.

  含有活性亚甲基的化合物在三乙胺存在下与不同结构的异氰酸酯反应形成官能取代的酰胺。
• REINFORCED BUILDING BLOCK MADE OF AUTOCLAVED AERATED CONCRETE (AAC)
  申请人：Evonik Degussa GmbH

  公开号：EP3260436A1

  公开（公告）日：2017-12-27

  Summary Reinforced Building block made of Autoclaved aerated concrete (AAC)

  摘要 蒸压加气混凝土（AAC）加固砌块
• Latent epoxy resin formulations for liquid impregnation processes for production of fibre-reinforced composites
  申请人：Evonik Degussa GmbH

  公开号：US10155840B2

  公开（公告）日：2018-12-18

  Epoxy compositions containing at least one resin component and at least one hardener component, are suitable as a thermoset matrix for production of semi-finished fiber matrix products and cured fiber matrix laminates.

  环氧树脂组合物含有至少一种树脂成分和至少一种固化剂成分，适合用作热固性基体，用于生产纤维基体半成品和固化纤维基体层压板。
• Epoxy resin composition comprising 2-(3-(aminomethyl)-3,5,5-trimethylcyclohexyl)propane-1,3-diamine (AM-CPDA) as hardener
  申请人：Evonik Degussa GmbH

  公开号：US10221277B2

  公开（公告）日：2019-03-05

  An epoxy resin composition including A) at least one epoxy compound and B) a hardener composition including B1) 0.1%-100% by weight of 2-(3-(aminomethyl)-3,5,5-trimethylcyclohexyl)propane-1,3-diamine, and B2) 99.9%-0% by weight of at least one further diamine and/or polyamine, where the stoichiometric ratio of the epoxy groups of A) and the number of active hydrogen atoms of the functional groups of B) varies from 1:2 to 2:1.

  一种环氧树脂组合物，包括 A）至少一种环氧化合物和 B）固化剂组合物，其中 B1）0.1%-100%（按重量计）的 2-(3-(氨基甲基)-3,5,5-三甲基环己基)丙烷-1,3-二胺，和 B2）99.9%-0%（按重量计）的至少另一种二胺和/或多胺，其中 A）的环氧基团和 B）的官能团的活性氢原子数的化学计量比为 1:2 至 2:1。
• Epoxy resin compositions for production of storage-stable composites
  申请人：Ortelt Martina

  公开号：US10392469B2

  公开（公告）日：2019-08-27

  Epoxy resin compositions containing at least one resin component and at least one hardener component are suitable as a thermoset matrix for production of semi-finished fiber matrix products and cured fiber matrix laminates known as composites.

  含有至少一种树脂成分和至少一种固化剂成分的环氧树脂组合物可用作热固性基体，用于生产半成品纤维基产品和固化纤维基复合材料。