2,5-dioxopyrrolidin-1-yl 4-vinylbenzoate | 97856-35-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,5-dioxopyrrolidin-1-yl 4-vinylbenzoate
• 英文别名: 2,5-Pyrrolidinedione, 1-[(4-ethenylbenzoyl)oxy]-；(2,5-dioxopyrrolidin-1-yl) 4-ethenylbenzoate
• CAS: 97856-35-4
• 化学式: C₁₃H₁₁NO₄
• 分子量: 245.235
• InChiKey: XJASSHAGBIULRL-UHFFFAOYSA-N

物化性质

• 沸点：
  395.6±35.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-dioxopyrrolidin-1-yl 4-vinylbenzoate 、 6-氨基己酸 以 四氢呋喃 为溶剂， 反应 96.0h， 以1.2 g的产率得到6-(p-vinylbenzamido)hexanoic acid
  参考文献：
  名称：

  Conjugation of Arg-Gly-Asp (RGD) Sequence in Copolymer Bearing Sugar Moiety for Insulinoma Cell Line (MIN6) Culture

  摘要：

  为胰岛素瘤细胞（MIN6）培养合成了由粘附分子的Arg-Gly-Asp（RGD）序列和糖分子组成的共聚物。与其他聚合物涂层表面相比，附着在聚(N-对乙烯基苄基-D-丙二酰胺-co-6-(对乙烯基苯甲酰胺)-己酸-g-GRGDS)（p(VMA-co-VBGRGDS)）涂层平皿上的 MIN6 细胞更易聚集。与 p（VLA-co-VBGRGDS）相比，p（VMA-co-VBGRGDS）也显示 MIN6 细胞的增殖速度更快（高出约 18%）。通过细胞与基质之间的相互作用，与未受刺激的细胞相比，p(VMA-co-VBGRGDS) 产生的 MIN6 细胞胰岛素分泌量高出约 80%，而 poly(N-p-vinylbenzyl-D-lactonamide-co-6-(p-vinylbenzamido)-hexanoic acid-g-GRGDS) （p(VLA-co-VBGRGDS）产生的胰岛素分泌量高出约 50%。此外，用 RGD 单体处理的 MIN6 细胞的附着在 p（VMA-co-VBGRGDS）表面被抑制了约 50%。这一结果支持了一种观点，即 p（VMA-co-VBGRGDS）共聚物中 RGD 肽的粘附分子与 MIN6 细胞膜上的整合素家族发生了特异性相互作用。

  DOI：

  10.1271/bbb.65.1284
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 4-乙烯基苯甲酸 在 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以2.7 g的产率得到2,5-dioxopyrrolidin-1-yl 4-vinylbenzoate
  参考文献：
  名称：

  Conjugation of Arg-Gly-Asp (RGD) Sequence in Copolymer Bearing Sugar Moiety for Insulinoma Cell Line (MIN6) Culture

  摘要：

  为胰岛素瘤细胞（MIN6）培养合成了由粘附分子的Arg-Gly-Asp（RGD）序列和糖分子组成的共聚物。与其他聚合物涂层表面相比，附着在聚(N-对乙烯基苄基-D-丙二酰胺-co-6-(对乙烯基苯甲酰胺)-己酸-g-GRGDS)（p(VMA-co-VBGRGDS)）涂层平皿上的 MIN6 细胞更易聚集。与 p（VLA-co-VBGRGDS）相比，p（VMA-co-VBGRGDS）也显示 MIN6 细胞的增殖速度更快（高出约 18%）。通过细胞与基质之间的相互作用，与未受刺激的细胞相比，p(VMA-co-VBGRGDS) 产生的 MIN6 细胞胰岛素分泌量高出约 80%，而 poly(N-p-vinylbenzyl-D-lactonamide-co-6-(p-vinylbenzamido)-hexanoic acid-g-GRGDS) （p(VLA-co-VBGRGDS）产生的胰岛素分泌量高出约 50%。此外，用 RGD 单体处理的 MIN6 细胞的附着在 p（VMA-co-VBGRGDS）表面被抑制了约 50%。这一结果支持了一种观点，即 p（VMA-co-VBGRGDS）共聚物中 RGD 肽的粘附分子与 MIN6 细胞膜上的整合素家族发生了特异性相互作用。

  DOI：

  10.1271/bbb.65.1284

文献信息

• Fully backbone degradable and functionalizable polymers derived from the ring-opening metathesis polymerization (ROMP)
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US09206271B2

  公开（公告）日：2015-12-08

  Functionalized degradable ROMP (ring-opening metathesis) polymers and methods, starting monomers and synthetic monomeric and polymeric intermediates for preparation of such functionalized polymers. More specifically, monomers having a bicyclic oxazinone structure, a bicyclic urea, or a heteronorbornene core structure, among others, have been found to be substrates for ROMP polymerization. ROMP polymers prepared from these monomers have been found to be both acid and base labile. Additionally, the monomers can be chemically modified at a site distal to the polymerizable moieties and bridgehead carbons. The properties of the resulting polymers and copolymers can be tailored without destabiling the monomer. Polymers and copolymers of the invention are degradable but have a glass temperature of 100° C. or more.

  功能化可降解的ROMP（环开环聚合）聚合物及其制备方法，起始单体和合成单体和聚合物中间体，用于制备这种功能化聚合物。更具体地说，具有双环氧噁唑酮结构、双环脲或杂环诺邦烯核结构等单体已被发现可作为ROMP聚合的底物。从这些单体制备的ROMP聚合物被发现既具有酸性又具有碱性易裂解。此外，这些单体可以在可聚合基团和桥头碳之外的位置进行化学修饰。所得聚合物和共聚物的性质可以定制，而不会破坏单体。本发明的聚合物和共聚物可降解，但其玻璃转变温度为100°C或更高。
• Cyclopropenones and the Photochemical Generation of Cyclic Alkynes Therefrom
  申请人：Popik Vladimir V.

  公开号：US20120053299A1

  公开（公告）日：2012-03-01

  Cyclic alkynes (e.g., cyclooctynes such as dibenzocyclooctynes) can be photochemically generated from cyclopropenones as disclosed herein. The cyclic alkynes can be reacted (e.g., in situ) with materials having alkyne-reactive groups (e.g., azide groups in a “click” reaction). In preferred embodiments, the generation and reaction of the cyclic alkyne can proceed in the absence of a catalyst (e.g., Cu(I)). These reactions can be useful, for example, for the selective labeling of living cells that are metabolically modified with azido-containing surface monosaccharides, or for light-directed surface patterning.

  环状炔烃（例如，二苯并环辛炔烃）可以从环丙酮中光化学生成，如本文所述。环状炔烃可以与具有炔基反应性基团的材料反应（例如，在原位进行“点击”反应中的偶氮基团）。在优选实施例中，环状炔烃的生成和反应可以在无催化剂（例如，Cu（I））的情况下进行。这些反应可以用于例如选择性标记代谢修饰有含偶氮基团的表面单糖的活细胞，或用于光驱动表面图案化。
• Fully Backbone Degradable and Functionalizable Polymers Derived from the Ring-Opening Metathesis Polymerization (ROMP)
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US20130281644A1

  公开（公告）日：2013-10-24

  Functionalized degradable ROMP (ring-opening metathesis) polymers and methods, starting monomers and synthetic monomeric and polymeric intermediates for preparation of such functionalized polymers. More specifically, monomers having a bicyclic oxazinone structure, a bicyclic urea, or a heteronorbornene core structure, among others, have been found to be substrates for ROMP polymerization. ROMP polymers prepared from these monomers have been found to be both acid and base labile. Additionally, the monomers can be chemically modified at a site distal to the polymerizable moieties and bridgehead carbons. The properties of the resulting polymers and copolymers can be tailored without destabiling the monomer. Polymers and copolymers of the invention are degradable but have a glass temperature of 100° C. or more.

  可降解的功能化ROMP（环开放重聚合）聚合物及其制备方法、起始单体和合成单体和聚合中间体，用于制备这种功能化聚合物。更具体地说，已发现具有双环氧氮杂环结构、双环脲或杂环辛烷烯核心结构等单体是ROMP聚合的底物。从这些单体制备的ROMP聚合物已发现既具有酸性又具有碱性的不稳定性。此外，这些单体可以在可聚合基团和桥头碳远离的位置进行化学修饰。所得聚合物和共聚物的性质可以定制而不破坏单体。发明的聚合物和共聚物可降解，但具有100℃或更高的玻璃转移温度。
• Development and Initial Application of a Hybridization-Independent, DNA-Encoded Reaction Discovery System Compatible with Organic Solvents
  作者：Mary M. Rozenman、Matthew W. Kanan、David R. Liu

  DOI：10.1021/ja074155j

  日期：2007.12.1

  We have developed and applied an approach to reaction discovery that takes advantage of DNA encoding, DNA-programmed assembly of substrate pairs, in vitro selection, and PCR amplification, yet does not require reaction conditions that support DNA hybridization. This system allows the simultaneous evaluation of > 200 potential bond-forming combinations of substrates in a single experiment and can be applied in a range of solvent and temperature conditions. In an initial application, we applied this system to explore Au(III)-mediated chemistry and uncovered a simple, mild method for the selective Markovnikov-type hydroarylation of vinyl arenes and trisubstituted olefins with indoles.
• A convenient synthetic pathway for multivalent assembly of aminoglycoside antibiotics starting from amikacin
  作者：Hidehiko Tanaka、Yoshihiro Nishida、Yousuke Furuta、Kazukiyo Kobayashi

  DOI：10.1016/s0960-894x(02)00292-5

  日期：2002.7

  Vinylpolymers carrying a kanamycin cluster at the side chain were prepared via regioselective N-acylation of amikacin with N-succinimidyl p-vinylbenzoate, followed by radical homo- and co-polymerization with acrylamide. Two independent biological assays disclosed that the polyvalent kanamycin models showed neither antibacterial activity nor inhibitory activity against rRNA-based protein synthesis, suggesting that the multivalency-binding approach is not valid for integrating the potential of amino-glyoside anitibiotics. (C) 2002 Elsevier Science Ltd. All rights reserved.