N-(3-Chlorbenzoyloxy)-succinimid | 66134-68-7

• 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: N-(3-Chlorbenzoyloxy)-succinimid
• 英文别名: 1-[(3-Chlorobenzoyl)oxy]pyrrolidine-2,5-dione；(2,5-dioxopyrrolidin-1-yl) 3-chlorobenzoate
• CAS: 66134-68-7
• 化学式: C₁₁H₈ClNO₄
• 分子量: 253.642
• InChiKey: GRRJJYDSWKSOLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  N-(3-Chlorbenzoyloxy)-succinimid 在 羟胺 作用下， 以 水 、 乙腈 为溶剂， 反应 12.0h， 以640 mg的产率得到3-氯-N-羟基苯甲酰胺
  参考文献：
  名称：

  由醛和羟胺一锅法合成异羟肟酸

  摘要：

  AbstractA one‐pot oxidative transformation of aldehydes into hydroxamic acids by the use of an aqueous solution of hydroxylamine is reported. The methodology gives high yields and makes use of cheap, abundant and easily available reagents.magnified image

  DOI：

  10.1002/adsc.201400188
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 3-氯苯甲酸 在 三光气 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以91%的产率得到N-(3-Chlorbenzoyloxy)-succinimid
  参考文献：
  名称：

  使用三光气从羧酸方便地合成 N-羟基琥珀酰亚胺酯

  摘要：

  摘要 开发了一种以三光气为酸活化剂合成N-羟基琥珀酰亚胺酯的简便方法。几种芳香族和脂肪族 N-羟基琥珀酰亚胺酯可以在室温下使用三光气以良好的产率从其相应的羧酸制备。一些主要优点是条件温和、收率高且易于操作。

  DOI：

  10.1080/00397910902906628

文献信息

• A copper-catalysed amidation of aldehydes via N-hydroxysuccinimide ester formation
  作者：Monica Pilo、Andrea Porcheddu、Lidia De Luca

  DOI：10.1039/c3ob41440j

  日期：——

  A copper-catalysed oxidative amidation of aldehydes via N-hydroxysuccinimide ester formation is reported. The methodology employed to prepare amides directly from aldehydes has a very wide scope, is high yielding, and does not need dry conditions. This cross-coupling reaction appears to be simple and makes use of cheap, abundant and easily available reagents.

  据报道通过N-羟基琥珀酰亚胺酯形成的铜催化的醛的氧化酰胺化。直接从醛制备酰胺的方法学范围很广，产率高，并且不需要干燥条件。这种交叉偶联反应看起来很简单，并利用了廉价，丰富和容易获得的试剂。
• A versatile strategy for the design and synthesis of novel ADP conjugates and their evaluation as potential poly(ADP-ribose) polymerase 1 inhibitors
  作者：Yuliya V. Sherstyuk、Alexandra L. Zakharenko、Mikhail M. Kutuzov、Polina V. Chalova、Maria V. Sukhanova、Olga I. Lavrik、Vladimir N. Silnikov、Tatyana V. Abramova

  DOI：10.1007/s11030-016-9703-x

  日期：2017.2

  aromatic acid residue. A number of conjugates containing aromatic carboxylic acids were found to inhibit poly(ADP-ribose) synthesis catalyzed by poly(ADP-ribose) polymerase-1 (PARP-1). A new class of potential PARP-1 inhibitors mimicking \(\hbox NAD}^+}\), a substrate in the PARP-1 catalyzed reaction, was proposed. Graphical Abstract

  抽象的开发了一种合成\（\ hbox NAD} ^ +} \）模拟物的通用策略，该策略涉及在含有功能氨基的关键缀合物中有效的焦磷酸盐键形成，该功能键充当进一步衍生化的有用反应性锚。这些\（\ hbox NAD} ^ +} \）模拟物由通过二磷酸链共轭到带有芳族酸残基的扩展脂族连接基上的ADP组成。发现许多包含芳族羧酸的缀合物抑制由聚（ADP-核糖）聚合酶-1（PARP-1）催化的聚（ADP-核糖）合成。提出了一类新的潜在的PARP-1抑制剂，其模仿PARP-1催化反应的底物\（\ hbox NAD} ^ +} \）。 图形概要
• <i>N</i>-Hydroxysuccinimide-promoted Oxidation of Primary Alcohols and Aldehydes to Form Active Esters with Hypervalent(III) Iodine
  作者：Naiwei Wang、Renhua Liu、Qing Xu、Xinmiao Liang

  DOI：10.1246/cl.2006.566

  日期：2006.6

  A simple, mild, and efficient method for the conversion of primary alcohols and aldehydes to N-hydroxysuccinimide esters with (diacetoxyiodo)benzene in high yield is developed. N-Hydroxysuccinimide acts not only as an esterification partner but also as an activator of PhI(OAc)2 in this reaction.

  开发了一种简单、温和且高效的方法，利用高产率的(二乙酰氧碘)苯将伯醇和醛转化为N-羟基琥珀酰亚胺酯。N-羟基琥珀酰亚胺在此反应中不仅作为酯化伴侣，还作为PhI(OAc)2的活化剂。
• Iodide-catalyzed amide synthesis from alcohols and amines
  作者：Gao Wang、Qing-Ying Yu、Jian Wang、Shan Wang、Shan-Yong Chen、Xiao-Qi Yu

  DOI：10.1039/c3ra43799j

  日期：——

  An efficient method to prepare amides by a cascade strategy was developed. Using nBu4NI or NaI as the catalyst and tert-butyl hydroperoxide as the oxidant, various alcohols reacted with N-hydroxysuccinimide or N-hydroxyphthalimide affording corresponding active esters in moderate to good yield. The resulting active esters were converted into amides smoothly in one pot.

  开发了一种通过级联策略制备酰胺的有效方法。使用n Bu 4 NI或NaI作为催化剂，氢过氧化叔丁基作为氧化剂，各种醇与N-羟基琥珀酰亚胺或N-羟基邻苯二甲酰亚胺反应，以中等至良好的产率提供相应的活性酯。在一锅中将所得的活性酯平稳地转化为酰胺。
• MOLECULAR PROBE FOR PANCREATIC ISLET IMAGING AND USE OF SAID PROBE
  申请人：Kyoto University

  公开号：EP2484386A1

  公开（公告）日：2012-08-08

  A molecular probe for imaging of pancreatic islets is provided. The molecular probe includes a polypeptide represented by the following formula (1), or a polypeptide that has homology with the foregoing polypeptide. Z-HGEGTFTSDLSKQMEEEAVRLFIEWLKNGGPSSGAPPPSX-NH2 (1) (SEQ I D NO. 1) wherein "X" represents a lysine residue, the amino group of the side chain of the lysine residue being labeled with a group represented by the following formula (I), wherein A represents an aromatic hydrocarbon group or an aromatic heterocyclic group; R1 represents a substituent that contains 11C, 13N, 15O, 18F, 64Cu, 67Ga, 68Ga, 75Br, 76Br, 77Br, 99mTc, 111In, 123I, 124I, 125I, or 131I; R2 represents either a hydrogen atom, or a substituent different from that represented by R1; and R3 represents any one of a bond, an alkylene group having 1 to 6 carbon atoms, and an oxyalkylene group having 1 to 6 carbon atoms.

  提供了一种用于胰岛成像的分子探针。分子探针包括下式（1）所代表的多肽或与前述多肽具有同源性的多肽。 Z-HGEGTFTSDLSKQMEEEAVRLFIEWLKNGGPSSGAPPSX-NH2 (1) (SEQ I D NO. 1) 其中 "X "代表赖氨酸残基，赖氨酸残基侧链的氨基被下式（I）所代表的基团标记、 其中 A 代表芳香烃基团或芳香杂环基团；R1 代表含有 11C、13N、15O、18F、64Cu、67Ga、68Ga、75Br、76Br、77Br、99mTc、111In、123I、124I、125I 或 131I 的取代基；R2 代表氢原子或与 R1 所代表的不同的取代基；以及 R3 代表键、具有 1 至 6 个碳原子的亚烷基和具有 1 至 6 个碳原子的氧亚烷基中的任一个。