1-(4-(bromomethyl)phenyl)-1H-pyrrole-2,5-dione | 1286280-88-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-(4-(bromomethyl)phenyl)-1H-pyrrole-2,5-dione
• 英文别名: 1-[4-(Bromomethyl)phenyl]pyrrole-2,5-dione
• CAS: 1286280-88-3
• 化学式: C₁₁H₈BrNO₂
• 分子量: 266.094
• InChiKey: IFNCLHDABAYQPZ-UHFFFAOYSA-N

物化性质

• 沸点：
  394.1±25.0 °C(Predicted)
• 密度：
  1.665±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-[(4-甲基苯基)氨基]-4-氧代丁2-烯酸 在 N-溴代丁二酰亚胺(NBS) 、 sodium acetate 、 乙酸酐 、 过氧化苯甲酰 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 1-(4-(bromomethyl)phenyl)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis and Pharmacological Evaluation of Analogues of Benzyl Quinolone Carboxylic Acid (BQCA) Designed to Bind Irreversibly to an Allosteric Site of the M₁ Muscarinic Acetylcholine Receptor

  摘要：

  Activation of the M1 muscarinic acetylcholine receptor (mAChR) is a prospective treatment for alleviating cognitive decline experienced in central nervous system (CNS) disorders. Current therapeutics indiscriminately enhance the activity of the endogenous neurotransmitter ACh, leading to side effects. BQCA is a positive allosteric modulator and allosteric agonist at the M1 mAChR that has high subtype selectivity and is a promising template from which to generate higher affinity, more pharmacokinetically viable drug candidates. However, to efficiently guide rational drug design, the binding site of BQCA needs to be conclusively elucidated. We report the synthesis and pharmacological validation of BQCA analogues designed to bind irreversibly to the M1 mAChR. One analogue in particular, 11, can serve as a useful structural probe to confirm the location of the BQCA binding site; ideally, by co-crystallization with the M1 mAChR. Furthermore, this ligand may also be used as a pharmacological tool with a range of applications.

  DOI：

  10.1021/jm500556a

文献信息

• Microwave-assisted benzyl mono- and dibromination in diethyl carbonate as environmentally friendly alternative to radical bromination in carbon tetrachloride
  作者：Subramanya R. K. Pingali、Sunil K. Upadhyay、Branko S Jursic

  DOI：10.1039/c0gc00794c

  日期：——

  environmentally friendly benzyl mono- and di-bromination synthetic procedure was developed that is superior to the classic carbon tetrachloride bromination procedure in both reaction time and isolated yield. This new reaction was performed in diethyl carbonate as reaction media using microwave instead of conventional heating. Both the solvent and the brominating reagent N-bromosuccinimide (prepared from succinimide

  环保 苄基 开发了优于传统四氯化碳的单溴化和二溴化合成方法 溴化反应时间和分离的收率均采用该方法。使用微波代替常规加热，在碳酸二乙酯作为反应介质中进行该新反应。这俩溶剂 和溴化剂 N-溴琥珀酰亚胺 （由 琥珀酰亚胺由反应混合物得到的产物是可回收的。实际上，我们的目标化合物的制备在不到两个小时的时间内就完成了。
• Side-chain-functionalized polyhydroxyalkanoate materials
  申请人：International Business Machines Corporation

  公开号：US10081706B2

  公开（公告）日：2018-09-25

  A process of forming a side-chain-functionalized polyhydroxyalkanoate (PHA) material is disclosed. The process includes forming a PHA material having a vinyl-terminated side-chain from a vinyl-terminated fatty acid via a bacterial fermentation process. The process also includes forming a PHA material having a hydroxyl-terminated side-chain from the PHA material having the vinyl-terminated side-chain. The process further includes chemically reacting the PHA material having the hydroxyl-terminated side-chain with 1,4-phenylenedimethanethiol or a chlorocoumarin or 2-furoyl chloride to form a side-chain-functionalized PHA material having a side-chain with a terminal cross-linkable group (e.g., thiol, coumarin, or furoyl group).

  本发明公开了一种形成侧链功能化聚羟基烷酸（PHA）材料的工艺。该工艺包括通过细菌发酵工艺从乙烯基封端脂肪酸中形成具有乙烯基封端侧链的 PHA 材料。该工艺还包括从具有乙烯基末端侧链的 PHA 材料中形成具有羟基末端侧链的 PHA 材料。该工艺还包括将具有羟基末端侧链的 PHA 材料与 1,4-亚苯基二甲硫醇或氯香豆素或 2-呋喃基氯化物进行化学反应，以形成侧链官能化的 PHA 材料，该材料的侧链具有末端可交联基团（如硫醇、香豆素或呋喃基）。
• SIDE-CHAIN-FUNCTIONALIZED POLYHYDROXYALKANOATE MATERIALS
  申请人：International Business Machines Corporation

  公开号：US20180186928A1

  公开（公告）日：2018-07-05

  A process of forming a side-chain-functionalized polyhydroxyalkanoate (PHA) material is disclosed. The process includes forming a PHA material having a hydroxyl-terminated side-chain. The process also includes utilizing the PHA material having the hydroxyl-terminated side-chain to form a side-chain-functionalized PHA material having a side-chain with a terminal cross-linkable functional group.