3-(2-bromoethyl)-5,5-dimethylimidazolidine-2,4-dione | 13272-29-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-(2-bromoethyl)-5,5-dimethylimidazolidine-2,4-dione
• CAS: 13272-29-2
• 化学式: C₇H₁₁BrN₂O₂
• mdl: MFCD09813574
• 分子量: 235.081
• InChiKey: MQGFAZCFOADYND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-bromoethyl)-5,5-dimethylimidazolidine-2,4-dione 在 anion-exchange resin Amberlite R IRA-900, Cl^(1-) 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 生成 2-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-N,N,N-trimethylethanaminium chloride
  参考文献：
  名称：

  [EN] BIOCIDAL COMPOUNDS AND METHODS FOR USING SAME
  [FR] COMPOSÉS BIOCIDES ET PROCÉDÉS D'UTILISATION ASSOCIÉS

  摘要：

  具有两个生物杀菌活性基团共价结合在一起的N-卤胺阳离子类生物杀菌活性类似物，以单一分子的形式具有通用式(I)。通式(I)的化合物及其前体可以以溶液形式固定到基质上，通过物理涂层或共价化学键结合来功能化表面，或者作为添加剂加入材料中，使其具有生物杀菌性能。本发明的化合物或前体组成的生物杀菌溶液和基质可以用于灭活致病微生物。N-卤胺-L-QUAT (I)其中：N-卤胺可以是环状或非环状N-卤胺；L为C1-C6烷基，环芳香或非芳香环，醚，酮或任何其他有机连接结构，QUAT具有通式(II)。

  公开号：

  WO2013173905A1
• 作为产物：
  描述：

  5,5-二甲基海因 、 1,2-二溴乙烷 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以60%的产率得到3-(2-bromoethyl)-5,5-dimethylimidazolidine-2,4-dione
  参考文献：
  名称：

  蛋白质精氨酸脱亚氨酶抑制剂及其在多发性硬化症动物模型中的功效。

  摘要：

  精氨酸脱亚氨酶（PAD）与多种炎症和神经退行性疾病有关，包括多发性硬化症（MS）。在发现含有乙内酰脲和哌啶部分的计算机模拟药物后，我们假设乙内酰脲上的2碳连接基对于5元杂环具有最佳的PAD抑制活性是必要的。我们设计了13种化合物作为PAD2和PAD4酶的潜在抑制剂，这是MS中涉及的两种重要的PAD酶。两种化合物，一种具有咪唑部分（22），另一种具有四唑部分（24），在体外和MS的EAE小鼠模型中均显示出对PAD同工酶的良好抑制作用。进一步的实验表明，化合物22是PAD2和PAD4的非共价抑制剂，

  DOI：

  10.1016/j.bmc.2017.03.006

文献信息

• Fragment-Based Approach to the Development of an Orally Bioavailable Lactam Inhibitor of Lipoprotein-Associated Phospholipase A2 (Lp-PLA₂)
  作者：Alison J.-A. Woolford、Philip J. Day、Véronique Bénéton、Valerio Berdini、Joseph E. Coyle、Yann Dudit、Pascal Grondin、Pascal Huet、Lydia Y. W. Lee、Eric S. Manas、Rachel L. McMenamin、Christopher W. Murray、Lee W. Page、Vipulkumar K. Patel、Florent Potvain、Sharna J. Rich、Yingxia Sang、Don O. Somers、Lionel Trottet、Zehong Wan、Xiaomin Zhang

  DOI：10.1021/acs.jmedchem.6b01427

  日期：2016.12.8

  Lp-PLA(2) has been explored as a target for a number of inflammation associated diseases, including cardiovascular disease and dementia. This article describes the discovery of a new fragment derived chemotype that interacts with the active site of Lp-PLA(2). The starting fragment hit was discovered through an X-ray fragment screen and showed no activity in the bioassay (IC50 > 1 mM). The fragment hit was optimized using a variety of structure-based drug design techniques, including virtual screening, fragment merging, and improvement of shape complementarity. A novel series of Lp-PLA(2) inhibitors was generated with low lipophilicity and a promising pharmacokinetic profile.
• BIOCIDAL COMPOUNDS AND METHODS FOR USING SAME
  申请人：UNIVERSITY OF MANITOBA

  公开号：US20150118179A1

  公开（公告）日：2015-04-30

  Biocidally active cationic analogs of N-halamine having two biocidally active groups covalently bonded together in a single molecule and having general Formula (I). Compounds of Formula (I), and precursors thereof, can be in solution form immobilized onto a substrate via physical coating or covalent chemical bonding to functionalize surfaces or added into materials as additives so as to render them biocidal. The biocidal solutions and substrates comprising the compounds or precursors of the present invention can then be used to inactivate pathogenic microorganisms. N-halamine-L-QUAT (I) wherein: the N-halamine may be a cyclic or acyclic N-halamine; L is C 1 -C 6 alkyl, cyclic aromatic or non-aromatic ring, ether, ketone or any other organic linking structures, and QUAT has general formula (II):
• BIOCIDAL COATINGS AND METHODS FOR MAKING SAME
  申请人：Exigence Technologies Inc.

  公开号：US20170204085A1

  公开（公告）日：2017-07-20

  Biocidally active cationic analogs of N-halamine having two biocidally active groups covalently bonded together in a single molecule and having general Formula (I). Compounds of Formula (I), and precursurs thereof, can be in solution form or immobilized onto a substrate via physical coating or covalent chemical bonding to functionalize surfaces or added into materials as additives so as to render them biocidal. The biocidal solutions and substrates comprising the compounds or precursors of the present invention can then be used to inactivate pathogenic microorganisms.
• Inhibitors of protein arginine deiminases and their efficacy in animal models of multiple sclerosis
  作者：Amit Sarswat、Ewa Wasilewski、Sai K. Chakka、Angelica M. Bello、Andrew V. Caprariello、Chithra M. Muthuramu、Peter K. Stys、Shannon E. Dunn、Lakshmi P. Kotra

  DOI：10.1016/j.bmc.2017.03.006

  日期：2017.5

  inflammatory and neurodegenerative diseases including multiple sclerosis (MS). Following the discovery of an in silico hit containing hydantoin and a piperidine moiety, we hypothesized that a 2-carbon linker on the hydantoin would be necessary for a 5-membered heterocycle for optimal PAD inhibitory activity. We designed thirteen compounds as potential inhibitors of PAD2 and PAD4 enzymes-two important PAD enzymes

  精氨酸脱亚氨酶（PAD）与多种炎症和神经退行性疾病有关，包括多发性硬化症（MS）。在发现含有乙内酰脲和哌啶部分的计算机模拟药物后，我们假设乙内酰脲上的2碳连接基对于5元杂环具有最佳的PAD抑制活性是必要的。我们设计了13种化合物作为PAD2和PAD4酶的潜在抑制剂，这是MS中涉及的两种重要的PAD酶。两种化合物，一种具有咪唑部分（22），另一种具有四唑部分（24），在体外和MS的EAE小鼠模型中均显示出对PAD同工酶的良好抑制作用。进一步的实验表明，化合物22是PAD2和PAD4的非共价抑制剂，
• [EN] BIOCIDAL COMPOUNDS AND METHODS FOR USING SAME<br/>[FR] COMPOSÉS BIOCIDES ET PROCÉDÉS D'UTILISATION ASSOCIÉS
  申请人：UNIV MANITOBA

  公开号：WO2013173905A1

  公开（公告）日：2013-11-28

  Biocidally active cationic analogs of N-halamine having two biocidally active groups covalently bonded together in a single molecule and having general Formula (I). Compounds of Formula (I), and precursurs thereof, can be in solution form immobilized onto a substrate via physical coating or covalent chemical bonding to functionalize surfaces or added into materials as additives so as to render them biocidal. The biocidal solutions and substrates comprising the compounds or precursors of the present invention can then be used to inactivate pathogenic microorganisms. N-halamine-L-QUAT (I) wherein: the N-halamine may be a cyclic or acyclic N-halamine; L is C1-C6 alkyl, cyclic aromatic or non-aromatic ring, ether, ketone or any other organic linking structures, and QUAT has general formula ( II):

  具有两个生物杀菌活性基团共价结合在一起的N-卤胺阳离子类生物杀菌活性类似物，以单一分子的形式具有通用式(I)。通式(I)的化合物及其前体可以以溶液形式固定到基质上，通过物理涂层或共价化学键结合来功能化表面，或者作为添加剂加入材料中，使其具有生物杀菌性能。本发明的化合物或前体组成的生物杀菌溶液和基质可以用于灭活致病微生物。N-卤胺-L-QUAT (I)其中：N-卤胺可以是环状或非环状N-卤胺；L为C1-C6烷基，环芳香或非芳香环，醚，酮或任何其他有机连接结构，QUAT具有通式(II)。