tert-butyl (2-acrylamidoethyl)carbamate | 165196-44-1

• 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: tert-butyl (2-acrylamidoethyl)carbamate
• 英文别名: (2-acryloylamino-ethyl)carbamic acid tert-butyl ester；tert-butyl N-[2-(prop-2-enamido)ethyl]carbamate；tert-butyl N-[2-(prop-2-enoylamino)ethyl]carbamate
• CAS: 165196-44-1
• 化学式: C₁₀H₁₈N₂O₃
• mdl: MFCD24468676
• 分子量: 214.265
• InChiKey: SXIILERIAIKHJG-UHFFFAOYSA-N

物化性质

• 熔点：
  95-100 °C(Solv: dichloromethane (75-09-2))
• 沸点：
  397.4±34.0 °C(Predicted)
• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P201,P202,P261,P264,P270,P271,P280,P302+P352,P304+P340,P308+P313,P310,P330,P361,P403+P233,P405,P501
• 危险品运输编号：
  2811
• 危险性描述：
  H301,H311,H331,H341
• 储存条件：
  -20°C，干燥且密封保存。

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-acrylamidoethyl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-(2-氨基乙基)丙烯酰胺
  参考文献：
  名称：

  Discovery of a novel covalent CDK4/6 inhibitor based on palbociclib scaffold

  摘要：

  DOI：

  10.1016/j.ejmech.2021.113432
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 三乙胺 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 23.0h， 生成 tert-butyl (2-acrylamidoethyl)carbamate
  参考文献：
  名称：

  Rational Design of Single-Chain Polymeric Nanoparticles That Kill Planktonic and Biofilm Bacteria

  摘要：

  Infections caused by multidrug-resistant bacteria are on the rise and, therefore, new antimicrobial agents are required to prevent the onset of a postantibiotic era. In this study, we develop new antimicrobial compounds in the form of single-chain polymeric nanoparticles (SCPNs) that exhibit excellent antimicrobial activity against Gram-negative bacteria (e.g., Pseudomonas aeruginosa) at micromolar concentrations (e.g., 1.4 mu M) and remarkably kill =99.99% of both planktonic cells and biofilm within an hour. Linear random copolymers, which comprise oligoethylene glycol (OEG), hydrophobic, and amine groups, undergo self-folding in aqueous systems due to intramolecular hydrophobic interactions to yield these SCPNs. By systematically varying the hydrophobicity of the polymer, we can tune the extent of cell membrane wall disruption, which in turn governs the antimicrobial activity and rate of resistance acquisition in bacteria. We also show that the incorporation of OEG groups into the polymer design is essential in preventing complexation with proteins in biological medium, thereby maintaining the antimicrobial efficacy of the compound even in in vivo mimicking conditions. In comparison to the last-resort antibiotic colistin, our lead agents have a higher therapeutic index (by ca. 23 times) and hence better biocompatibility. We believe that the SCPNs developed here have potential for clinical applications and the information pertaining to their structureactivity relationship will be valuable toward the general design of synthetic antimicrobial (macro)molecules.

  DOI：

  10.1021/acsinfecdis.6b00203

文献信息

• COMPOUNDS USEFUL AS IMMUNOMODULATORS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20170107202A1

  公开（公告）日：2017-04-20

  The present disclosure generally relates to compounds useful as immunomodulators. Provided herein are compounds, compositions comprising such compounds, and methods of their use. The disclosure further pertains to pharmaceutical compositions comprising at least one compound according to the disclosure that are useful for the treatment of various diseases, including cancer and infectious diseases.

  本发明公开一般涉及可用作免疫调节剂的化合物。本发明提供了化合物、包含此类化合物的组合物及其使用方法。本发明还涉及包含至少一种根据本发明的化合物的药物组合物，这些药物组合物可用于治疗各种疾病，包括癌症和传染病。
• Effect of Hydrophobic Groups on Antimicrobial and Hemolytic Activity: Developing a Predictive Tool for Ternary Antimicrobial Polymers
  作者：Pham Thu Phuong、Susan Oliver、Junchen He、Edgar H. H. Wong、Robert T. Mathers、Cyrille Boyer

  DOI：10.1021/acs.biomac.0c01320

  日期：2020.12.14

  method enabled correlation of polymer hydrophobicity with antimicrobial and hemolytic activity. In addition, this study revealed that minimizing hydrophobicity and hydrophobic content were key factors in controlling hemolysis, whereas optimizing antimicrobial activity was more complex. High antimicrobial activity required hydrophobicity (i.e., C log P, hydrophobicity index) that was neither too high nor

  抗菌聚合物已成为潜在的解决方案，以解决日益增长的抗菌素耐药性问题。尽管有几项研究检查了各种参数对统计共聚物的抗菌和溶血活性的影响，但仍有许多参数需要探索。因此，在本研究中，我们开发了一个由36种统计两亲三元共聚物组成的库，这些库是通过光诱导电子转移-可逆加成-断裂链转移聚合反应制备的，以系统地评估疏水基团的影响[碳原子数（5、7和9）]疏水性单体的链型（环状，芳族，直链或支链），单体比例和聚合度（DP n）对抗菌和溶血活性。为了指导我们的合成策略，我们开发了一种使用低聚物模型的C log P值进行实验前的筛选方法，该值对应于正辛醇和水之间化合物分配系数的对数。该方法使得聚合物疏水性与抗微生物和溶血活性相关。此外，这项研究表明，最小化疏水性和疏水性含量是控制溶血的关键因素，而优化抗菌活性则更为复杂。高抗菌活性需要疏水性（即C log P，疏水性指数）不要太高或太低，适当的阳离子/疏水性平衡以
• Conjugate Addition versus Cycloaddition/Condensation of Nitro Compounds in Water: Selectivity, Acid-Base Catalysis, and Induction Period
  作者：Luca Guideri、Francesco De Sarlo、Fabrizio Machetti

  DOI：10.1002/chem.201202698

  日期：2013.1.7

  react in water as in chloroform with electron‐deficient dipolarophiles to give condensation or conjugate addition products under base catalysis. In general, high selectivity towards condensation is observed in water, with shorter induction periods than in chloroform. In water, condensations slowly occur even without base; kinetic profiles evidence the catalytic effect of the base, which should be related

  硝基乙酸盐和硝基乙酰胺在水中（如氯仿中）与缺电子的双极性亲和剂反应，在碱催化下生成缩合或共轭加成产物。通常，在水中观察到对缩合的高选择性，诱导时间比在氯仿中短。在水中，即使没有碱，凝结也会缓慢发生。动力学曲线证明了碱的催化作用，这与转化为互变异构体硝酸有关。水中的冷凝可方便地获得带有各种官能团（包括铵，羧基和羧酰胺）的异恶唑衍生物。
• [EN] ANTIDIABETIC COMPOUNDS AND COMPOSITIONS<br/>[FR] COMPOSÉS ET COMPOSITIONS ANTIDIABÉTIQUES
  申请人：REZUBIO PHARMACEUTICALS CO LTD

  公开号：WO2022028317A1

  公开（公告）日：2022-02-10

  Provided herein are novel compounds (e.g., Formula I), pharmaceutical compositions, and methods of using related to GPR40. The compounds herein are typically GPR40 agonists, which can be used for treating a variety of disorders, conditions or diseases such as Type 2 diabetes.

  本文提供了新颖的化合物（例如，公式I），药物组合物和与GPR40相关的使用方法。这些化合物通常是GPR40激动剂，可用于治疗各种疾病、疾病或疾病，如2型糖尿病。
• Synergy between Synthetic Antimicrobial Polymer and Antibiotics: A Promising Platform To Combat Multidrug-Resistant Bacteria
  作者：Rashin Namivandi-Zangeneh、Zahra Sadrearhami、Debarun Dutta、Mark Willcox、Edgar H. H. Wong、Cyrille Boyer

  DOI：10.1021/acsinfecdis.9b00049

  日期：2019.8.9

  antimicrobial polymer and two antibiotics, doxycycline and colistin. Coadministration of these compounds significantly improved the bacteriostatic efficacy especially against MDR P. aeruginosa strains PA32 and PA37, where the minimal inhibitory concentrations (MICs) of polymer and antibiotics were reduced by at least 4-fold. A synergistic killing activity was observed when the antimicrobial polymer was used

  许多抗生素无法治疗由多重耐药性（MDR）细菌引起的慢性感染，因此有必要制定有效的策略来应对这一全球性医疗保健问题。在这里，我们报告了一种抗菌平台，该平台基于市售抗生素与有效的合成抗菌聚合物之间的协同作用，该聚合物由三个关键功能组成：低污染的低聚乙二醇，疏水性乙基己基和阳离子伯胺基。用铜绿假单胞菌（P. aeruginosa）和大肠杆菌进行的棋盘检测证明了我们的合成抗菌聚合物与两种抗生素多西环素和大肠菌素之间具有协同作用。这些化合物的共同给药显着改善了抑菌功效，尤其是对MDR铜绿假单胞菌PA32和PA37菌株的抑菌效果，其中聚合物和抗生素的最低抑菌浓度（MIC）至少降低了4倍。当抗微生物聚合物与强力霉素组合使用时，观察到协同杀伤活性，在聚合物浓度为128μgmL-1（4.6μM）和强力霉素的情况下，经过20分钟的处理，杀死了> 99.999％的浮游生物和生物膜铜绿假单胞菌PAO1。浓度为64μgmL-1（133