tert-butyl (4-acrylamidobutyl)carbamate | 219613-53-3

• 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 (4-acrylamidobutyl)carbamate
• 英文别名: tert-butyl N-[4-(prop-2-enoylamino)butyl]carbamate
• CAS: 219613-53-3
• 化学式: C₁₂H₂₂N₂O₃
• 分子量: 242.318
• InChiKey: SRKIJMOKBYJRNK-UHFFFAOYSA-N

物化性质

• 沸点：
  427.9±37.0 °C(Predicted)
• 密度：
  1.009±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (4-acrylamidobutyl)carbamate 在 N,N-二异丙基乙胺 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 N-(4-(3-(4-(4-((5-chloro-4-((2-(isopropylsulfonyl)-phenyl)amino)pyrimidin-2-yl )amino)-5-isopropoxy-2-methylphenyl)piperidin-1-yl)propanamido)butyl)acrylamide
  参考文献：
  名称：

  Targeting Cysteine Located Outside the Active Site: An Effective Strategy for Covalent ALKi Design

  摘要：

  DOI：

  10.1021/acs.jmedchem.0c01707
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 tert-butyl (4-acrylamidobutyl)carbamate
  参考文献：
  名称：

  Synthesis of Pyridine Acrylates and Acrylamides and Their Corresponding Pyridinium Ions as Versatile Cross-Linkers for Tunable Hydrogels

  摘要：

  A small library of cross-linkers for hydrogels was synthesized. The cross-linkers consisted of 2,6- and 3,5-diacylpyridine or 2,4,6-triacylpyridine as the core unit, which were tethered via ethylene glycol, amino ethanol, and 1,n-diamine spacers to terminal acrylate or acrylamide moieties. Esterification and amide formation of the terminal acryl units were found to be dependent on the ratio of NH/O in the spacer, the constitution pattern of the pyridine ring, and the total number of acryl groups. Thus, esters generally gave higher yields than amides decreasing with increasing number of NH in the spacer and with increasing number of acryl units. In the case of 3,5-diacylpyridine derivatives, these trends were less prominent as compared to the 2,6-diacylpyridine series, indicating that steric hindrance and unfavorable hydrogen bonding interaction of the spacers might influence the observed reactivity differences. The 3,5-diacylpyridines were converted to the N-methylpyridinium salts and selected members of both neutral and cationic 3,5-diacylpyridinium derivatives were submitted to hydrogelations with synthetic polymer poly(1-glycidylpiperazine) via aza-Michael addition and thiolated natural hyaluronan via thio-Michael reaction, respectively. Rheological properties of the resulting hydrogels were studied, revealing that both spacer type as well as charge affected elastic moduli and degree of swelling.

  DOI：

  10.1055/s-0033-1338614

文献信息

• Rational Design of Single-Chain Polymeric Nanoparticles That Kill Planktonic and Biofilm Bacteria
  作者：Thuy-Khanh Nguyen、Shu Jie Lam、Kitty K. K. Ho、Naresh Kumar、Greg G. Qiao、Suhelen Egan、Cyrille Boyer、Edgar H. H. Wong

  DOI：10.1021/acsinfecdis.6b00203

  日期：2017.3.10

  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.
• Discovery of a novel covalent CDK4/6 inhibitor based on palbociclib scaffold
  作者：Huifang Shan、Xinyu Ma、Guoyi Yan、Meng Luo、Xinxin Zhong、Suke Lan、Jie Yang、Yuanyuan Liu、Chunlan Pu、Yu Tong、Rui Li

  DOI：10.1016/j.ejmech.2021.113432

  日期：2021.7
• REXINOID COMPOUND HAVING ALKOXY GROUP
  申请人：National University Corporation Okayama University

  公开号：EP2116523B1

  公开（公告）日：2015-05-06