Boc-(2-ureido)ethylamine | 1359949-34-0

• 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: Boc-(2-ureido)ethylamine
• 英文别名: Tert-butyl (2-ureidoethyl)carbamate；tert-butyl N-[2-(carbamoylamino)ethyl]carbamate
• CAS: 1359949-34-0
• 化学式: C₈H₁₇N₃O₃
• 分子量: 203.241
• InChiKey: YPHSRTCEZHSEBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  93.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Boc-(2-ureido)ethylamine 、 三氟乙酸 反应 0.92h， 以100%的产率得到(2-ureido)ethylamine trifluoroacetate
  参考文献：
  名称：

  Synthesis, biological activity and resistance to proteolytic digestion of new cyclic dermorphin/deltorphin analogues

  摘要：

  A series of novel cyclic ureidopeptides, analogues of dermorphine/deltorphine tetrapeptide, were synthesized by solid phase peptide synthesis and/or in solution. The antinociceptive activity of N-substituted amides 1-10 was evaluated using hot-plate and tail-flick tests. Analogue 1 showed significant, stronger than morphine, antinociceptive effect after systemic applications. All analogues were also tested for their in vitro resistance to proteolysis by means of mass spectroscopy and it was found that all substituted amides 1-10 showed full stability during incubation with large excess of chymotrypsin and pepsin. Compound 1 is a lead molecule for further evaluation. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.019
• 作为产物：
  描述：

  N-(2-tert-butyloxycarbonyl-amino-ethyl)-4-nitro-benzamide 在 氨 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以6.05 g的产率得到Boc-(2-ureido)ethylamine
  参考文献：
  名称：

  Synthesis, biological activity and resistance to proteolytic digestion of new cyclic dermorphin/deltorphin analogues

  摘要：

  A series of novel cyclic ureidopeptides, analogues of dermorphine/deltorphine tetrapeptide, were synthesized by solid phase peptide synthesis and/or in solution. The antinociceptive activity of N-substituted amides 1-10 was evaluated using hot-plate and tail-flick tests. Analogue 1 showed significant, stronger than morphine, antinociceptive effect after systemic applications. All analogues were also tested for their in vitro resistance to proteolysis by means of mass spectroscopy and it was found that all substituted amides 1-10 showed full stability during incubation with large excess of chymotrypsin and pepsin. Compound 1 is a lead molecule for further evaluation. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.02.019

文献信息

• Selective chlorination of iminosydnones for fast release of amide, sulfonamide and urea-containing drugs
  作者：Minghao Feng、Léa Madegard、Margaux Riomet、Manon Louis、Pier Alexandre Champagne、Grégory Pieters、Davide Audisio、Frédéric Taran

  DOI：10.1039/d2cc02784d

  日期：——

  Herein, we describe a methodology for iminosydnone chlorination and we demonstrate the high beneficial effect of this modification on the reactivity of these mesoionic dipoles in strain-promoted cycloaddition reactions. Exploiting their reaction with cyclooctynes, we used these new iminosydnones for bioorthogonal release of amide, urea and sulfonamide containing drugs. Notably, drugs containing a terminal

  在此，我们描述了一种亚氨基西酮氯化的方法，并证明了这种修饰对这些中间离子偶极子在应变促进的环加成反应中的反应性的高度有益影响。利用它们与环辛炔的反应，我们使用这些新的亚氨基糖酮来生物正交释放含有酰胺、尿素和磺酰胺的药物。值得注意的是，含有末端酰胺功能的药物首次以良好的动力学常数释放。
• [EN] CRYSTAL OF PDE3/PDE4 DUAL INHIBITOR AND USE THEREOF<br/>[FR] CRISTAL D'INHIBITEUR DOUBLE DE PDE3/PDE4 ET SON UTILISATION<br/>[ZH] 一种PDE3/PDE4双重抑制剂的结晶及其应用
  申请人：CHIA TAI TIANQING PHARMACEUTICAL GROUP CO LTD

  公开号：WO2021143843A1

  公开（公告）日：2021-07-22

  一种式(I)的三并环类化合物或其药学上可接受的盐的结晶及其制备方法，以及其在制备治疗与PDE3和/或PDE4相关疾病的药物中的应用。
• Useful Combinations of Monobactam Antibiotics with beta-Lac-tamase Inhibitors
  申请人：Basilea Pharmaceutica AG

  公开号：EP2484680B1

  公开（公告）日：2013-06-26
• Synthesis, biological activity and resistance to proteolytic digestion of new cyclic dermorphin/deltorphin analogues
  作者：Krzysztof Bańkowski、Ewa Witkowska、Olga M. Michalak、Katarzyna Sidoryk、Ewa Szymanek、Bożena Antkowiak、Małgorzata Paluch、Katarzyna E. Filip、Marek Cebrat、Bartosz Setner、Zbigniew Szewczuk、Piotr Stefanowicz、Piotr Cmoch、Jan Izdebski

  DOI：10.1016/j.ejmech.2013.02.019

  日期：2013.5

  A series of novel cyclic ureidopeptides, analogues of dermorphine/deltorphine tetrapeptide, were synthesized by solid phase peptide synthesis and/or in solution. The antinociceptive activity of N-substituted amides 1-10 was evaluated using hot-plate and tail-flick tests. Analogue 1 showed significant, stronger than morphine, antinociceptive effect after systemic applications. All analogues were also tested for their in vitro resistance to proteolysis by means of mass spectroscopy and it was found that all substituted amides 1-10 showed full stability during incubation with large excess of chymotrypsin and pepsin. Compound 1 is a lead molecule for further evaluation. (C) 2013 Elsevier Masson SAS. All rights reserved.