2-chloro-N-[4-(2-chloro-acetylamino)-butyl]acetamide | 33619-34-0

• 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: 2-chloro-N-[4-(2-chloro-acetylamino)-butyl]acetamide
• 英文别名: N,N'-bis(chloroacetyl)-1,4-butylenediamine；N,N’-bis(chloroacetyl)-1,4-butanediamine；N,N′-(butane-1,4-diyl)bis(2-chloroacetamide)；1,4-bis-(2-chloro-acetylamino)-butane；1,4-Bis-(2-chlor-acetylamino)-butan；N,N'-(butane-1,4-diyl)bis(2-chloroacetamide)；2-chloro-N-[4-[(2-chloroacetyl)amino]butyl]acetamide
• CAS: 33619-34-0
• 化学式: C₈H₁₄Cl₂N₂O₂
• 分子量: 241.117
• InChiKey: DNMKJPPCIKKTNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  2-chloro-N-[4-(2-chloro-acetylamino)-butyl]acetamide 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以85%的产率得到2-iodo-N-[4-[(2-iodoacetyl)amino]butyl]acetamide
  参考文献：
  名称：

  Synthesis and DNA Binding Properties of γ-Carbolinium Derivatives and Benzologues

  摘要：

  The 5H-pyrido[4,3-b]indole, 11H-indolo[3,2-c]quinoline, 5H-benzo[f]pyrido[4,3-b]indole, and 13H-benz[5,6]indolo[3,2-c]quinoline heteroaromatic nuclei have been synthesized by the Graebe-Ullmann method by classical heating or under microwave irradiation. These tri-, tetra-, and pentacyclic compounds were transformed into the corresponding cationic derivatives by N-alkylation, and the DNA-binding properties of the resulting cationic systems were examined using UV-vis spectroscopy, viscometric determinations, and molecular modeling techniques. The tetracyclic cations were transformed into his-salts by means of a diethyl bispiperidine rigid chain and a more flexible polyamide linker, but the low solubility of these bis-salts made the study of their bisintercalating properties difficult.

  DOI：

  10.1021/jo960266h
• 作为产物：
  描述：

  monochloroacetic acid anhydride 、 四亚甲基二胺 以 乙醚 为溶剂， 生成 2-chloro-N-[4-(2-chloro-acetylamino)-butyl]acetamide
  参考文献：
  名称：

  Svetkin,Yu.V. et al., Journal of Organic Chemistry USSR (English Translation), 1971, vol. 7, p. 1192 - 1195

  摘要：

  DOI：

文献信息

• Synthesis of Some Azamacrocycles Bearing 1,2,4-Oxadiazole and 1,2,3-Triazole Moieties
  作者：B. Özer、Y. Dürüst

  DOI：10.1134/s1070428020040193

  日期：2020.4

  from 1,4,9,12-tetraazacyclohexadecane-2,11-dione and subjected to 1,3-cycloaddition reaction with 5-(azidomethyl)-3-(4-R-phenyl)-1,2,4-oxadiazoles which were prepared by acylation of the corresponding para-substituted benzamidoximes with chloroacetyl chloride, followed by azidation. In this way, a series of azacrown ethers bearing 1,2,4-oxadiazole and 1,2,3-triazole rings were successfully obtained

  摘要从1,4开始合成了一个在两个氮原子上带有炔丙基的四氮杂row醚4,9-二（prop-2-yn-1-yl）-1,4,9,12-四氮杂环十六烷-2,11-二酮，9，12-四氮杂环十六烷-2，11-二酮并与通过酰化制备的5-（叠氮甲基）-3-（4-R-苯基）-1，2，4-恶二唑进行1，3-环加成反应。将相应的对位取代的苯甲酰胺肟与氯乙酰氯混合，然后进行叠氮化。以这种方式，成功地获得了一系列带有1,2,4-恶二唑和1,2,3-三唑环的氮杂皇冠醚，并通过光谱/物理数据阐明了它们的结构。
• Efficient synthesis of novel bis(dihydropyrano[2,3c]pyrazoles), bis(4H-chromenes) and bis(dihydropyrano[3,2-c]chromenes) with amide functionality
  作者：Amna M. Abdella、Amr M. Abdelmoniem、Holger Butenschön、Ismail A. Abdelhamid、Ahmed H. M. Elwahy

  DOI：10.24820/ark.5550190.p011.071

  日期：——

  A synthesis of novel bis(1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles), bis(4H-chromene-3-carbonitriles) and bis(dihydropyrano[3,2-c]chromenes), which are linked to aliphatic spacers via amide linkages was achieved via multicomponent reactions (MCR) of the appropriate bis-aldehyde with two equivalents of both of malononitrile and 3-methylpyrazol-5-one, dimedone or 4-hydroxycoumarin in a basic solution

  合成新型双（1,4-二氢吡喃并[2,3-c]吡唑-5-腈）、双（4H-色烯-3-腈）和双（二氢吡喃并[3,2-c]色烯），其中通过酰胺键连接到脂肪族间隔基是通过适当的双醛与两当量的丙二腈和 3-甲基吡唑-5-酮、二甲酮或 4-羟基香豆素在碱性溶液中的多组分反应 (MCR) 实现的。
• In Situ Cyclization of Native Proteins: Structure-Based Design of a Bicyclic Enzyme
  作者：Marta Pelay-Gimeno、Tanja Bange、Sven Hennig、Tom N. Grossmann

  DOI：10.1002/anie.201804506

  日期：2018.8.27

  complicates the design process. Herein, we report an approach that enables cyclization through the installation of modular crosslinks into native proteins composed entirely of proteinogenic amino acids. Our stabilization procedure involves the introduction of three surface‐exposed cysteine residues, which are reacted with a triselectrophile, resulting in the in situ cyclization of the protein (INCYPRO).

  在许多应用中，都需要提高酶对热和化学应力的耐受性，这可以通过酶的大环化来实现，从而稳定其三级结构。迄今为止，大环化方法利用非常有限的结构多样性，这使设计过程复杂化。在本文中，我们报告了一种方法，该方法可通过将模块化交联安装到完全由蛋白原性氨基酸组成的天然蛋白中来实现环化。我们的稳定程序涉及引入三个表面暴露的半胱氨酸残基，这些残基与三亲电子反应，从而导致蛋白质原位环化（INCYPRO）。设计了双环形式的分选酶A，对热变性和化学变性表现出更高的耐受性，并证明在变性条件下可以有效地进行蛋白质标记。此外，我们将INCYPRO应用于KIX域，从而使热稳定性提高了24°C。
• Tissue distribution properties of technetium-99m-diamide-dimercaptide complexes and potential use as renal radiopharmaceuticals
  作者：Sudhakar Kasina、Alan R. Fritzberg、Dennis L. Johnson、Dennis Eshima

  DOI：10.1021/jm00160a023

  日期：1986.10

  Chelation with 99mTc resulted in single radiochemical products or the expected numbers of stereoisomers. They were purified by high-performance liquid chromatography (HPLC) and evaluated in mice as potential renal tubular function agents. The in vivo properties were sensitive to the presence of functional groups, the positional isomerism of the carboxylate group functionality, and the chelate ring stereochemistry

  合成了一系列新的配体和基于二酰胺二巯基供体基团的99 99m螯合物，作为99 99m 1,2-双（2-硫代乙酰胺基）乙烷的衍生物，该复合物显示可通过肾小管分泌而排泄。与99mTc螯合可产生单一放射化学产物或预期数量的立体异构体。它们通过高效液相色谱（HPLC）纯化，并在小鼠中评估为潜在的肾小管功能药物。体内性质对官能团的存在，羧酸酯基团官能团的位置异构以及配体的螯合环立体化学敏感。甲基的存在减慢了肾脏的运输，降低了肾脏的特异性。与中心螯合环的乙烯桥稠合的环己基环减少了肾脏排泄，而芳香环则基本消除了肾脏排泄。观察到缓慢的肝胆清除率是另一种排泄方式。极性基团（例如羟基，羧酸根和羧酰胺）以立体化学依赖性方式增加了肾脏排泄率和特异性。鉴定出1,3-双（2-硫代乙酰胺基）-2-羟基丙烷，3,4-双（2-硫代乙酰胺基）丁酸酯和1,8-二巯基-2,7-二氧代-3,6-二氮杂壬酸酯的99mTc螯合物为有希
• A fluorescent sensor for thymine based on bis-BODIPY containing butanediamido bridges
  作者：Jiahui Bi、Xiaoyu Ji、Meiyan Guo、Hongyu Guo、Fafu Yang

  DOI：10.1039/c9nj00406h

  日期：——

  analysis of deoxyribonucleic acid in living organisms. In this work, a series of bis-BODIPY derivatives, namely, 3a–3c with diamido bridges were designed and prepared in yields of 74–77% through a simple procedure. The sensing abilities of compounds 3a–3c for adenine, guanine, cytosine, thymine, glucose, urea and haemoglobin were examined by UV-vis and fluorescence spectra. Sample 3b was demonstrated

  胸腺嘧啶检测传感器在活生物体中脱氧核糖核酸的分析中具有重要意义。在这项工作中，设计并制备了一系列的双-BODIPY衍生物，即带有二氨基桥的3a-3c，并通过简单的方法制备，产率为74-77％。通过紫外可见光谱和荧光光谱检查了化合物3a-3c对腺嘌呤，鸟嘌呤，胞嘧啶，胸腺嘧啶，葡萄糖，尿素和血红蛋白的感测能力。在所有其他测试物种中，样品3b被证明是对胸腺嘧啶的良好选择性传感器。样品3b的检出限低至1.53×10 -6M代表胸腺嘧啶。竞争性实验表明，其他物种对胸腺嘧啶的选择性传感器略有影响。FT-IR，1 H NMR和MS光谱证实了拟议的传感机制。在活细胞成像中，样品3b表现出良好的生物成像性能，并具有亮绿色荧光。添加胸腺嘧啶后显着的荧光猝灭现象暗示了样品3b对活细胞中胸腺嘧啶的感测能力。