5-二异丙基氨基戊基胺 | 209803-40-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 5-二异丙基氨基戊基胺
• 中文别名: N,N-二异丙基-1,5-戊二胺
• 英文名称: 5-(diisopropylamino)amylamine
• 英文别名: DIAAA；N',N'-di(propan-2-yl)pentane-1,5-diamine
• CAS: 209803-40-7
• 化学式: C₁₁H₂₆N₂
• mdl: MFCD00048285
• 分子量: 186.341
• InChiKey: CIFBCEXYFFKMEB-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：
  避免与氧化物、酸以及空气接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.96
• 重原子数：
  13.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.26
• 氢给体数：
  1.0
• 氢受体数：
  2.0

安全信息

• 危险等级：
  CORROSIVE
• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R34
• 海关编码：
  2921290000
• 储存条件：
  保存方法：密封、阴凉、通风干燥处。

反应信息

• 作为反应物：
  描述：

  5-二异丙基氨基戊基胺 、 (-)-5-咖啡酰奎宁酸 在 1-羟基苯并三唑 、 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二甲基亚砜 为溶剂， 反应 0.02h， 生成
  参考文献：
  名称：

  Dynamic Profiling of Phenolic Acids during Pu-erh Tea Fermentation Using Derivatization Liquid Chromatography–Mass Spectrometry Approach

  摘要：

  Pu-erh tea, a famous traditional Chinese tea with multiple health benefits, is produced by microbial fermentation. It has been reported that major known bioactive compounds in green tea, e.g. epicatechin, epigallocatechin gallate, and theanine, decreased during fermentation. Then which components account for the benefits of Pu-erh tea? Phenolic acids are aromatic secondary metabolites and possess various biological properties. In this research, phenolic acids in Pu-erh tea were investigated qualitatively and quantitatively to reveal the influence of fermentation and their potential effects using 5-(diisopropylamino)amylamine (DIAAA) derivatization-ultrahigh performance liquid chromatography-quadrupole-time-of-flight/mass spectrometry (UHPLC-Q-TOF/MS) approach. A total of 33 phenolic acids were determined, and most of them were detected in Pu-erh tea for the first time. Moreover, gallic acid and theogallin were the major components in ripened and raw Pu-erh tea, respectively. Dynamic profiling revealed the increase of simple phenolic acids and the decrease of most of phenolic acid esters during Pu-erh tea fermentation. These results provided firm basis for practical fermentation and quality control of Pu-erh tea.

  DOI：

  10.1021/acs.jafc.9b00789
• 作为产物：
  描述：

  N-(5-溴戊基)邻苯二甲酰亚胺 在 hydrazine hydrate 、 potassium carbonate 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 36.0h， 生成 5-二异丙基氨基戊基胺
  参考文献：
  名称：

  Structure-activity relationship study of hypoxia-activated prodrugs for proteoglycan-targeted chemotherapy in chondrosarcoma

  摘要：

  Due to an abundant chondrogenic, poorly vascularized and particularly hypoxic extracellular matrix, chondrosarcoma, a malignant cartilaginous tumour, is chemo- and radio-resistant. Surgical resection with wide margins remains the mainstay of treatment. To address the lack of therapy, our strategy aims to increase anticancer drugs targeting and delivery in the tumour, by leveraging specific chondrosarcoma hallmarks: an extensive cartilaginous extracellular matrix, namely the high negative fixed charge density and severe chronic hypoxia. A dual targeted therapy for chondrosarcoma was investigated by conjugation of a hypoxia-activated prodrug (HAP) to quaternary ammonium (QA) functions which exhibit a high affinity for polyanionic sites of proteoglycans (PGs), the major components of the chondrosarcoma extracellular matrix. Based on preclinical results, an imidazole prodrug, ICF05016, was identified and provided the basis for a lead optimization study. A series of 27 QA-phosphoramide mustard conjugates, differing by the type of QA function and the length of the alkyl linker, was yielded by a common multistep sequence involving phosphorylation of a key 2-nitroimidazole alcohol. Then, a screening was realized by surface plasmon resonance technology to assess biomolecular interactions between QA derivatives and aggrecan, the most abundant PG in chondrosarcoma. Results revealed that affinity depends more on the type of QA function, than on the linker length. Moreover, the presence of a benzyl group enhanced affinity to aggrecan. Twelve compounds were shortlisted and evaluated for antiproliferative activity (i.e., growth inhibiting concentration 50), under normoxic and hypoxic conditions using the human extraskeletal myeloid chondrosarcoma cell line (HEMC-SS). For all prodrugs, hypoxic selectivity was maintained and even increased, compared with the lead. From this study, compound 31f emerged as the most effective PG-targeted HAPs with a dissociation constant of 2.10 mu M in the SPR experiment, a hypoxia cytotoxicity ratio of 24 and an efficient reductive cleavage under chemical and enzymatic conditions. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.08.060

文献信息

• Polarity-Tuning Derivatization-LC-MS Approach for Probing Global Carboxyl-Containing Metabolites in Colorectal Cancer
  作者：Xiqing Bian、Na Li、Binbin Tan、Baoqing Sun、Ming-Quan Guo、Guoxin Huang、Li Fu、W. L. Wendy Hsiao、Liang Liu、Jian-Lin Wu

  DOI：10.1021/acs.analchem.8b01873

  日期：2018.10.2

  Carboxyl-containing metabolites (CCMs) widely exist in living systems and are the essential components for life. Global characteristics of CCMs in biological samples are critical for the understanding of physiological processes and the discovery for the onset of relevant diseases. However, their determination represents a challenge due to enormous polarity differences, structural diversity, high structural similarity, and poor ionization efficiency in mass spectrometry. Herein, 5-(diisopropylamino)amylamine (DIAAA) derivatization coupled with liquid chromatography–mass spectrometry (LC-MS) was developed for mapping the CCMs. With this methodology, the sensitivity was significantly enhanced. More importantly, the hydrophobicity of polar CCMs, amino acids, TCA cycle intermediates, and short-chain fatty acids and the hydrophilicity of low-polar CCMs, long-chain fatty acids, and bile acids were significantly increased, resulting in a remarkable separation efficiency for which 68 CCMs can be simultaneously determined. Furthermore, the polarity-tuning effect was confirmed to be induced by the different impacts of aliphatic chains and nitrogen atom in DIAAA, the latter existing as a cation in the acidic mobile phase, using different derivatization reagents. Finally, this derivatization method was utilized to hunt for the potential biomarkers in colorectal cancer (CRC) patients and 52 CCMs, related with several key metabolic pathways, including amino acids metabolism, TCA cycle, fatty acid metabolism, pyruvate metabolism, and gut flora metabolism were identified. This innovative polarity-tuning derivatization-LC-MS approach was proved to be a valuable tool for probing global metabolome with high separation efficiency and sensitivity in various biological samples.

  含羧基代谢物（CCMs）广泛存在于生物系统中，是生命的基本组成部分。CCMs在生物样本中的全球特征对于理解生理过程和发现相关疾病的发生具有重要意义。然而，由于极性差异巨大、结构多样性、高结构相似性和在质谱中的离子化效率较低，它们的测定面临挑战。在此，我们开发了5-(二异丙基氨基)戊胺（DIAAA）衍生化结合液相色谱-质谱（LC-MS）的方法以绘制CCMs的分布。通过这种方法，灵敏度显著提高。更重要的是，极性CCMs、氨基酸、TCA循环中间体和短链脂肪酸的疏水性显著增强，而低极性CCMs、长链脂肪酸和胆汁酸的亲水性也显著增加，从而实现了卓越的分离效率，使得68种CCMs可以同时测定。此外，极性调节效应被证实是由于DIAAA中脂肪链和氮原子的不同影响所引起的，后者在酸性流动相中以阳离子的形式存在，使用不同的衍生化试剂。最后，该衍生化方法被用于寻找结直肠癌（CRC）患者的潜在生物标志物，识别出52种与多条关键代谢通路（包括氨基酸代谢、TCA循环、脂肪酸代谢、丙酮酸代谢和肠道菌群代谢）相关的CCMs。这种创新的极性调节衍生化-LC-MS方法被证明是探测各种生物样本全球代谢组的高分离效率和灵敏度的有价值工具。
• Polymer, preparation process thereof, hairtreating compositions and cosmetic compositions
  申请人：MITSUI TOATSU CHEMICALS, INC.

  公开号：EP0767191A2

  公开（公告）日：1997-04-09

  Disclosed are polymers (polyaspartic acid derivatives) containing, in the molecule, 1 mol % or more of at least one repeating unit selected from the group consisting of repeating units represented by the following formulas (1) and (2). These polymers are useful in the preparation of hair-treating compositions and cosmetic compositions having excellent hairdressing properties and good biocompatibility.

  本发明公开了一种聚合物（聚天冬氨酸衍生物），其分子中至少含有 1 摩尔 % 或更多的一个重复单元，该重复单元选自由以下公式（1）和（2）所代表的重复单元组成的组。 这些聚合物可用于制备具有优异美发性能和良好生物相容性的头发处理组合物和化妆品组合物。
• Zwitterionic surfactant containing ethoxylate units
  申请人：KING FAHD UNIVERSITY OF PETROLEUM AND MINERALS

  公开号：US10479762B1

  公开（公告）日：2019-11-19

  Zwitterionic surfactants having a sulfonate head group and an ethoxylated alkyl tail. A method for synthesizing the surfactants via amidation of an ethoxylated carboxylic acid and an amine catalyzed by a fluoride salt as well as a sulfonation reaction using a sultone is provided.

  具有磺酸头基和乙氧基化烷基尾基的表面活性剂。本发明提供了一种通过乙氧基化羧酸和胺在氟化盐催化下发生酰胺化反应以及使用一种磺化酮发生磺化反应来合成这种表面活性剂的方法。
• POLYURETHANE ELASTIC FIBER
  申请人：Asahi Kasei Fibers Corporation

  公开号：EP2157215B1

  公开（公告）日：2011-12-28
• POLYURETHANE ELASTIC FIBERS
  申请人：Kojima Junichi

  公开号：US20100184347A1

  公开（公告）日：2010-07-22

  An object of the present invention is to provide polyurethane elastic fibers that, when dyed with acidic dyes, exhibit a deep dyeing property and high fastness equivalent to those of polyamide fibers used as a companion material in mixed knitted and woven fabrics, while also exhibiting excellent spinning stability. The inventive polyurethane elastic fibers comprise 0.2 wt %-10 wt % of a polymer with a maleimide structure comprising an isobutylene unit represented by the following formula (I) and a maleimide unit represented by the following formula (II) (wherein R 1 represents a C 2-6 straight-chain or branched alkylene group, and R 2 and R 3 may be the same or different and each represents a C 1-6 straight-chain or branched alkyl group), have a Blue L value of 20-50 after laundering according to JIS L0844 A2 for dyeing of a single-loop tube-knit fabric with a specific blue acidic dye, and have a staining degree of grade 3.5 or greater on nylon fabrics.