3-(氨基氧基)-1-丙醇 | 343925-76-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-(氨基氧基)-1-丙醇
• 中文别名: 3-氨氧基丙醇
• 英文名称: O-<3-Hydroxypropyl>hydroxylamine
• 英文别名: 3-(aminooxy)propan-1-ol；3-aminooxy-1-propanol；3-aminooxy-propan-1-ol；3-(aminoxy)propan-1-ol；3-aminooxy n-propanol；3-(Aminooxy)propanol；3-aminooxypropan-1-ol
• CAS: 343925-76-8
• 化学式: C₃H₉NO₂
• 分子量: 91.11
• InChiKey: KAHKXUXOXXKPLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  6
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(氨基氧基)-1-丙醇 、 吲哚美辛 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methylindol-3-yl}-N-(3-hydroxypropoxy)acetamide
  参考文献：
  名称：

  WO2006/99416

  摘要：

  公开号：
• 作为产物：
  描述：

  3-bromopropanal 在 N-羟基氨基甲酸乙酯 作用下， 生成 3-(氨基氧基)-1-丙醇
  参考文献：
  名称：

  Oxime ether analogs of sex pheromone components of turnip moth (Agrotis segetum Schiffermüller)

  摘要：

  Oxime ether analogs of sex pheromone components of the turnip moth (Agrotis segetum Schiff.) were synthesized by the acidolytic opening of cyclic enol ethers with O-alkyl hydroxylamine hydrochlorides. The compounds varying in chain lengths and in the position of the C=N double bond were studied by electrophysiological single sensillum recordings (electrosensillography: ESG). The ESG data indicate in general reduced receptor interaction of all analogs investigated in comparison with natural pheromone components of the turnip moth. The data also show that the grade of decrease of receptor interaction depends on specific structural changes within the molecule. The results demonstrate high complementary pheromone-receptor relationships, predominantly depending on the position of the unsaturated group in the chain, whereas analogs with other structural changes are still recognized as a pheromone-like compound by the receptor.

  DOI：

  10.1007/bf02059743

文献信息

• Deoxyalkoxyamination of Alcohols for the Synthesis of <i>N</i> -Alkoxy-<i>N</i> -alkylbenzenesulfonamides
  作者：Qi-An Sun、Ze-Hai Lu、Xiao-Qiu Pu、Hui-Lian Hu、Jia-heng Zhang、Xian-Jin Yang

  DOI：10.1002/ejoc.201800526

  日期：2018.8.7

  A novel protocol for deoxyalkoxyamination of alcohols was developed, accessing a diverse range of N‐alkoxy‐N‐alkylbenzenesulfonamides.

  开发了一种用于醇的脱氧烷氧基胺化​​的新方案，可以使用各种N-烷氧基-N-烷基苯磺酰胺。
• TRIFLUOROBORATE MASS SPECTROMETRIC TAGS
  申请人：CELLMOSAIC INC.

  公开号：US20160052942A1

  公开（公告）日：2016-02-25

  The invention provides compositions and methods for mass spectrometric (MS), organic synthesis, and applications of organo-trifluoroborate, for example, as mass tags for use in negative ion mode. When subject to MS fragmentation, organo-trifluoroborates preferentially undergo neutral losses of hydrogen fluoride (HF) or boron trifluoride (BF 3 ) molecules, transferring the negative charge to the rest of the molecule. Such a fragmentation pattern is used to detect and quantitate analytes of interest after derivatization with organo-trifluoroborates.

  这项发明提供了用于质谱（MS）、有机合成以及有机三氟硼酸盐的应用的组合物和方法，例如作为质谱负离子模式下使用的质量标记。在经历MS碎裂时，有机三氟硼酸盐优先发生氢氟酸（HF）或三氟化硼（BF3）分子的中性损失，将负电荷转移到分子的其余部分。这样的碎裂模式用于在与有机三氟硼酸盐衍生化之后检测和定量感兴趣的分析物。
• Synthesis and biological activities of bisnaphthalimido polyamines derivatives: cytotoxicity, DNA binding, DNA damage and drug localization in breast cancer MCF 7 cells
  作者：Anne-Marie Dance、Lynda Ralton、Zoe Fuller、Lesley Milne、Susan Duthie、Charles S. Bestwick、Paul Kong Thoo Lin

  DOI：10.1016/j.bcp.2004.09.020

  日期：2005.1

  New bisoxynaphthalimidopolyamines (BNIPOPut, BNIPOSpd and BNIPOSpm) were synthesized. Their cytotoxic properties were evaluated against breast cancer MCF 7 cells and compared with bisnaphthalimidopolyamines BNIPSpd and BNIPSpm. Among the bisoxynaphthalimido polyamines, BNIPOSpm and BNIPOSpd exhibited cytotoxic activity with an IC50 of 29.55 and 27.22 muM, respectively, while BNIPOPut failed to exert significant cytotoxicity after 48-h drug exposure. DNA binding was determined by midpoint of thermal denaturation (T-m) measurement, ethidium bromide displacement and DNA gel mobility. Both BNIPOSpm and BNIPOSpd exhibited strong binding affinities with DNA. BNIPOPut had the least effect. The results were compared with other cytotoxic bisnaphthalimido compounds (BNIPSpm and BNIPSpd) previously reported by us. Using the single cell gel electrophoresis assay, it was found that BNIPSpm and BNIPSpd caused substantial DNA damage to MCF 7 treated cells while BNIPOSpm showed no significant effect over a range of drug concentrations after 4-h drug exposure. However, after 12-h drug exposure, BNIPOSpm had induced significant DNA damage similar to that of BNIPSpm (after 4-h drug exposure). Fluorescence microscopic analysis revealed that at 1 muM drug concentration and after 6-h drug exposure, both BNIPSpm and BNIPSpd were located within the cell while the presence of BNIPOSpm, was not observed. Therefore, we conclude that BNIPSpd, BNIPSpm and BNIPOSpm induce DNA damage consistent with their rate of uptake into the cells. (C) 2004 Elsevier Inc. All rights reserved.
• Structure-Based Design, Synthesis, and Biological Evaluation of Indomethacin Derivatives as Cyclooxygenase-2 Inhibiting Nitric Oxide Donors
  作者：Shiow-Jyi Wey、Michael E. Augustyniak、Edward D. Cochran、James L. Ellis、Xinqin Fang、David S. Garvey、David R. Janero、L. Gordon Letts、Allison M. Martino、Terry L. Melim、Madhavi G. Murty、Steward K. Richardson、Joseph D. Schroeder、William M. Selig、A. Mark Trocha、Roseanne S. Wexler、Delano V. Young、Irina S. Zemtseva、Brian M. Zifcak

  DOI：10.1021/jm0611861

  日期：2007.12.13

  Indomethacin, a nonselective cyclooxygenase (COX) inhibitor, was modified in three distinct regions in an attempt both to increase cyclooxygenase-2 (COX-2) selectivity and to enhance drug safety by covalent attachment of an organic nitrate moiety as a nitric oxide donor. A human whole-blood COX assay shows the modifications on the 3-acetic acid part of the indomethacin yielding an amide-nitrate derivative 32 and a sulfonamide-nitrate derivative 61 conferred COX-2 selectivity. Along with their respective des-nitrate analogs, for example, 31 and 62, the nitrates 32 and 61 were effective antiinflammatory agents in the rat air-pouch model. After oral dosing, though, only 32 increased nitrate and nitrite levels in rat plasma, indicating that its nitrate tether served as a nitric oxide donor in vivo. In a rat gastric injury model, examples 31 and 32 both show a 98% reduction in gastric lesion score compared to that of indomethacin. In addition, the nitrated derivative 32 inducing 85% fewer gastric lesions when coadministered with aspirin as compared to the combination of aspirin and valdecoxib.
• Synthesis and hypoglycemic activity of substituted alkyl- and alkoxyguanidines
  作者：Bernard J. Ludwig、David B. Reisner、Mervin Meyer、Leo S. Powell、Leon Simet、Frank J. Stiefel

  DOI：10.1021/jm00295a016

  日期：1970.1