N-乙基羟胺 | 624-81-7

• 物质功能分类: 化学试剂 - 有机试剂 - 羟胺
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-乙基羟胺
• 中文别名: 乙基羟胺(EHA)
• 英文名称: ethylhydroxylamine
• 英文别名: N-ethylhydroxylamine；N-hydroxy-N-ethylamine；Ethanamine, N-hydroxy-
• CAS: 624-81-7
• 化学式: C₂H₇NO
• mdl: MFCD23724129
• 分子量: 61.0837
• InChiKey: VDUIPQNXOQMTBF-UHFFFAOYSA-N

物化性质

• 熔点：
  59.5°C (rough estimate)
• 沸点：
  97.91°C (rough estimate)
• 密度：
  0.9079

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  4
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  N-乙基羟胺 在 trisodium arsenite 、 乙醇 作用下， 生成 乙胺
  参考文献：
  名称：

  Gutmann, Chemische Berichte, 1922, vol. 55, p. 3011

  摘要：

  DOI：
• 作为产物：
  描述：

  乙醛肟 在 三乙基硅烷 作用下， 以 氯仿 为溶剂， 生成 N-乙基羟胺
  参考文献：
  名称：

  Role of Hydrophobic Interactions in Binding S-(N-Aryl/Alkyl-N-hydroxy- carbamoyl)glutathiones to the Active Site of the Antitumor Target Enzyme Glyoxalase I

  摘要：

  Hydrophobic interactions play an important role in binding S-(N-aryl/alkyl-N-hydroxycarbamoyl)glutathiones to the active sites of human, yeast, and Pseudomonas putida glyoxalase I, as the log K-i values for these mechanism-based competitive inhibitors decrease linearly with increasing values of the hydrophobicity constants (pi) of the N-aryl/alkyl substituents. Hydrophobic interactions also help to optimize polar interactions between the enzyme and the glutathione derivatives, given that the K-i value for S-(N-hydroxycarbamoyl)glutathione (pi = 0) with the human enzyme is 35-fold larger than the interpolated value for this compound obtained from the log K-i versus pi plot. Computational studies, in combination with published X-ray crystallographic measurements, indicate that human glyoxalase I binds the syn-conformer of S-(N-aryl-N-hydroxycarbamoyl)glutathione in which the N-aryl substituents are in their lowest-energy conformations. These studies provide both an experimental and a conceptual framework for developing better inhibitors of this antitumor target enzyme.

  DOI：

  10.1021/jm000160l
• 作为试剂：
  描述：

  4-溴-3,5-二氟苯胺 、 丙烯酰氯 在 碳酸氢钠 、 N-乙基羟胺 作用下， 以 乙酸乙酯 为溶剂， 以12 g的产率得到N-[(4-bromo-3,5-difluorine)phenyl]acrylamide
  参考文献：
  名称：

  Solubilities of N-[(4-Bromo-3,5-difluorine)phenyl]acrylamide in Benzene, Methanol, Pyridine, Ethanol, Acetonitrile, and Toluene at Temperatures between (284.65 and 348.95) K

  摘要：

  The solubility of N-[(4-bromo-3,5-difluorine)phenyl)acrylamide (BDPA) in pure benzene, methanol, pyridine, ethanol, acetonitrile, and toluene was measured at temperatures ranging From (284.65 to 348.95) K under atmospheric pressure. A laser monitoring observation technique Was Used to determine the dissolution of the solid phase in solid + liquid mixture. The experimental solubility data were correlated with the modified Apelblat equation.

  DOI：

  10.1021/je900609f

文献信息

• Synthesis of sulpha drug based hydroxytriazene derivatives: Anti-diabetic, antioxidant, anti-inflammatory activity and their molecular docking studies
  作者：Poonam Sharma、Varsha Dayma、Aparna Dwivedi、Prabhat K. Baroliya、I.P. Tripathi、Murugesan Vanangamudi、R.S. Chauhan、A.K. Goswami

  DOI：10.1016/j.bioorg.2020.103642

  日期：2020.3

  hydrophobic pocket formed by the Ala198, Trp58, Leu162, Leu165 and Ile235 residues and sulphonamide moiety establish H-bond interaction by two water molecules. Further, anti-inflammatory activity has been evaluated using carrageenan induced paw-edema method and results indicate excellent anti-inflammatory activity by hydroxytriazenes (71 to 97%) and standard drug diclofenac 94% after 4 h of treatment

  本文中，我们报道了源自磺胺类药物即磺胺，磺胺嘧啶，磺胺吡啶和磺胺二甲基嘧啶的羟基三氮烯的合成，表征，抗糖尿病，抗炎和抗氧化活性。在对化合物进行生物学筛选之前，已进行了使用PASS进行的理论预测，该预测表明，抗炎活性的可能活性范围为Pa（可能的活性）值65-98％。根据预测，对某些预测活动进行了实验验证，特别是抗糖尿病，抗炎和抗氧化剂。使用两种方法筛选抗糖尿病活性，即α-淀粉酶和α-葡萄糖苷酶抑制法，IC50值范围为66至260和148至401 µg / mL，而标准药物阿卡波糖的IC50值为12 µg / mL，分别为70 µg / mL。抗糖尿病靶标胰腺α淀粉酶的对接研究也已经完成。对α-淀粉酶的分子对接研究表明，所有化合物的中间苯环主要位于由Ala198，Trp58，Leu162，Leu165和Ile235残基和磺酰胺部分形成的疏水小口袋中，而磺酰胺部分则通过两种水形成H键相互作用分子
• Inhibitor of cox
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：US20040157891A1

  公开（公告）日：2004-08-12

  A compound of the formula (I): 1 wherein R 1 is cycloalkyl, etc; R 2 is (lower)alkoxy, etc; R 3 is (lower)alkylene, etc; R 4 is (lower)alkylene, etc; R 5 is hydroxy, etc; X is “O”, “S”, “SO”, or “SO 2 ”; Y is “CH” or “N”; n is 0 or 1; or pharmaceutically acceptable salts thereof, which are useful as a medicament.

  一种具有以下式（I）的化合物：其中R1是环烷基等；R2是（较低）烷氧基等；R3是（较低）烷基烯基等；R4是（较低）烷基烯基等；R5是羟基等；X为“O”、“S”、“SO”或“SO2”；Y为“CH”或“N”；n为0或1；或其药学上可接受的盐，可用作药物。
• A New Synthesis of<i>N</i>-Hydroxyamides Using Trimethylsilyl Protection
  作者：Łucja Nakonieczna、Andrzej Chimiak

  DOI：10.1055/s-1987-27971

  日期：——

  The concept of transient hydroxylamine oxygen protection for the unambiguous synthesis of N-hydroxyamides has been applied in the amino acid field. First, hydroxylamines 1 were silylated in pyridine with chlorotrimethylsilane; then 2 was immediately N-acylated with mixed anhydride 3 of a protected amino acid or peptide; and finally, the O-trimethylsilyl protection was removed during the isolation procedure giving pure N-hydroxyamides 5.

  在氨基酸领域，已经应用了羟胺氧保护的瞬态概念，用于明确合成N-羟基酰胺。首先，羟胺1在吡啶中与氯三甲基硅烷进行硅基化反应；接着，2立即与保护氨基酸或肽的混合酐3进行N-酰化反应；最后，在分离过程中移除O-三甲基硅基保护，得到纯净的N-羟基酰胺5。
• [3 + 3] Formal Cycloadditions of Nitrones from Isatins and Azaoxyallyl Cations for Construction of Spirooxindoles
  作者：Weijia Lin、Gu Zhan、Minglin Shi、Wei Du、Yingchun Chen

  DOI：10.1002/cjoc.201600864

  日期：2017.6

  A [3 + 3] formal cycloaddition reaction between in situ formed azaoxyallyl cations and nitrones from isatins has been developed, furnishing a spectrum of spiro[1,2,4‐oxadiazinan‐5‐one]oxindoles in good to excellent yields with excellent diastereoselectivity. This method provides direct and efficient access to potentially bioactive spirooxindoles incorporating a six‐membered heterocyclic scaffold.

  已经开发出[3 + 3]形式的原位形成的氮杂烯丙基烯丙基阳离子与靛红中的硝酮之间的正式环加成反应，从而提供了螺[1,2,4-氧杂二嗪-5-5]吲哚的光谱，其收率高至优异，具有非对映选择性。这种方法可直接有效地利用含有六元杂环支架的潜在具有生物活性的螺硫醇。
• Selective Synthesis of N-Alkyl Hydroxylamines by Hydrogenation of Nitroalkanes using Supported Palladium Catalysts
  作者：Yasumasa Takenaka、Takahiro Kiyosu、Jun-Chul Choi、Toshiyasu Sakakura、Hiroyuki Yasuda

  DOI：10.1002/cssc.201000137

  日期：2010.10.25

  The selective hydrogenation of nitroalkanes to the corresponding N‐alkyl hydroxylamines is achieved at room temperature with excellent yields (up to 98 %), by using common supported palladium catalysts. The reaction temperature is key to the highly selective formation of the hydroxylamines, which proceeds smoothly in a H2 atmosphere without additives. The catalyst can be recycled up to five times.

  通过使用常见的负载钯催化剂，可以在室温下将硝基烷烃选择性氢化为相应的N-烷基羟胺，并具有优异的收率（高达98％）。反应温度是羟胺高选择性形成的关键，羟胺在没有添加剂的情况下在H 2气氛中平稳进行。催化剂最多可循环使用五次。