2-(ethylamino)-2-oxoacetic acid | 75235-35-7

• 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-(ethylamino)-2-oxoacetic acid
• 英文别名: N-ethyloxamic acid；ethyloxamic acid；ethyl-oxalamic acid；Aethyl-oxalamidsaeure；Oxalsaeure-mono-aethylamid；N-Aethyl-oxamidsaeure；(Ethylamino)(oxo)acetic acid
• CAS: 75235-35-7
• 化学式: C₄H₇NO₃
• mdl: MFCD12171645
• 分子量: 117.104
• InChiKey: DXRIITVFSTUKPW-UHFFFAOYSA-N

物化性质

• 熔点：
  131-132 °C
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(ethylamino)-2-oxoacetic acid 在 硫酸 作用下， 生成 乙胺
  参考文献：
  名称：

  DE77597

  摘要：

  公开号：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 2-(ethylamino)-2-oxoacetic acid
  参考文献：
  名称：

  Wurtz, Annales de Chimie (Cachan, France), 1850, vol. <3>30, p. 491

  摘要：

  DOI：

文献信息

• Iron-Mediated Cleavage of CC Bonds in Vicinal Tricarbonyl Compounds in Water
  作者：Jasmin Mecinović、Refaat B. Hamed、Christopher J. Schofield

  DOI：10.1002/anie.200806296

  日期：2009.3.30

  Three of a kind: Vicinal tricarbonyl compounds undergo CC cleavage mediated by ferric ions (see scheme). The observed cleavage of ninhydrin and dehydroascorbic acid has relevance for amino acid detection and the metabolism of vitamin C.

  一种三邻位三羰基化合物经历C： Ç裂解通过三价铁离子（参见方案）介导的。观察到的茚三酮和脱氢抗坏血酸的裂解与氨基酸检测和维生素C的代谢有关。
• Palladium-catalyzed decarboxylative <i>ortho</i>-amidation of <i>O</i>-methyl ketoximes with oxamic acids
  作者：Kun Jing、Peng-Cheng Cui、Guan-Wu Wang

  DOI：10.1039/c9cc06460e

  日期：——

  The first palladium-catalyzed ortho-amidation of ketoximes has been developed with readily available, easy to handle and environment-friendly N,N-disubstituted oxamic acids as the amidation sources. When N-monosubstituted oxamic acids are used as the substrates, the formed ortho-amidated ketoximes undergo further intramolecular cyclization to provide 3-methyleneisoindolinones.

  第一钯催化邻酮肟-amidation已经开发了现成的，容易处理和环境友好型ñ，ñ二取代草氨酸作为酰胺化的来源。当使用N-单取代的草酰胺酸作为底物时，形成的邻酰胺化的酮肟进一步进行分子内环化以提供3-亚甲基异吲哚啉酮。
• Hydrogen bond patterns in solid state carboxylic acids. Vibrational behaviour of the catamer pattern as exhibited by the N-alkyloxamic acids
  作者：Ilse Wolfs、Herman O. Desseyn

  DOI：10.1016/0584-8539(96)01689-3

  日期：1996.10

  The vibrational study presented in this publication shows that the N-alkyloxamic acids are hydrogen bonded through a catamer hydrogen bond pattern in the solid state. Two different hydrogen bond patterns are possible for these products, and these patterns can be very clearly distinguished by their vibrational behaviour. Deuteration and low temperature spectra make the assignment and characterisation more obvious.
• Oxamic acid analogues as LDH-C4-specific competitive inhibitors
  作者：Lorena Rodríguez-Páez、Miguel Angel Chena-Taboada、Arturo Cabrera-Hernández、Joaquín Cordero-Martínez、Carlos Wong

  DOI：10.3109/14756366.2011.566221

  日期：2011.8.1

  We performed kinetic studies to determine whether oxamate analogues are selective inhibitors of LDH-C4, owing to their potential usefulness in fertility control and treatment of some cancers. These substances were shown to be competitive inhibitors of LDH isozymes and are able to discriminate among subtle differences that differentiate the active sites of LDH-A4, LDH-B4 and LDH-C4. N-Ethyl oxamate was the most potent inhibitor showing the highest affinity for LDH-C4. However, N-propyl oxamate was the most selective inhibitor showing a high degree of selectivity towards LDH-C4. Non-polar four carbon atoms chains, linear or branched, dramatically diminished the affinity and selectivity towards LDH-C4. N-Propyl oxamate significantly reduced ATP levels, capacitation and mouse sperm motility, in line with results shown by others, suggesting that LDH-C4 plays an essential role in mouse fertility.
• Synthesis and biological evaluation of 9- N -oxamyl sialosides as Siglec-7 ligands
  作者：Horst Prescher、Stephan Gütgemann、Martin Frank、Elena Kuhfeldt、Carsten Watzl、Reinhard Brossmer

  DOI：10.1016/j.bmc.2015.06.069

  日期：2015.9

  Siglecs (sialic acid recognizing immunoglobulin like lectins) are a family of lectins with specificity for sialic acid containing carbohydrates. Synthetic sialic acid derivatives with high affinity proved useful to unravel the biological role of the ligand binding domain, although many of their functions in immunity remain unknown. Here we present design, synthesis, affinity evaluation and molecular modeling of novel 9-N-oxamoyl modified sialosides as Siglec-7 ligands. (C) 2015 Elsevier Ltd. All rights reserved.