(仲丁基氨基)(氧代)乙酸 | 80638-53-5

• 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
• 中文名称: (仲丁基氨基)(氧代)乙酸
• 中文别名: 2-(丁-2-基氨基)-2-氧代-乙酸
• 英文名称: 1-methylpropyloxamic acid
• 英文别名: N-sec-butyloxamic acid；oxalic acid mono-(dl-sec-butylamide)；Oxalsaeure-mono-(dl-sek.-butylamid)；N-(dl-sek.-Butyl)-oxamidsaeure；[(1-methylpropyl)amino]oxo-acetic acid；(Sec-butylamino)(oxo)acetic acid；2-(butan-2-ylamino)-2-oxoacetic acid
• CAS: 80638-53-5
• 化学式: C₆H₁₁NO₃
• mdl: MFCD09971254
• 分子量: 145.158
• InChiKey: VARKFMHUVKZOHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  (仲丁基氨基)(氧代)乙酸 、 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.01h， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of 9- N -oxamyl sialosides as Siglec-7 ligands

  摘要：

  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.

  DOI：

  10.1016/j.bmc.2015.06.069
• 作为产物：
  描述：

  ethyl N-sec-butyloxamate 在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 0.5h， 生成 (仲丁基氨基)(氧代)乙酸
  参考文献：
  名称：

  Oxamic acid analogues as LDH-C4-specific competitive inhibitors

  摘要：

  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.

  DOI：

  10.3109/14756366.2011.566221

文献信息

• MODULATORS OF THR-BETA AND METHODS OF USE THEREOF
  申请人：ALIGOS THERAPEUTICS, INC.

  公开号：US20220009924A1

  公开（公告）日：2022-01-13

  Disclosed herein are compounds of Formula I′: or a stereoisomer or a tautomer thereof, or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising such compounds, and methods of treating disease by administering or contacting a patient with one or more of the above compounds.

  本文揭示了以下式I′的化合物：或其立体异构体或互变异构体，或其药学上可接受的盐，包括这些化合物的药物组合物，以及通过向患者施用或接触上述化合物之一或多个来治疗疾病的方法。
• Urban, Archiv der Pharmazie, 1904, vol. 242, p. 62
  作者：Urban

  DOI：——

  日期：——
• Synthesis, Crystal Structure, and Insecticidal Activity of Novel <i>N</i>-Alkyloxyoxalyl Derivatives of 2-Arylpyrrole
  作者：Yu Zhao、Chunhui Mao、Yongqiang Li、Pengxiang Zhang、Zhiqiang Huang、Fuchun Bi、Runqiu Huang、Qingmin Wang

  DOI：10.1021/jf801311h

  日期：2008.8.1

  Two series of novel N-alkyloxyoxalyl derivatives of 2-arylpyrrole were synthesized, and their structures were characterized by (1)H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities, and their insecticidal activities against oriental armyworm, mosquito, and spider mite are comparable to those of the commercialized Chlorfenapyr.
• 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.