α-ketoacetamide | 60939-21-1

• 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: α-ketoacetamide
• 英文别名: oxamic aldehyde；acryl amide；α-oxoacetamide；aminodiketone；oxo-acetamide；formyl amide；2-Oxoacetamide
• CAS: 60939-21-1
• 化学式: C₂H₃NO₂
• mdl: MFCD19203457
• 分子量: 73.0513
• InChiKey: AMANDCZTVNQSNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α-ketoacetamide 、 N-(4-chlorobenzyl)-1-(5-nitrothiophen-2-yl)methanamine 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 2-[(4-Chlorophenyl)methyl-[(5-nitrothiophen-2-yl)methyl]amino]acetamide
  参考文献：
  名称：

  Small molecule tertiary amines as agonists of the nuclear hormone receptor Rev-erbα

  摘要：

  The structure-activity relationship study of a small molecule Rev-erb alpha agonist is reported. The potency and efficacy of the agonists in a cell-based assay were optimized as compared to the initial lead. Modest mouse pharmacokinetics coupled with an improved in vitro profile make 12e a suitable in vivo probe to interrogate the functions of Rev-erba in animal models of disease (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.126
• 作为产物：
  描述：

  草酰胺 生成 α-ketoacetamide
  参考文献：
  名称：

  DE163842

  摘要：

  公开号：
• 作为试剂：
  描述：

  尿素 、 硼酸 、 borax 在 ammonium persulfate 、 N,N'-亚甲基双丙烯酰胺 、 α-ketoacetamide 、 十二烷基三甲基氯化铵 、 氨 作用下， 以 水 为溶剂， 反应 4.0h， 生成 boron nitride
  参考文献：
  名称：

  The preparation of high-adsorption, spherical, hexagonal boron nitride by template method

  摘要：

  This research used low-cost boric acid and borax as a source of boron, urea as a nitrogen source, dodecyltrimethyl ammonium chloride (DTAC) as a template, and thus prepared different micro-morphology hexagonal boron nitride powders under a flowing ammonia atmosphere at different nitriding temperatures. The effects of the template content and nitriding temperature on the micro-morphology of hexagonal boron nitride were studied and the formation mechanism analysed. The influences of the template content and nitriding temperature on adsorption performance were also explored. The results showed that at a nitriding temperature of 675 degrees C, the micro-morphologies of h-BN powder were orderly, inhomogeneous spherical, uniform spherical, beam, and pie-like with increasing template content. The micro-morphology was inhomogeneous spherical at a DTAC dose of 7.5%. The micro-morphology was uniform spherical at a DTAC dose of 10%. At a DTAC dose of 12%, the micro-morphology was a mixture of beam and pie-like shapes. At a certain template content (DTAC at 10%) and at lower nitriding temperatures (625 degrees C and 650 degrees C), spherical shell structures with surface subsidence began to form. The porous spheres would appear at a nitriding temperature of 675 degrees C, and the ball diameter thus formed was approximately 500-600 nm. The ball diameter was about 600-700 nm when the nitriding temperature was 700 degrees C. At a nitriding temperature of 725 degrees C, the ball diameter was between 800 and 1000 nm and sintering necking started to form. When the relative pressure was higher, previously closed pores opened and connected with the outside world: the adsorption then increased significantly. The adsorption increased gradually with increased nitriding temperature, and the adsorption was maximised at 276.02 cm(3)/g under nitrogen at 675 degrees C. The adsorption decreased when the nitriding temperature continued to increase to between 700 degrees C and 725 degrees C). (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jallcom.2014.05.161

文献信息

• Mechanistic Investigation of the Oxidative Cleavage of the Carbon-Carbon Double Bond in α,β-Unsaturated Compounds by Hexachloroiridate(IV) in Acetate Buffer
  作者：Biswajit Pal

  DOI：10.1002/kin.20824

  日期：2014.1

  The hexachloroiridate(IV) oxidation of α,β‐unsaturated compounds such as acrylic acid, acrylamide, and acrylonitrile (CH2=CHX; X = –COOH, –CONH2, and –CN) was carried out in NaOAc‐AcOH buffer medium. The reaction follows complex kinetics, being first order in [IrIV] and complex order in [CH2=CHX]. H+ ion has no effect on the reaction rate in the pH range 3.42–4.63. The pseudo–first‐order rate constant

  α，β-不饱和化合物（如丙烯酸，丙烯酰胺和丙烯腈（CH 2 = CHX； X = –COOH，–CONH 2和–CN））的六氯铱酸盐（IV）氧化反应在NaOAc-AcOH缓冲液中进行。反应遵循复杂的动力学，在[Ir IV ]中为一级，在[CH 2 = CHX]中为复杂级。高+离子在pH范围3.42–4.63中对反应速率没有影响。伪一级速率常数随着介电常数的减小和介质的离子强度的减小而减小。氧化速率遵循以下顺序：丙烯腈>丙烯酰胺>丙烯酸。提出了一种机制，涉及在底物和氧化剂之间形成不稳定的中间体配合物，该中间体配合物在缓慢的速率确定步骤中伴随着Ir（IV）还原为Ir（III）转化为自由基阳离子。自由基阳离子随后分解为醛，该醛作为碳-碳双键裂解的最终产物出现。氧化的主要产物被1鉴定为HCHO1 H NMR。评估了慢速确定步骤的激活参数和与拟议机制的平衡步骤相关的热力学参数。活化的焓与活化的熵成线
• N.sup.2 -(Substituted)carboxymethyl-N.sup.6 -(substituted)-lysyl-and
  申请人：Merck & Co., Inc.

  公开号：US04555503A1

  公开（公告）日：1985-11-26

  Compounds of the formula: ##STR1## wherein R.sup.2 is ##STR2## wherein k is 2 to 5; R.sup.3 is hydrogen; loweralkyl and substituted loweralkyl where the substituents are carboxy, hydroxy, and amino; or aralkyl, substituted aralkyl, heteroaralkyl, and substituted heteroaralkyl where the aryl and heteroaryl substituents are carboxy, hydroxy, and amino; and C is COOR; CONH.sub.2 ; or CH.sub.2 OH; and a pharmaceutically acceptable salt thereof; are inhibitors of angiotensin I converting enzyme useful as antihypertensive agents.

  该化合物的式子为：##STR1## 其中R.sup.2为 ##STR2## 其中k为2至5；R.sup.3为氢；低碳基和取代低碳基，取代基为羧基，羟基和氨基；或芳基烷基，取代芳基烷基，杂芳基烷基和取代杂芳基烷基，其中芳基和杂芳基取代基为羧基，羟基和氨基；C为COOR；CONH.sub.2；或CH.sub.2 OH；以及其药学上可接受的盐；这些化合物是血管紧张素I转化酶抑制剂，可用作降压剂。
• Synthesis and Antiproliferative Activity against Cancer Cells of Indole-Aryl-Amide Derivatives
  作者：Junwei Zhao、Jacopo Carbone、Giovanna Farruggia、Anna Janecka、Luca Gentilucci、Natalia Calonghi

  DOI：10.3390/molecules28010265

  日期：——

  MCF7, PC-3, and Jurkat J6 cells. Some of the synthesized compounds showed good activity against the selected tumor cell lines, with the exception of IGROV1. In particular, compound 5 showed a noteworthy selectivity towards HT29 cells, a malignant colonic cell line, without affecting healthy human intestinal cells. Further studies revealed that 5 caused the cell cycle arrest in the G1 phase and promoted

  吲哚是自然界中广泛存在的一大类杂环化合物，存在于许多具有生物活性的天然和合成化合物中，包括抗癌剂或非典型阿片类激动剂。结果，文献中报道了用于合成含吲哚化合物的新方法的开发呈指数增长。设计、合成了一系列含有色胺或吲哚乙酸核的吲哚-芳基酰胺衍生物 1-7，并作为阿片类配体进行了评估。这些新的吲哚衍生物对 μ- 和 δ-阿片受体 (OR) 的亲和力可以忽略不计或非常低。另一方面，化合物 2、5 和 7 显示 κ-OR 的 Ki 值在低 μM 范围内。由于吲哚因其抗癌潜力而广为人知，因此测试了它们对一组肿瘤细胞系的作用。评估了目标化合物在 HT29、HeLa、IGROV-1、MCF7、PC-3 和 Jurkat J6 细胞中的体外细胞毒性。除了 IGROV1 之外，一些合成的化合物对选定的肿瘤细胞系表现出良好的活性。特别是，化合物 5 对 HT29 细胞（一种恶性结肠细胞系）表现出显着的选择性，而
• Debnath, Nandadulal; Pal, Biswajit; Gupta, Kalyan Kali Sen, Journal of the Indian Chemical Society, 2002, vol. 79, # 4, p. 351 - 355
  作者：Debnath, Nandadulal、Pal, Biswajit、Gupta, Kalyan Kali Sen

  DOI：——

  日期：——
• Pyrrolidinones as potent functional antagonists of the human melanocortin-4 receptor
  作者：Wanlong Jiang、Fabio C. Tucci、Joe A. Tran、Beth A. Fleck、Jenny Wen、Stacy Markison、Dragan Marinkovic、Caroline W. Chen、Melissa Arellano、Sam R. Hoare、Michael Johns、Alan C. Foster、John Saunders、Chen Chen

  DOI：10.1016/j.bmcl.2007.07.097

  日期：2007.10

  A series of pyrrolidinones derived from phenylalaninepiperazines were synthesized and characterized as potent and selective antagonists of the melanocortin-4 receptor. In addition to their high binding affinities, these compounds displayed high functional potencies. 12a had a K-i of 0.94 nM in binding and IC50 of 21 nM in functional activity. 12a also demonstrated efficacy in a mouse cachexia model. (c) 2007 Elsevier Ltd. All rights reserved.