2-amino-2-oxoacetyl chloride | 59893-42-4

• 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-amino-2-oxoacetyl chloride
• 英文别名: Carbamoylcarbonyl chloride
• CAS: 59893-42-4
• 化学式: C₂H₂ClNO₂
• mdl: MFCD19207156
• 分子量: 107.496
• InChiKey: DCANGVYZWYRVOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  6
• 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：

  2-hydrazinyl-4-iodopyridine 、 2-amino-2-oxoacetyl chloride 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-(2-(4-iodopyridin-2-yl)hydrazineyl)-2-oxoacetamide
  参考文献：
  名称：

  Novel triazolopyridylbenzamides as potent and selective p38α inhibitors

  摘要：

  A new class of p38 alpha inhibitors based on a biaryl-triazolopyridine scaffold was investigated. X-ray crystallographic data of the initial lead compound cocrystallised with p38 alpha was crucial in order to uncover a unique binding mode of the inhibitor to the hinge region via a pair of water molecules. Synthesis and SAR was directed towards the improvement of binding affinity, as well as ADME properties for this new class of p38 alpha inhibitors and ultimately afforded compounds showing good in vivo efficacy. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.099
• 作为产物：
  描述：

  草氨酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-amino-2-oxoacetyl chloride
  参考文献：
  名称：

  SUBSTITUTED 6, 7-DIALKOXY-3-ISOQUINOLINE DERIVATIVES AS INHIBITORS OF PHOSPHODIESTERASE 10 (PDE 10A)

  摘要：

  本发明涉及具有以下公式的化合物，或其药用可接受盐，其中R'，R1至R7和Ar如本文所述定义。这些化合物作为磷酸二酯酶10（PDE10A）的抑制剂，可用于治疗中枢神经系统疾病，如精神疾病，也可用于治疗例如肥胖、II型糖尿病、代谢综合征、葡萄糖不耐症、疼痛和眼科疾病。

  公开号：

  US20150158895A1

文献信息

• Oxanilic acids, a new series of orally active antiallergic agents
  作者：John H. Sellstedt、Charles J. Guinosso、Albert J. Begany、Stanley C. Bell、Marvin Rosenthale

  DOI：10.1021/jm00243a014

  日期：1975.9

  antiallergic activity using the rat passive cutaneous anaphylaxis (PCA) test. Many of the oxanilic acid esters are active orally, with the most active species having an aryl 2'-carbamoyl group and a 3'-methoxy group. Hydrolysis of the ester from the oxanilic ester moiety causes a loss of oral activity.

  制备了大量的草酸苯甲酸酯和N-杂芳基草酰胺酸酯，并通过大鼠被动皮肤过敏反应（PCA）测试发现具有抗过敏活性。许多草酰苯甲酸酯具有口服活性，最活泼的物种具有芳基2'-氨基甲酰基和3'-甲氧基。酯从草酰胺酯部分水解会导致口服活性下降。
• Development of Benzenesulfonamide Derivatives as Potent Glutathione Transferase Omega-1 Inhibitors
  作者：Yiyue Xie、Padmaja Tummala、Aaron J. Oakley、Girdhar Singh Deora、Yuji Nakano、Melissa Rooke、Matthew E. Cuellar、Jessica M. Strasser、Jayme L. Dahlin、Michael A. Walters、Marco G. Casarotto、Philip G. Board、Jonathan B. Baell

  DOI：10.1021/acs.jmedchem.9b01391

  日期：2020.3.26

  Glutathione transferase omega-1 (GSTO1-1) is an enzyme whose function supports the activation of interleukin (IL)-1 beta and IL-18 that are implicated in a variety of inflammatory disease states for which small-molecule inhibitors are sought. The potent reactivity of the active-site cysteine has resulted in reported inhibitors that act by covalent labeling. In this study, structure-activity relationship (SAR) elaboration of the reported GSTO1-1 inhibitor C1-27 was undertaken. Compounds were evaluated for inhibitory activity toward purified recombinant GSTO1-1 and for indicators of target engagement in cell-based assays. As covalent inhibitors, the k(inact)/K-I values of selected compounds were determined, as well as in vivo pharmacokinetics analysis. Cocrystal structures of key novel compounds in complex with GSTO1-1 were also solved. This study represents the first application of a biochemical assay for GSTO1-1 to determine k(inact)/K-I values for tested inhibitors and the most extensive set of cell-based data for a GSTO1-1 inhibitor SAR series reported to date. Our research culminated in the discovery of 25, which we propose as the preferred biochemical tool to interrogate cellular responses to GSTO1-1 inhibition.
• Oxalate as an activated ester group in lipase-catalyzed enantioselective hydrolysis: A versatile approach to d-α-tocopherol
  作者：Eisaku Mizuguchi、Kazuo Achiwa

  DOI：10.1016/s0957-4166(00)80088-9

  日期：1993.11

  The d-alpha-tocopherol was synthesized effectively by enzyme-catalyzed enantioselective hydrolysis of dl-alpha-tocopherol oxalate. The enzymes can recognize a stereogenic carbon atom remote from the reaction site.