oxalyl acetate | 19037-85-5

• 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
• 英文名称: oxalyl acetate
• 英文别名: acetic acid oxalic acid-anhydride；Essigsaeure-oxalsaeure-anhydrid；acetoxydiketone；Diacetyl-oxalsaeure-anhydrid；Acetic oxalic anhydride；diacetyl oxalate
• CAS: 19037-85-5
• 化学式: C₆H₆O₆
• 分子量: 174.11
• InChiKey: XRMBFFGBVGXJJF-UHFFFAOYSA-N

物化性质

• 熔点：
  278-280 °C
• 沸点：
  241.6±23.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  oxalyl acetate 、 1-(3-acetylbenzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 在 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以35%的产率得到(Z)-1-(3-(4-ethoxy-3-hydroxy-4-oxobut-2-enoyl)benzyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  4-Quinolone-3-carboxylic acids as cell-permeable inhibitors of protein tyrosine phosphatase 1B

  摘要：

  Protein tyrosine phosphatase 1B is a negative regulator in the insulin and leptin signaling pathways, and has emerged as an attractive target for the treatment of type 2 diabetes and obesity. However, the essential pharmacophore of charged phosphotyrosine or its mimetic confer low selectivity and poor cell permeability. Starting from our previously reported aryl diketoacid-based PTP1B inhibitors, a drug-like scaffold of 4-quinolone-3-carboxylic acid was introduced for the first time as a novel surrogate of phosphotyrosine. An optimal combination of hydrophobic groups installed at C-6, N-1 and C-3 positions of the quinolone motif afforded potent PTP1B inhibitors with low micromolar IC50 values. These 4-quinolone-3-carboxylate based PTP1B inhibitors displayed a 2-10 fold selectivity over a panel of PTP's. Furthermore, the bidentate inhibitors of 4-quinolone-3-carboxylic acids conjugated with aryl diketoacid or salicylic acid were cell permeable and enhanced insulin signaling in CHO/hIR cells. The kinetic studies and molecular modeling suggest that the 4-quinolone-3-carboxylates act as competitive inhibitors by binding to the PTP1B active site in the WPD loop closed conformation. Taken together, our study shows that the 4-quinolone-3-carboxylic acid derivatives exhibit improved pharmacological properties over previously described PTB1B inhibitors and warrant further preclinical studies.

  DOI：

  10.1016/j.bmc.2014.05.028
• 作为产物：
  描述：

  乙烯酮 、 草酸 以 乙醚 为溶剂， 生成 oxalyl acetate
  参考文献：
  名称：

  Chemiluminescence from reactions of oxalic anhydrides with hydrogen peroxide in the presence of fluorescent compounds

  摘要：

  DOI：

  10.1021/ja01001a026

文献信息

• HETEROAROMATIC COMPOUNDS, METHOD FOR PREPARING THE COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, USES AND METHOD FOR TREATING ACUTE AND CHRONIC PAIN
  申请人：CRISTÁLIA PRODUTOS QUÍMICOS FARMACÊUTICOS LTDA

  公开号：US20150266864A1

  公开（公告）日：2015-09-24

  The present invention refers to a compound of formula (I) or a pharmaceutically acceptable salt thereof, having analgecic activity. Particularly, the compounds of the instant invention are useful to treat or prevent acute and chronic pain, especially neuropathic pain. Additionally, the present invention provides a process for preparing the compounds, a pharmaceutical composition that comprises a compound of formula (I), and a method for treatment of acute and chronic pain.

  本发明涉及一种式（I）的化合物或其药学上可接受的盐，具有镇痛活性。特别地，本发明的化合物可用于治疗或预防急性和慢性疼痛，尤其是神经病理性疼痛。此外，本发明提供了一种制备该化合物的方法，一种包含式（I）化合物的药物组合物，以及一种治疗急性和慢性疼痛的方法。
• Thermally stable high density polyethylene-asphaltene composite
  申请人：KING FAHD UNIVERSITY OF PETROLEUM AND MINERALS

  公开号：US10844201B2

  公开（公告）日：2020-11-24

  A high density polyethylene-asphaltene composite that includes 85 to 98 wt. % of a high density polyethylene (HDPE) polymer and 10 wt. % or less of a filler, wherein the filler is an asphaltene, the asphaltene is the only filler present, and the asphaltene is uniformly dispersed within a matrix of the HDPE polymer. The thermal stability of the high density polyethylene-asphaltene composite is improved compared to the high density polyethylene polymer.

  一种高密度聚乙烯-沥青复合材料，包括 85 至 98 重量百分比的高密度聚乙烯 (HDPE) 聚合物和 10 重量百分比或更少的填料，其中填料为沥青，沥青是唯一的填料，且沥青均匀地分散在高密度聚乙烯聚合物的基体中。与高密度聚乙烯聚合物相比，高密度聚乙烯-沥青质复合材料的热稳定性得到了改善。
• Polyvinyl chloride-asphaltene composite and methods of preparation thereof
  申请人：KING FAHD UNIVERSITY OF PETROLEUM AND MINERALS

  公开号：US11492479B1

  公开（公告）日：2022-11-08

  A polyvinyl chloride-asphaltene composite and a method of making the polyvinyl chloride-asphaltene composite is disclosed. The composite includes a polyvinyl chloride (PVC) polymer in an amount of 90 to 99.5 wt. %, based on a total weight of the polyvinyl chloride-asphaltene composite, and a filler in an amount of 10 wt. % or less, based on a total weight of the polyvinyl chloride-asphaltene composite. The filler is an asphaltene, the asphaltene is the only filler present, and the asphaltene is uniformly dispersed within a matrix of the PVC polymer. The polyvinyl chloride-asphaltene composite of the present disclosure demonstrates enhanced thermal stability and improved mechanical tensile or thermo-mechanical properties.

  本发明公开了一种聚氯乙烯--亚银复合材料和一种制造聚氯乙烯--亚银复合材料的方法。该复合材料包括聚氯乙烯（PVC）聚合物（以聚氯乙烯-沥青复合材料的总重量为基准，含量为 90 至 99.5 wt.%）和填料（以聚氯乙烯-沥青复合材料的总重量为基准，含量为 10 wt.%或更少）。填料为沥青质，沥青质是唯一的填料，沥青质均匀地分散在聚氯乙烯聚合物的基体中。本公开的聚氯乙烯-沥青复合材料具有更强的热稳定性和更好的机械拉伸或热机械性能。
• Acetic Oxalic Anhydride¹
  作者：W. R. Edwards、Walter M. Henley

  DOI：10.1021/ja01110a505

  日期：1953.7
• 2-SUBSTITUTED-4,6-DI-TERTIARY-BUTYL-5-HYDROXY-1,3-PYRIMIDINES USEFUL AS ANTIINFLAMMATORY AGENTS
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0569491A1

  公开（公告）日：1993-11-18