3-氧代丙酸 | 926-61-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-氧代丙酸
• 英文名称: 3-oxopropanoic acid
• 英文别名: malonic semialdehyde；3-oxopropionic acid
• CAS: 926-61-4
• 化学式: C₃H₄O₃
• mdl: MFCD00069858
• 分子量: 88.063
• InChiKey: OAKURXIZZOAYBC-UHFFFAOYSA-N

物化性质

• 沸点：
  237.3±23.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  3-氧代丙酸 在 4H₃N*4H⁽¹⁺⁾*CuMo₆O₁₈(OH)6^(4-) 、 水 、 氧气 、 sodium carbonate 作用下， 50.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 以93%的产率得到丙二酸
  参考文献：
  名称：

  无机配体负载的铜催化剂催化水中醛类对羧酸的有效好氧氧化反应

  摘要：

  开发了一种使用无机配体负载的铜催化剂将水中的醛类有氧氧化为羧酸的方法。该方法是在非常温和的水性条件下使用大气氧作为唯一氧化剂进行的，此外，还可以耐受多种具有各种官能团的醛。铜催化剂可以循环使用并至少连续六次用于连续反应，而性能没有任何明显的下降。该方法操作简单，避免了使用成本高，有毒，对空气/湿气敏感的和商业上不可用的有机配体。这种方法的通用性使其有潜力在工业规模上使用。

  DOI：

  10.1002/cctc.201701599
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 3-氧代丙酸
  参考文献：
  名称：

  Determination of Prefracture Physical Function in Community-Dwelling People Who Fracture Their Hip

  摘要：

  Background, Prefracture physical function must be accurately determined to set appropriate and attainable goals for rehabilitation following hip fracture. This is especially important for people who were living independently prior to their fracture. This study determines reliability and internal consistency of a prefracture physical function questionnaire (PFPFQ) completed by both patients and knowledgeable informants (KIs).Methods. A 20-item PFPFQ, including ambulation, transfers, balance, and self-care domains, was developed using focus groups. Community-dwelling patients with a hip fracture (N = 40, 77.9 +/- 8 years) completed the PFPFQ on two occasions during postoperative acute care. Forty KIs were identified by the patients and also completed the PFPFQ on two occasions via telephone interview. Day-to-day reliability of the patients and KIs [intraclass correlation coefficients (ICC)], and internal consistency [Kuder-Richardson coefficient (KR)] of the PFPFQ were determined.Results. Intrarater reliability was high with ICCs (95% confidence interval) of 0.94 (0.89, 0.96) for patients and 0.96 (0.93, 0.98) for KIs. Interrater reliability on occasion 1 had an ICC of 0.81 (0.69, 0.88). Internal consistency of the patient responses on the first occasion was high (KR coefficient = 0.896).Conclusions. The PFPFQ is a reliable and internally consistent instrument for determining prefracture physical function in community-dwelling people who fracture their hip. In situations where patients with a hip fracture are unable to provide this necessary information, KIs can provide reliable estimates of prefracture function to assist in setting appropriate rehabilitation goals.

  DOI：

  10.1093/gerona/55.11.m698

文献信息

• Oxidative behaviours and relative reactivities of some α-hydroxy acids towards bromate ion in hydrochloric acid medium
  作者：Kalyan Kali Sen Gupta、Amalendu Banerjee、Hrishikesh Chatterjee

  DOI：10.1016/s0040-4020(01)89029-3

  日期：——

  parameters of the reactions have been compared. The plausible mechanism of the oxidation process has been suggested. The reactivity of the α-hydroxy acids towards bromate ion are as follows: 9-hydroxy-9-carboxy fluorene > atrolactic acid > mandelic acid > benzilic acid > α-hydroxyisobutyric acid > lactic acid > glycolic acid.

  研究了溴酸钾在稀盐酸介质中对某些α-羟基酸的氧化动力学。就溴酸根离子而言，反应是一级反应。α-羟基酸和氢离子的浓度。反应速率受两个因素控制：（i）质子化羟基酸的生产容易程度；（ii）中间体（1：1）溴酸酯的稳定性。比较了反应的活化参数。已经提出了氧化过程的合理机理。α-羟基酸对溴酸根离子的反应性如下：9-羟基-9-羧基芴>芳构酸>扁桃酸>苯甲酸>α-羟基异丁酸>乳酸>乙醇酸。
• CYTOTOXIC AGENTS COMPRISING NEW ANSAMITOCIN DERIVATIVES
  申请人：ImmunoGen, Inc.

  公开号：US20160058882A1

  公开（公告）日：2016-03-03

  New ansamitocin derivatives bearing a linking group are disclosed. Also disclosed are methods for the synthesis of these new ansamitocin derivatives and methods for their linkage to cell-binding agents. The ansamitocin derivative-cell-binding agent conjugates are useful as therapeutic agents, which are delivered specifically to target cells and are cytotoxic. These conjugates display vastly improved therapeutic efficacy in animal tumor models compared to the previously described agents.

  披露了带有连接基团的新型安沙米托辛衍生物。还披露了合成这些新型安沙米托辛衍生物的方法以及它们与细胞结合剂的连接方法。安沙米托辛衍生物-细胞结合剂偶联物作为治疗剂非常有用，它们能特异性地传递到目标细胞并具有细胞毒性。与先前描述的药物相比，这些偶联物在动物肿瘤模型中显示出显著提高的治疗效果。
• An Efficient Iron(III)-Catalyzed Aerobic Oxidation of Aldehydes in Water for the Green Preparation of Carboxylic Acids
  作者：Han Yu、Shi Ru、Guoyong Dai、Yongyan Zhai、Hualin Lin、Sheng Han、Yongge Wei

  DOI：10.1002/anie.201612225

  日期：2017.3.27

  heterogeneous iron(III)‐catalyzed aerobic oxidation of aldehydes in water was developed. This method utilizes 1 atmosphere of oxygen as the sole oxidant, proceeds under extremely mild aqueous conditions, and covers a wide range of various functionalized aldehydes. Chromatography is generally not necessary for product purification. Its operational simplicity, gram‐scale oxidation, and the ability to successively

  开发了第一个非均质铁（III）催化水中醛的需氧氧化的例子。该方法利用1个大气压的氧气作为唯一的氧化剂，在极其温和的水性条件下进行，并涵盖了各种功能化的醛类。色谱法通常对于产品纯化不是必需的。它的操作简便性，克级氧化性以及连续重复使用催化剂的能力，使这种新方法在环境方面无害且具有成本效益。这种方法的通用性使其有可能在工业规模上使用。
• Design, synthesis and SARs of novel telomerase inhibitors based on BIBR1532
  作者：Chao Liu、Hua Zhou、Xiao Bao Sheng、Xin Hua Liu、Fei Hu Chen

  DOI：10.1016/j.bioorg.2020.104077

  日期：2020.9

  their telomerase inhibitory activity were tested. Among them, eight compounds showed good activity against cancer cells, among them compounds 56, 57 and 59 also showed low toxicity. Some of them showed excellent telomerase inhibitory activity with IC50 values ranging from 0.62 μM to 8.87 μM. Based on above, in depth structure-activity relationships were summarized, the compounds by replacing methyl group

  端粒酶已成为开发抗肿瘤药物的新的流行靶标之一。根据已进入临床研究阶段的BIBR1532的结构特征，设计并合成了6个系列的64种具有不同结构特征的新化合物。测试了对SGC-7901，MGC-803，SMMC-7721，A375和GES细胞系的抑制活性及其端粒酶抑制活性。其中，8个化合物显示良好的活性针对癌细胞，其中化合物56，57和59还显示出低毒性。其中一些对IC 50表现出优异的端粒酶抑制活性值范围从0.62μM到8.87μM。据此，在深度构效关系上进行了总结，用氰化物取代甲基并保留酰胺部分的化合物具有良好的抗肿瘤活性，中等的细胞毒性和较好的端粒酶抑制活性。该结果应在基于BIBR1532的结构优化中用作进一步开发小分子端粒酶抑制剂的参考。
• Structure Guided Design and Kinetic Analysis of Highly Potent Benzimidazole Inhibitors Targeting the PDEδ Prenyl Binding Site
  作者：Gunther Zimmermann、Carsten Schultz-Fademrecht、Philipp Küchler、Sandip Murarka、Shehab Ismail、Gemma Triola、Peter Nussbaumer、Alfred Wittinghofer、Herbert Waldmann

  DOI：10.1021/jm500632s

  日期：2014.6.26

  organization of K-Ras is controlled by the prenyl binding protein PDEδ, which enhances Ras diffusion in the cytosol. Inhibition of the Ras–PDEδ interaction by small molecules impairs Ras localization and signaling. Here we describe in detail the identification and structure guided development of Ras–PDEδ inhibitors targeting the farnesyl binding pocket of PDEδ with nanomolar affinity. We report kinetic

  K-Ras是最常见的信号转导人类致癌基因之一。Ras信号传导活性需要GTPase的正确细胞定位。K-Ras的空间组织受到异戊二烯结合蛋白PDEδ的控制，异戊二烯结合蛋白PDEδ增强Ras在细胞质中的扩散。小分子抑制Ras–PDEδ相互作用会削弱Ras的定位和信号传导。在这里，我们详细描述了靶向Ras–PDEδ抑制剂的鉴定和结构指导的开发，该抑制剂靶向具有纳摩尔摩尔亲和力的PDEδ的法呢基结合袋。我们报道了表征最有效的小分子配体与PDEδ结合的动力学数据，并证明了它们与细胞裂解液中的内源PDEδ结合。