3-氰基-3-氧代丙酸乙酯 | 120069-02-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 3-氰基-3-氧代丙酸乙酯
• 英文名称: 3-cyano-3-oxopropionic acid ethyl ester
• 英文别名: 3-cyano-3-oxypropanoic acid ethyl ester；ethyl 3-cyano-3-oxopropanoate；Ethyl 4-nitrilo-3-oxobutanoate
• CAS: 120069-02-5
• 化学式: C₆H₇NO₃
• 分子量: 141.126
• InChiKey: MYDPCIRCXDPVPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  67.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-氯-3-甲酰基香豆素 、 3-氰基-3-氧代丙酸乙酯 在 氨基磺酸 作用下， 以 水 为溶剂， 反应 0.58h， 以82%的产率得到(E)-ethyl 3-(4-chloro-2-oxo-2H-chromen-3-yl)-2-(cyanocarbonyl)acrylate
  参考文献：
  名称：

  氨基磺酸在水性介质中催化合成吡喃香豆素

  摘要：

  据报道，在均相催化条件下，使用氨基磺酸在水性介质中，通过Knoevenagel，Michael和环化序列，使4-氯-3-甲酰基香豆素与不同的活性亚甲基化合物缩合，可以有效地一锅合成吡喃香豆素。发现该催化剂具有四个循环的活性。

  DOI：

  10.1016/j.tetlet.2013.10.142

文献信息

• Synthetic Development and Assessment of Antioxidant Activity of Imino[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile and Its Derivatives
  作者：N. B. Wadwale、D. Prasad、A. H. Jadhav、A. R. Karad、G. S. Khansole、S. S. Choudhare、S. V. Navhate、V. N. Bhosale

  DOI：10.1134/s1070428021120204

  日期：2021.12

  The reaction of 2-[bis(methylsulfanyl)methylidene]malononitrile with 1H-1,2,4-triazol-3-amine in N,N-dimethylformamide in the presence of anhydrous potassium carbonate led to the formation of 7-imino-5-(methylsulfanyl)-1,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile. The latter was then reacted with some nitrogen and carbon nucleophiles such as substituted anilines and active methylene compounds

  在无水碳酸钾存在下，2-[双(甲硫基)亚甲基]丙二腈与 1H-1,2,4-三唑-3-胺在 N,N-二甲基甲酰胺中反应生成 7-亚氨基-5 -(甲基硫烷基)-1,7-二氢[1,2,4]三唑并[1,5-a]嘧啶-6-甲腈。然后后者与一些氮和碳亲核试剂如取代的苯胺和活性亚甲基化合物反应，得到相应的5-取代衍生物。合成化合物的结构通过 IR、NMR、质谱和元素分析得到证实。此外，使用 DPPH 和羟基自由基清除试验评估了它们作为抗氧化剂的潜力。
• THIENOPYRIDINONE DERIVATIVES AS MACROPHAGE MIGRATION INHIBITORY FACTOR INHIBITORS
  申请人：Sircar Jagadish

  公开号：US20070179149A1

  公开（公告）日：2007-08-02

  Inhibitors of macrophage migration inhibitory factor having a thienopyridinone backbone are provided which have utility in the treatment of a variety of disorders, including the treatment of pathological conditions associated with macrophage migration inhibitory factor activity. The inhibitors of macrophage migration inhibitory factor have the following structures: including forms such as stereoisomers, free forms, pharmaceutically acceptable salts or esters thereof, solvates, or combinations of such forms, wherein n, R 1 , R 2 , R 3 , X, and Y are as defined herein. Compositions comprising an inhibitor of macrophage migration inhibitory factor in combination with a pharmaceutically acceptable carrier are also provided, as well as methods for use of the same.

  提供了具有噻唑吡啶骨架的巨噬细胞迁移抑制因子抑制剂，其在治疗各种疾病中具有用途，包括与巨噬细胞迁移抑制因子活性相关的病理条件的治疗。巨噬细胞迁移抑制因子的抑制剂具有以下结构：包括立体异构体、自由形式、药学上可接受的盐或酯、溶剂化合物或这些形式的组合，其中n、R1、R2、R3、X和Y的定义如此处所述。还提供了包含巨噬细胞迁移抑制因子抑制剂与药学上可接受的载体组合的组合物，以及使用它们的方法。
• Synthesis of C–N Axially Chiral N-Arylbenzo[g]indoles via a Central-to-Axial Chirality Conversion Strategy
  作者：Yuan Sun、Lingzhi Sun、Shaoting Zhang、Zunting Zhang、Tao Wang

  DOI：10.1021/acs.orglett.4c01576

  日期：2024.6.7

  Gold-catalyzed cascade cyclization of diynes for the synthesis of previously unexplored C–N axially chiral N-arylbenzo[g]indoles was described. The transformation was achieved via a central-to-axial chirality conversion strategy. The chiral conversion exhibited high efficiency. Besides single C–N chiral axis, N-arylbenzo[g]indoles bearing both C–N and C–C chiral axes were also afforded. The title compound

  描述了金催化二炔级联环化，用于合成先前未探索的 C-N 轴向手性N-芳基苯并[ g ]吲哚。这种转变是通过中心到轴的手性转换策略实现的。手性转化表现出高效率。除了单一的C-N手性轴外，还提供了带有C-N和C-C手性轴的N-芳基苯并[ g ]吲哚。制备了标题化合物衍生的单膦配体，并在 Pd 催化的不对称烯丙基取代中进行了评估，显示出优异的手性诱导能力。
• Sharma, Pratibha; Kumar, Ashok; Sharma, Shikha, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 2, p. 385 - 388
  作者：Sharma, Pratibha、Kumar, Ashok、Sharma, Shikha

  DOI：——

  日期：——
• Green Regioselective Synthesis of (Purin-6-yl)hydrazones
  作者：K. M. Kapadiya、J. M. Dhalani、B. Y. Patel

  DOI：10.1134/s1070428019100178

  日期：2019.10

  Some unique purine hydrazinylidene derivatives were synthesized by the regioselective reaction of 2,6-dichloropurine with hydrazine hydrate, followed by condensation with commercially available 1,3-dicarbonyl compounds according to a green chemistry approach. The structures of the synthesized compounds were confirmed by H-1 and C-13 NMR, IR, and mass spectra and elemental analyses. The regioselectivity of chlorine substitution in 2,6-dichloropurine was established by HMBC (Heteronuclear Multiple Bond Correlation) NMR technique.