3-硝基丙酸乙酯 | 3590-37-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 3-硝基丙酸乙酯
• 英文名称: ethyl 3-nitropropanoate
• 英文别名: ethyl 3-nitropropionate；3-Nitropropionsaeure-aethylester；ethyl β-nitropropanoate
• CAS: 3590-37-2
• 化学式: C₅H₉NO₄
• mdl: MFCD00096267
• 分子量: 147.131
• InChiKey: IIJLLHGPEZBIIT-UHFFFAOYSA-N

物化性质

• 熔点：
  160-165℃
• 沸点：
  223℃
• 密度：
  1.155
• 闪点：
  106℃

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2915900090

反应信息

• 作为反应物：
  描述：

  3-硝基丙酸乙酯 在 molybdenum hexacarbonyl 、 三乙胺 、 lithium diisopropyl amide 、 三氯氧磷 作用下， 以 四氢呋喃 、 氯仿 、 水 、 乙腈 为溶剂， 反应 23.0h， 生成 (2Z,3α,4β)-(+/-)-diethyl 1,2,3,4-tetrahydro-6-methyl-2-(2-oxo-2-phenylethylidene)-4-<2-(trifluoromethyl)phenyl>-3,5-pyridinedicarboxylate
  参考文献：
  名称：

  2-(2-Aryl-2-oxoethylidene)-1,2,3,4-tetrahydropyridines. Novel isomers of 1,4-dihydropyridine calcium channel blockers

  摘要：

  The title compounds are novel double bond isomers of 1,4-dihydropyridine-type calcium channel blockers (CCB). These derivatives were prepared by using the Hantzsch dihydropyridine synthesis. The assignment of structure was based on spectroscopic data and a regiochemically unambiguous synthesis. Several of the analogues inhibited [3H]nitrendipine binding with IC50 values as low as 25 nM. By comparison, nifedipine, a clinically useful 1,4-dihydropyridine CCB, inhibits [3H]nitrendipine binding with an IC50 of 1.6 nM. In the Langendorff rat heart preparation, treatment with the more potent derivatives produced marked dose-related increases in coronary flow with little or no effect on heart rate or contractility, except at the highest concentrations tested. The selectivity for vascular versus cardiac effects was similar to that of nifedipine, i.e., the concentration producing vasodilation was approximately 2 orders of magnitude lower than the concentration eliciting cardiodepression. These novel isomers extend the structure-activity relationships for calcium channel blockers into a series closely related to the 1,4-dihydropyridines.

  DOI：

  10.1021/jm00403a030
• 作为产物：
  描述：

  3-硝基丙酸 在 硫酸 作用下， 以 乙醇 为溶剂， 以21.54 g (69%)的产率得到3-硝基丙酸乙酯
  参考文献：
  名称：

  Tricyclic protein kinase inhibitors

  摘要：

  这项发明提供了具有结构1的化合物，这些化合物可作为蛋白酪氨酸激酶的抑制剂，是抗增殖剂。

  公开号：

  US20010051620A1

文献信息

• Pyrrolo[2,1-c][1,4]naphthodiazepine Linked Piperazine Compounds and a Process for the Preparation Thereof
  申请人：Kamal Ahmed

  公开号：US20130317211A1

  公开（公告）日：2013-11-28

  The present invention provides a compound of general formula A, useful as potential antitumour agents against five human cancer cell lines. The present invention further provides a process for the preparation of pyrrolo[2,1-c][1,4]naphthodiazepine linked substituted piperazine conjugates attached through different alkane spacers of general formula A. (Formula I) General formula A. Where R=R′=(Formula II). n=1-9 and R″=methyl, ethyl, acetyl, benzyl, piperinoyl, 4-fluorophenyl, 4-chlorophenyl, 4-methoxyphenyl, pyridyl, pyrimidyl

  本发明提供了一种通式A的化合物，可作为潜在的抗肿瘤剂用于对抗五种人类癌细胞系。本发明还提供了一种制备通过不同的烷烃间隔连接的吡咯并[2,1-c][1,4]萘二氮杂环己烷取代哌嗪共轭物的方法，其通式为A。通式A如下：其中R=R′=(通式II)。n=1-9，R″=甲基、乙基、乙酰基、苄基、哌啶酰基、4-氟苯基、4-氯苯基、4-甲氧基苯基、吡啶基、嘧啶基。
• [EN] NUCLEIC ACID BINDING COMPOUNDS, METHODS OF MAKING, AND USE THEREOF<br/>[FR] COMPOSÉS DE LIAISON D'ACIDE NUCLÉIQUE, PROCÉDÉS DE FABRICATION, ET UTILISATION DE CEUX-CI
  申请人：UNIV ROCHESTER

  公开号：WO2012092367A1

  公开（公告）日：2012-07-05

  The present invention relates to oligomer compounds, including dimers and trimers, formed by a disulfide, sulfinyl thio, olefin or hydrocarbon bond, or a hydrazone exchange bond between two or more monomers. Methods of making the monomers and the oligomers is also disclosed. Use of the compounds for inhibiting the activity of target RNA molecules, particularly those having a secondary structure that include a stem or stem-loop formation. Dimer compounds capable of inhibiting the activity of an HIV-1 RNA frameshifting stem-loop and a (CUG)n expanded repeat stem- loop are disclosed, as are methods of treating diseases associated with these target RNA molecules.

  本发明涉及由二硫化物、亚硫醚硫、烯烃或碳氢键，或两个或更多单体之间的缩醛交换键形成的寡聚物化合物，包括二聚体和三聚体。还公开了制备单体和寡聚物的方法。利用这些化合物抑制靶RNA分子的活性，特别是那些具有包括茎或茎环形成的二级结构的RNA分子的活性。公开了能够抑制HIV-1 RNA移码茎环和(CUG)n扩展重复茎环活性的二聚体化合物，以及治疗与这些靶RNA分子相关的疾病的方法。
• 7-Methoxy-3-nitro-2-naphthalenemethanol—a new phototrigger for caging applications
  作者：Anil K. Singh、Prashant K. Khade

  DOI：10.1016/j.tetlet.2011.07.043

  日期：2011.9

  Synthesis, photochemistry and photorelease properties of 7-methoxy-3-nitro-2-naphthalenemethanol (MNNM) are described. Photoirradiation (⩾370 nm) of MNNM covalently linked to hippuric acid causes efficient release (∼90%) of hippuric acid.

  描述了7-甲氧基-3-硝基-2-萘甲醇（MNNM）的合成，光化学和光释放性能。与马尿酸共价连接的MNNM的光辐照（⩾370nm）导致马尿酸的有效释放（〜90％）。
• [EN] PYRROLO [2,1-C]1,4]NAPHTHODIAZEPINE LINKED PIPERAZINE COMPOUNDS AND A PROCESS FOR THE PREPARATION THEREOF<br/>[FR] COMPOSÉS DE PIPÉRAZINE LIÉS À LA PYRROLO [2,1-C][1,4]NAPHTHODIAZÉPINE ET PROCÉDÉ DE PRÉPARATION
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2012111020A1

  公开（公告）日：2012-08-23

  The present invention provides a compound of general formula A, useful as potential antitumour agents against five human cancer cell lines. The present invention further provides a process for the preparation of pyrrolo[2,1-c][1,4]naphthodiazepine linked substituted piperazine conjugates attached through different alkane spacers of general formula A. (Formula I) General formula A. Where R= R'= (Formula II). n=1-9 and R''= methyl, ethyl, acetyl, benzyl, piperinoyl, 4-fluorophenyl, 4-chlorophenyl, 4-methoxyphenyl, pyridyl, pyrimidyl

  本发明提供了一种一般式A的化合物，可作为潜在的抗肿瘤剂用于对抗五种人类癌细胞系。本发明还提供了一种制备嘧啶并[2,1-c][1,4]萘二氮杂环己烷取代哌嗪共轭物的过程，通过一般式A的不同烷烃间隔连接。 (式I) 一般式A。其中R= R'= (式II)。n=1-9，R''= 甲基，乙基，乙酰基，苄基，哌啶酰基，4-氟苯基，4-氯苯基，4-甲氧基苯基，吡啶基，嘧啶基
• AN EXPEDITIOUS SYNTHESIS OF 3-NITROPROPIONIC ACID AND ITS ETHYL AND METHYL ESTERS
  作者：Paulo C. Silva、Jeronimo S. Costa、Vera L. P. Pereira

  DOI：10.1081/scc-100000587

  日期：2001.1

  The synthesis to 3-nitropropionic acid 1 was easily accomplished, in two steps, from commercially available acrolein in 60% yield. The ethyl and methyl esters of 1 were also obtained.

  合成 3-硝基丙酸 1 很容易，分两步完成，从市售的丙烯醛以 60% 的产率合成。还获得了1的乙酯和甲酯。