(Z)-2-氯-2-丁烯二酸二乙酯 | 10302-94-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (Z)-2-氯-2-丁烯二酸二乙酯
• 英文名称: (Z)-2-chloro-2-butenedioic acid, diethyl ester
• 英文别名: Ethyl Chlorofumarate；chloro-fumaric acid diethyl ester；Chlor-fumarsaeure-diaethylester；diethyl chlorofumarate；Chlor-fumarsaeure-diethylester；2-Butenedioic acid, 2-chloro-, diethyl ester, (Z)-；diethyl (Z)-2-chlorobut-2-enedioate
• CAS: 10302-94-0
• 化学式: C₈H₁₁ClO₄
• 分子量: 206.626
• InChiKey: VOEQTGMCAHZUNJ-WAYWQWQTSA-N

物化性质

• 沸点：
  296.74°C (rough estimate)
• 密度：
  1.1754

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2917190090

反应信息

• 作为反应物：
  描述：

  (Z)-2-氯-2-丁烯二酸二乙酯 在 sodium ethanolate 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 生成 6-(Cyclopropylmethyl-propyl-amino)-2-methyl-pyrimidine-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of benzoylpyrimidines as antagonists of the corticotropin-releasing factor-1 receptor

  摘要：

  A series of benzoylpyrimidines derived from the anilinepyrimidine CRF1 antagonists were synthesized. Several synthetic routes were developed to explore the SAR of this series of compounds. Compounds such as 8d (K-i = 15 nM) exhibited high binding affinities at the human CRF1 receptor. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.072
• 作为产物：
  描述：

  二乙基氯马来酸盐 在 对甲苯磺酸 作用下， 生成 (Z)-2-氯-2-丁烯二酸二乙酯
  参考文献：
  名称：

  Liard,J.-L. et al., Bulletin de la Societe Chimique de France, 1973, p. 3006 - 3009

  摘要：

  DOI：

文献信息

• TRICYCLIC COMPOUND
  申请人：Daiichi Sankyo Company, Limited

  公开号：EP1939205A1

  公开（公告）日：2008-07-02

  The present invention relates to tricyclic compounds each represented by the following formula (I): (wherein, R1, R2, R2', R3, R4, X, Y and Z have the same meanings as defined in the specification); and a drug containing the compound. Since the compounds according to the present invention exhibit an excellent squalene synthetase inhibitory effect and cholesterol synthesis inhibitory effect so that they are useful as a drug such as preventive and/or remedy for diseases in mammals including humans such as hyperlipemia, e.g., hypercholesterolemia, hypertriglyceridemia, and low HDL cholesterolemia and/or arteriosclerosis.

  本发明涉及一种三环化合物，每种化合物由以下式（I）表示：（其中，R1、R2、R2'、R3、R4、X、Y和Z的含义与规范中定义的含义相同）；以及含有该化合物的药物。由于根据本发明的化合物表现出优异的角鲨烯合酶抑制作用和胆固醇合成抑制作用，因此它们可用作哺乳动物（包括人类）的疾病预防和/或治疗药物，例如高脂血症，如高胆固醇血症、高甘油三酯血症、低高密度脂蛋白胆固醇血症和/或动脉粥样硬化。
• Process for the preparation of substituted and
  申请人：American Cyanamid Company

  公开号：US05286868A1

  公开（公告）日：1994-02-15

  There is provided a process for the preparation of dialkyl pyridinedicarboxylate compounds and derivatives thereof by reacting a dialkyl chloromaleate or chlorofumarate or a mixture thereof with an ammonium salt optionally in the presence of ammonia and an appropriately substituted .alpha.,.beta.-unsaturated aldehyde or ketone.

  提供了一种制备二烷基吡啶二羧酸酯化合物及其衍生物的方法，通过将二烷基氯马来酸酯或氯富马酸酯或它们的混合物与铵盐反应，可选地在氨的存在下，并在适当取代的α，β-不饱和醛或酮的存在下。
• Antifungal Properties of Halofumarate Esters
  作者：Herman Gershon、Larry Shanks

  DOI：10.1002/jps.2600670443

  日期：1978.4

  mucedo, methyl fluorofumarate (0.037 mmole/liter); and T. mentagrophytes, ethyl iodofumarate (0.020 mmole/liter). The order of overall activity of the six most toxic compounds was: ethyl iodofumarate greater than ethyl chlorofumarate greater than methyl iodofumarate = methyl bromofumarate greater than methyl chlorofumarate greater than bromofumarate.

  在Sabouraud葡萄糖琼脂琼脂培养基中不存在和存在10％牛肉血清的情况下，在pH值为5.6和7.0的情况下，测试了四种卤代富马酸的烷基酯（C1-C4）对白色念珠菌，黑曲霉，Mucor mucedo和毛癣菌的抗真菌活性。 。对每种生物毒性最大的化合物是：白色念珠菌，碘富马酸乙酯（0.054 mmole /升）；黑曲霉，溴代富马酸甲酯（0.090 mmole /升）；Mucedo Mucedo，富马酸氟甲酯（0.037 mmol / L）；和T. mentagrophytes，碘富马酸乙酯（0.020 mmole /升）。六个毒性最高的化合物的总体活性顺序为：碘富马酸乙酯大于氯富马酸乙酯大于碘富马酸甲酯=溴代富马酸甲酯大于氯代富马酸甲酯大于溴代富马酸甲酯。
• The effect of polar substituents on the conformation and stereochemistry of enolate radicals
  作者：B. Giese、W. Damm、F. Wetterich、H.-G. Zeitz、J. Rancourt、Y. Guindon

  DOI：10.1016/s0040-4039(00)73805-6

  日期：1993.9

  ESR measurements and AM1 calculations show that ester substituted radicals 2 and 6 prefer conformation A as a result of allylic strain effects. But dipolar repulsion between substituents X and CO2Et In 2 and 6 has a pronounced effect on the conformation and the stereoselectivity of radicals 2 and 6.

  ESR测量和AM1计算表明，由于烯丙基应变效应，酯取代的基团2和6更偏爱构象A。但是，取代基X和CO 2 Et In 2和6之间的偶极排斥力对自由基2和6的构象和立体选择性具有显着影响。
• Process for producing chromone compound
  申请人：Hibino Hiroaki

  公开号：US20050085664A1

  公开（公告）日：2005-04-21

  A process for producing a dicarboxylic acid compound represented by the formula (4): wherein R 1 and R 2 are the same or different and each represents lower alkyl and the wavy line indicates that this compound is the E- or Z-isomer or a mixture of them, characterized by reacting a compound represented by the formula (2): wherein R 1 , R 2 and the wavy line have the same meanings as the above, and one of X 2 and X 3 represents hydrogen and the other represents halogen, with nitrophenol represented by the formula (3): in the presence of a base; a process for producing a nitrochromone compound represented by the formula (5): wherein R 1 has the same meaning as the above, characterized by reacting the dicarboxylic acid compound or carboxylic acid thereof with an acid; a process for producing an aminochromone compound which comprises reducing the nitrochromone compound; and a process for producing an amidochromone compound which comprises acylating the aminochromone compound are provided.

  提供一种制备式（4）的二羧酸化合物的方法，其中R1和R2相同或不同，每个代表低级烷基，波浪线表示该化合物是E或Z异构体或它们的混合物，其特征在于将式（2）的化合物与硝基酚在碱的存在下反应，式中R1、R2和波浪线的含义与上述相同，X2和X3中的一个代表氢，另一个代表卤素；提供一种制备式（5）的硝基香豆素化合物的方法，其中R1的含义与上述相同，其特征在于将二羧酸化合物或其羧酸与酸反应；提供一种制备氨基香豆素化合物的方法，其包括还原硝基香豆素化合物；以及提供一种制备酰胺香豆素化合物的方法，其包括酰化氨基香豆素化合物。