2-[(4-氯苯基)氨基]-丙二酸二乙酯 | 5203-01-0

• 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
• 中文名称: 2-[(4-氯苯基)氨基]-丙二酸二乙酯
• 英文名称: diethyl 2-[(4-chlorophenyl)amino]malonate
• 英文别名: diethyl p-chloroanilinomalonate；Diethyl 2-(4-chloroanilino)propanedioate
• CAS: 5203-01-0
• 化学式: C₁₃H₁₆ClNO₄
• 分子量: 285.727
• InChiKey: MUNGWHXBRNABGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  2-[(4-氯苯基)氨基]-丙二酸二乙酯 在 肼 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以68%的产率得到2-(4-Chloroanilino)propanedihydrazide
  参考文献：
  名称：

  MACROMOLECULAR CONJUGATES OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR PROTEIN INHIBITORS AND USES THEREFOR

  摘要：

  本文提供了生物活性剂，其中包括一种抑制囊性纤维化跨膜导电调节因子（CFTR）离子传输活性的化合物，并且与与表达CFTR的细胞相互作用的大分子相连。本文所描述的生物活性剂可用于治疗与CFTR活性异常增加相关的疾病、疾病后遗症和疾病、疾病后遗症和病症，例如分泌性腹泻。

  公开号：

  US20080171793A1
• 作为产物：
  描述：

  对氯苯胺 、 溴代丙二酸二乙酯 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以55%的产率得到2-[(4-氯苯基)氨基]-丙二酸二乙酯
  参考文献：
  名称：

  MACROMOLECULAR CONJUGATES OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR PROTEIN INHIBITORS AND USES THEREFOR

  摘要：

  本文提供了生物活性剂，其中包括一种抑制囊性纤维化跨膜导电调节因子（CFTR）离子传输活性的化合物，并且与与表达CFTR的细胞相互作用的大分子相连。本文所描述的生物活性剂可用于治疗与CFTR活性异常增加相关的疾病、疾病后遗症和疾病、疾病后遗症和病症，例如分泌性腹泻。

  公开号：

  US20080171793A1

文献信息

• BF3·Et2O catalyzed intramolecular cyclization of diethyl 2-(dialkoxyphosphorylethynyl)-2-arylaminomalonates to 3-phosphonylated indoles
  作者：Anastasia V. Egorova、Nikolai B. Viktorov、Galina L. Starova、Nataly I. Svintsitskaya、Aleksandr V. Garabadziu、Albina V. Dogadina

  DOI：10.1016/j.tetlet.2017.06.062

  日期：2017.7

  The boron trifluoride diethyl etherate catalyzed intramolecular cyclization of diethyl 2-(dialkoxyphosphorylethynyl)-2-arylaminomalonates afforded a series of novel 3-phosphonylated indoles, diethyl 2-[3-(dialkoxyphosphoryl)-1H-indol-2-yl]propanedioates. Decarboxylation of the latter compounds resulted in the formation of ethyl 2-[3-(dialkoxyphosphoryl)-1H-indol-2-yl]acetates.

  三氟化硼二乙基醚化物催化2-（二烷氧基磷酸乙炔基）-2-芳基氨基丙二酸二乙酯的分子内环化，提供了一系列新型的3-膦酰化吲哚，即2- [3-（3-（二烷氧基磷酰基）-1] H-吲哚-2-基]丙二酸酯二乙基。后一种化合物的脱羧作用导致形成2- [3-（二烷氧基磷酰基）-1 H-吲哚-2-基]乙酸乙酯。
• Synthesis of some thieno gamma lactam monocarboxylic acids with high antibacterial activity: A new look at an old molecular system
  作者：Gandhi K. Kar、Bidhan C. Roy、Sujit Das Adhikari、Jayanta K. Ray、Nitosh K. Brahma

  DOI：10.1016/s0968-0896(98)80015-1

  日期：1998.12

  Synthesis and antibacterial activity of some novel monocyclic thienyl gamma lactams are reported. The compounds have been synthesized by a two-step process consisting of, first, intermolecular Michael addition, followed by intramolecular amidification between suitable arylamino malonate and 3-(2'-thienyl) acryloyl chloride and then hydrolysis cum in situ decarboxylation of the diacid. The compounds

  报道了一些新颖的单环噻吩基γ-内酰胺的合成和抗菌活性。所述化合物已经通过两步法合成，包括首先在分子间迈克尔加成，然后在合适的芳基氨基丙二酸酯和3-（2'-噻吩基）丙烯酰氯之间进行分子内酰胺化，然后水解并原位将二酸脱羧。该化合物对革兰氏阳性和革兰氏阴性细菌显示出中等至高的抗菌活性。
• Laser-induced switching of the biological activity of phosphonate molecules
  作者：Ilya Kolesnikov、Anastasia Khokhlova、Dmitry Pankin、Anna Pilip、Anastasia Egorova、Vladislav Zigel、Maxim Gureev、Gerd Leuchs、Alina Manshina

  DOI：10.1039/d1nj02487f

  日期：——

  Butyrylcholinesterase inhibition and its enhancement as a result of laser irradiation are demonstrated for the first time for a series of phosphorylated arylaminomalonates. The effect of substituents in the phenyl group on butyrylcholinesterase inhibition and its laser-activated enhancement is revealed experimentally and confirmed by molecular dynamics and docking modelling.

  首次证明了一系列磷酸化芳基氨基丙二酸酯对丁酰胆碱酯酶的抑制及其由于激光照射而引起的增强作用。苯基中的取代基对丁酰胆碱酯酶抑制及其激光激活增强的影响通过实验揭示，并通过分子动力学和对接建模得到证实。
• Chemoselective reduction of a lactam carbonyl group in the presence of a gem-dicarboxylate by sodium borohydride and iodine: a facile entry to N-aryl trisubstituted pyrroles
  作者：Pranab Haldar、Jayanta K Ray

  DOI：10.1016/j.tetlet.2003.09.085

  日期：2003.11

  Several N-aryl γ-lactam gem dicarboxylates were chemoselectively reduced to cyclic amine diesters by using sodium borohydride–iodine system. The reduction in all cases was completed within 2.5 h after refluxing in THF. The cyclic amine products were isolated after aqueous (acidic) workup in good yields. Hydrolytic decarboxylation followed by dehydrogenation produced N-aryl carboethoxy pyrroles.

  使用硼氢化钠-碘体系将几种N-芳基γ-内酰胺宝石二羧酸盐化学选择性还原为环状胺二酯。在所有情况下，在THF中回流后2.5小时内完成还原。在水性（酸性）后处理中分离出环状胺产物，收率很高。水解脱羧，然后脱氢产生N-芳基碳乙氧基吡咯。
• Thiazolo[3,2-a]pyrimidines, derivatives thereof, processes for
  申请人：Teijin Limited

  公开号：US04421914A1

  公开（公告）日：1983-12-20

  A compound selected from thiazolo[3,2-a]pyrimidines or their enolate derivatives represented by the following general formula ##STR1## wherein R.sup.1 and R.sup.2 are identical or different, and each represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted cycloaliphatic group having 3 to 8 carbon atoms, a substituted or unsubstituted phenylalkyl group or a substituted or unsubstituted acyl group having 2 to 7 carbon atoms, provided that R.sup.1 and R.sup.2 are not simultaneously hydrogen atoms or substituted or unsubstituted acyl groups having 2 to 7 carbon atoms; and R.sup.1 and R.sup.2, when taken together, may form, with the nitrogen atom to which they are bonded, a 5- or 6-membered ring which may further contain one or more hetero atoms; and acid addition salts of these compounds. The thiazolo[3,2-a]pyrimidines may be prepared by a process comprising (a) reacting a malonic acid derivative of the following general formula ##STR2## wherein R.sup.1 and R.sup.2 are as defined with regard to formula (I), and R.sup.4 and R.sup.5 are identical or different and each represents an alkyl group having 1 to 6 carbon atoms, with 2-aminothiazoline under heat, if desired in the presence of an inert organic solvent, to induce cyclocondensation, or (b) performing said condensation reaction in the presence of an alkali metal alkoxide, if desired in the presence of an inert organic solvent, and neutralizing the resulting enolate with an acid; and if desired, reacting the reaction product of (a) or (b) with an acid. The present invention provides also several processes for preparing enolate derivatives thereof. The thiazolo[3,2-a]pyrimidines, their enolate derivatives and acid addition compounds thereof are useful for regulating the immune function of a warm-blooded animal.

  从噻唑[3,2-a]嘧啶或其烯醇衍生物中选择的一种化合物，其由以下一般式表示##STR1##其中R.sup.1和R.sup.2相同或不同，每个代表氢原子、具有1至10个碳原子的烷基基团、具有3至10个碳原子的烯基基团、取代或未取代的苯基团、取代或未取代的具有3至8个碳原子的环脂基团、取代或未取代的苯基烷基基团或取代或未取代的具有2至7个碳原子的酰基基团，前提是R.sup.1和R.sup.2不同时为氢原子或取代或未取代的具有2至7个碳原子的酰基基团；当一起取时，R.sup.1和R.sup.2可以与它们结合的氮原子形成一个5-或6-成员环，该环可能进一步包含一个或多个杂原子；以及这些化合物的酸盐。噻唑[3,2-a]嘧啶可以通过以下过程制备：(a)在热下，如有必要，在惰性有机溶剂的存在下，将具有以下一般式的马来酸衍生物与2-氨基噻唑啉反应，以诱导环缩合，或者(b)在碱金属烷氧化物的存在下进行所述缩合反应，如有必要，在惰性有机溶剂的存在下，并用酸中和所得的烯醇；如有必要，将(a)或(b)的反应产物与酸反应。本发明还提供了几种制备其烯醇衍生物的方法。噻唑[3,2-a]嘧啶、其烯醇衍生物和酸盐化合物对调节温血动物的免疫功能有用。