((4-甲基-2-吡啶氨基)亚甲基)丙二酸二乙酯 | 19056-88-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: ((4-甲基-2-吡啶氨基)亚甲基)丙二酸二乙酯
• 英文名称: diethyl(4-methyl-2-pyridylamino)methylenemalonate
• 英文别名: 4-Methyl-pyridyl-(2)-aminomethylen-malonsaeurediethylester；[(4-methyl-pyridin-2-ylamino)-methylene]-malonic acid diethyl ester；[(4-methyl-[2]pyridylamino)-methylene]-malonic acid diethyl ester；[(4-Methyl-[2]pyridylamino)-methylen]-malonsaeure-diaethylester；Diethyl {[(4-methylpyridin-2-yl)amino]methylidene}propanedioate；diethyl 2-[[(4-methylpyridin-2-yl)amino]methylidene]propanedioate
• CAS: 19056-88-3
• 化学式: C₁₄H₁₈N₂O₄
• mdl: MFCD00487268
• 分子量: 278.308
• InChiKey: YUYJTQOIHHNZBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  77.5
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  ((4-甲基-2-吡啶氨基)亚甲基)丙二酸二乙酯 在 盐酸 作用下， 以 二苯醚 为溶剂， 反应 10.0h， 生成 8-甲基-4-氧代-4H-吡啶基[1,2-A]嘧啶-3-羧酸
  参考文献：
  名称：

  Pyrido[1,2-a]pyrimidin-4-ones as antiplasmodial falcipain-2 inhibitors

  摘要：

  Plasmodium falciparum cysteine protease falcipain-2 (FP-2) is a promising target for antimalarial chemotherapy and inhibition of this protease affects the growth of parasite adversely. A series of pyrido[1,2-a]pyrimidin-4-ones were synthesized and evaluated for their in vitro FP-2 inhibitory potential. Compounds (14,17) showed excellent FP-2 inhibition and can serve as lead compounds for further development of potent FP-2 inhibitors as potential antimalarial drugs. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.09.008
• 作为产物：
  描述：

  2-氨基-4-甲基吡啶 、 乙氧基甲叉丙二酸二乙酯 反应 0.01h， 以76%的产率得到((4-甲基-2-吡啶氨基)亚甲基)丙二酸二乙酯
  参考文献：
  名称：

  Limitations of the Jacobs–Gould Reaction Using Microwave Irradiation

  摘要：

  [image omitted] Upon investigating the green synthesis of some antimicrobial quinolone compounds, some atypical ring-closing patterns were observed during the synthesis of various intermediates using the Jacobs-Gould reaction.

  DOI：

  10.1080/00397911.2010.486515

文献信息

• Limitations of the Jacobs–Gould Reaction Using Microwave Irradiation
  作者：Robert B. Smith、Hajira Faki、Ray Leslie

  DOI：10.1080/00397911.2010.486515

  日期：2011.4.19

  [image omitted] Upon investigating the green synthesis of some antimicrobial quinolone compounds, some atypical ring-closing patterns were observed during the synthesis of various intermediates using the Jacobs-Gould reaction.
• Cyclization of 2-Aminopyridine Derivatives. I. Substituted Ethyl 2-Pyridylaminomethylenemalonates^1,2
  作者：Gerald R. Lappin

  DOI：10.1021/ja01190a038

  日期：1948.10
• New Compounds. 3-(4-and 5-Methyl-2-pyridylamino)-acrylic Acids
  作者：Gerald R. Lappin

  DOI：10.1021/ja01177a601

  日期：1949.9
• Pyrido[1,2-a]pyrimidin-4-ones as antiplasmodial falcipain-2 inhibitors
  作者：U.R. Mane、H. Li、J. Huang、R.C. Gupta、S.S. Nadkarni、R. Giridhar、P.P. Naik、M.R. Yadav

  DOI：10.1016/j.bmc.2012.09.008

  日期：2012.11

  Plasmodium falciparum cysteine protease falcipain-2 (FP-2) is a promising target for antimalarial chemotherapy and inhibition of this protease affects the growth of parasite adversely. A series of pyrido[1,2-a]pyrimidin-4-ones were synthesized and evaluated for their in vitro FP-2 inhibitory potential. Compounds (14,17) showed excellent FP-2 inhibition and can serve as lead compounds for further development of potent FP-2 inhibitors as potential antimalarial drugs. (C) 2012 Elsevier Ltd. All rights reserved.