(E)-methyl 3-(phenylamino)but-2-enoate | 4916-22-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-methyl 3-(phenylamino)but-2-enoate
• 英文别名: (Z)-methyl-3-(phenylamino)but-2-enoate；methyl (E)-3-(phenylamino) butenoate；methyl (E)-3-anilinobut-2-enoate
• CAS: 4916-22-7；40801-08-9
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: LAPKGJRJPQKJKI-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-methyl 3-(phenylamino)but-2-enoate 、 乙腈 在 copper diacetate 作用下， 反应 24.0h， 以74%的产率得到methyl 3,5-dimethyl-1-phenyl-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  Electrospray Ionization Mass Spectrometry Reveals an Unexpected Coupling Product in the Copper-Promoted Synthesis of Pyrazoles

  摘要：

  The reaction mechanism of the intermolecular oxidative formation of pyrazole 2 via a C-C/N-N bond-formation cascade of the enaminone 1 is investigated by means of ESI-MS. No direct reaction intermediates are observed; however, the formation of an unexpected imidazolid-3-one derivative X is observed that involves an oxidative dimerization of 1 in the presence of dioxygen. The derivative X is isolated and characterized by means of multidimensional H-1 and C-13 NMR spectroscopy.

  DOI：

  10.1021/om3010417
• 作为产物：
  描述：

  苯胺 、 methyl (E)-3-aminocrotonate 生成 (E)-methyl 3-(phenylamino)but-2-enoate
  参考文献：
  名称：

  YALE H. L.; SPITZMILLER E. R., J. HETEROCYCL. CHEM. , 1977, 14, NO 8, 1419-1421

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Aerobic Benzannulation of Amines, Benzaldehydes, and β-Dicarbonyls
  作者：Yujia Xia、Huawen Huang、Feng Zhang、Guo-Jun Deng

  DOI：10.1021/acs.orglett.9b02786

  日期：2019.9.20

  A palladium-catalyzed aerobic multicomponent benzannulation of Hantzsch reactants, i.e., amines, aldehydes, and β-dicarbonyls, has been developed. Hence, a viable entry to highly functionalized anilines has been accessed under solvent-free neat conditions. Mechanistically, the palladium chelating with an imine intermediate was proposed to be the key for this novel carbocyclization.

  已经开发了汉茨反应物，即胺，醛和β-二羰基化合物的钯催化的好氧多组分苯环。因此，在无溶剂的纯净条件下，已经可以进入高度官能化的苯胺。从机理上讲，与亚胺中间体螯合的钯是这种新型碳环化反应的关键。
• Substituted quinolone derivatives, or pharmaceutically acceptable salts or stereoisomers thereof, and pharmaceutical compositions and use thereof
  申请人：JINAN UNIVERSITY

  公开号：US10683278B2

  公开（公告）日：2020-06-16

  Provided are a substituted quinolone derivative as shown by formula (I), or a pharmaceutically acceptable salt and a prodrug molecule thereof, and a pharmaceutical composition thereof, as well as the use of same in preparing drugs for the prevention and treatment of a tumor. The quinolone derivative, salt, prodrug molecule, and pharmaceutical composition thereof can be used as a protein kinase inhibitor, which is effective in inhibiting the activity of AXL protein kinase, and is capable of inhibiting the proliferation, migration and invasion of various tumor cells; and can be used in the preparation of anti-tumor drugs, especially drugs for treating hyperproliferative diseases such as a tumor in human beings and other mammals.

  本发明提供了一种如式（I）所示的取代喹诺酮衍生物或其药学上可接受的盐和原药分子及其药物组合物，以及其在制备预防和治疗肿瘤药物中的用途。本发明的喹诺酮衍生物、盐、原药分子及其药物组合物可用作蛋白激酶抑制剂，能有效抑制AXL蛋白激酶的活性，能够抑制各种肿瘤细胞的增殖、迁移和侵袭；可用于制备抗肿瘤药物，特别是用于治疗人类和其他哺乳动物的肿瘤等过度增殖性疾病的药物。
• [EN] PHARMACEUTICAL COMPOSITION AND APPLICATION REPLACING QUINOLONE DERIVATIVE, PHARMACEUTICAL ACCEPTABLE SALT, OR STEREOISOMER<br/>[FR] COMPOSITION PHARMACEUTIQUE ET APPLICATION REMPLAÇANT UN DÉRIVÉ DE QUINOLONE, SEL PHARMACEUTIQUEMENT ACCEPTABLE, OU STÉRÉOISOMÈRE<br/>[ZH] 取代喹诺酮类衍生物或其药学上可接受的盐或立体异构体及其药用组合物和应用
  申请人：UNIV JINAN

  公开号：WO2017028797A1

  公开（公告）日：2017-02-23

  提供了式（I）所示的取代喹诺酮类衍生物或其药学上可接受的盐、前药分子及其药用组合物和在制备防治肿瘤药物中的应用。所述喹诺酮类衍生物、盐、前药分子及其药用组合物可作为蛋白激酶抑制剂，有效抑制AXL蛋白激酶的活性并且能抑制多种肿瘤细胞的增殖、迁移和侵袭；可用于制备抗肿瘤药物，特别是制备治疗人类及其它哺乳动物的肿瘤等过度增殖性疾病的药物中。
• QUINOLONE DERIVATIVE, PHARMACEUTICAL ACCEPTABLE SALT, OR STEREOISOMER THEREOF AS AXL INHIBIOTOR
  申请人：Shanghai Haihe Pharmaceutical Co., Ltd.

  公开号：EP3339294B1

  公开（公告）日：2021-04-14
• PATRICK J. B.; SAUNDERS E. K., TETRAHEDRON LETT., 1979, NO 42, 4009-4012
  作者：PATRICK J. B.、 SAUNDERS E. K.

  DOI：——

  日期：——