ethyl (Z)-2-chloro-2-(2-(4-bromophenyl)hydrazono)acetate | 27143-10-8

• 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: ethyl (Z)-2-chloro-2-(2-(4-bromophenyl)hydrazono)acetate
• 英文别名: Ethyl 2-(2-(4-bromophenyl)hydrazono)-2-chloroacetate；ethyl (2Z)-2-[(4-bromophenyl)hydrazinylidene]-2-chloroacetate
• CAS: 27143-10-8
• 化学式: C₁₀H₁₀BrClN₂O₂
• 分子量: 305.559
• InChiKey: CEERDXLTOMBNPH-ZROIWOOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  ethyl (Z)-2-chloro-2-(2-(4-bromophenyl)hydrazono)acetate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 34.17h， 生成 1,3,4-triphenyl-5-(p-bromophenyl)-1H,5H-pyrazolo<3,4-d>pyridazin-7-one
  参考文献：
  名称：

  α-酮三亚胺与α，β-不饱和酮的环加成产物的结构

  摘要：

  C-乙氧基羰基N-芳基nitrilimines的环加成和它们的C-乙酰类似物4到α，β-不饱和的酮，得到主要的5-酰基-4-芳基-2-吡唑啉衍生物和分别。所述cycloadducts的结构和通过光谱（支持的13 C NMR，1 H NMR和IR）和分析数据。Tewari和Parihar关于这些反应的区域化学的结论无法维持。

  DOI：

  10.1016/s0040-4020(01)86739-9
• 作为产物：
  描述：

  4-溴苯胺 、 2-氯乙酰乙酸乙酯 在 盐酸 、 sodium nitrite 、 sodium acetate 作用下， 以 水 为溶剂， 反应 2.0h， 以82.5%的产率得到ethyl (Z)-2-chloro-2-(2-(4-bromophenyl)hydrazono)acetate
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationship of novel and effective apixaban derivatives as FXa inhibitors containing 1,2,4-triazole/pyrrole derivatives as P2 binding element

  摘要：

  Four series of novel and potent FXa inhibitors possessing the 1,2,4-triazole moiety and pyrrole moiety as P2 binding element and dihydroimidazoleitetrahydropyrimidine groups as P4 binding element were designed, synthesized, and evaluated for their anticoagulant activity in human and rabbit plasma in vitro. Most compounds showed moderate to excellent activity. Compounds 14a, 16, 18c, 26c, 35a, and 35b were further examined for their inhibition activity against human FXa in vitro and rat venous thrombosis in vivo. The most promising compound 14a, with an IC50 (FXa) value of 0.15 mu M and 99% inhibition rate, was identified for further evaluation as an FXa inhibitor. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.09.024

文献信息

• Albar, Hassan A., Journal of Chemical Research, Miniprint, 1999, # 3, p. 872 - 889
  作者：Albar, Hassan A.

  DOI：——

  日期：——
• Albar, Hassan A., Journal of Chemical Research, Miniprint, 1996, # 7, p. 1756 - 1764
  作者：Albar, Hassan A.

  DOI：——

  日期：——
• Regioselective synthesis and antitumor screening of some novel N-phenylpyrazole derivatives
  作者：Ahmad M. Farag、Abdelrahman S. Mayhoub、Saber E. Barakat、Ashraf H. Bayomi

  DOI：10.1016/j.bmc.2007.10.015

  日期：2008.1

  The versatile, hitherto unreported 4-acetyl-5-methyl-1-phenyl-3-phenylcarbamoyl-1H-pyrazole (3) was prepared via the reaction of 2-(2-phenylhydrazono)-2-chloro-N-phenylacetamide with pentan-2,4-dione in the presence of sodium ethoxide. Reaction of 3 with dimethylformamide-dimethylacetal (DMF-DMA) furnished the corresponding 4-[(E)-3-(dimethylamino)aci-yloyl]-5-methyl-1-phenyl-3-phenylcarbamoyl-1H-pyrazole (5). The latter product underwent regioselective 1,3-dipolar cycloaddition with some nitrilimines to afford the non-isolable dihydropyrazole intermediates which then lose dimethylamine yielding the corresponding pyrazole derivatives. The preliminary screening for the antitumor activity of all newly synthesized compounds was carried out against Ehrlich Ascites Carcinoma tumor cells. (C) 2007 Elsevier Ltd. All rights reserved.
• ZACHINYAEV YA. V.; PETROV M. L.; FROLKOV A. I.; CHISTOKLETOV V. N.; PETRO+, ZH. ORGAN. XIMII, 1980, 16, HO 5, 938-942
  作者：ZACHINYAEV YA. V.、 PETROV M. L.、 FROLKOV A. I.、 CHISTOKLETOV V. N.、 PETRO+

  DOI：——

  日期：——
• ZACHINYAEV, YAROSLAV VASILEVICH;BOBROV, ALEKSANDR IVANOVICH;GINAK, ANATOL+, REV. ROUM. CHIM., 34,(1989) N, C. 901-903
  作者：ZACHINYAEV, YAROSLAV VASILEVICH、BOBROV, ALEKSANDR IVANOVICH、GINAK, ANATOL+

  DOI：——

  日期：——