(E)-5-bromofuran-2-carbaldehydeoxime | 57784-60-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: (E)-5-bromofuran-2-carbaldehydeoxime
• 英文别名: anti-5-Brom-2-hydroxyiminomethyl-furan；5-bromo-furan-2-carbaldehyde oxime；5-bromo-furfural oxime；5-Brom-furfural-oxim；(NE)-N-[(5-bromofuran-2-yl)methylidene]hydroxylamine
• CAS: 57784-60-8
• 化学式: C₅H₄BrNO₂
• 分子量: 189.996
• InChiKey: IFWZXDMZYQEEFZ-XVNBXDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-5-bromofuran-2-carbaldehydeoxime 在 sodium amalgam 、 溶剂黄146 作用下， 生成 1-(5-溴-2-呋喃基)甲胺
  参考文献：
  名称：

  Iwanow, Fabrikant, 1954, vol. 1, p. 21,23

  摘要：

  DOI：
• 作为产物：
  描述：

  5-溴-2-呋喃甲醛 在 sodium hydroxide 、 盐酸羟胺 作用下， 生成 (E)-5-bromofuran-2-carbaldehydeoxime
  参考文献：
  名称：

  THE PREPARATION OF 5-BROMOFURFURAL AND SOME OF ITS DERIVATIVES

  摘要：

  DOI：

  10.1021/ja01366a054

文献信息

• Synthesis and biological evaluation of novel marine-derived indole-based 1,2,4-oxadiazoles derivatives as multifunctional neuroprotective agents
  作者：Cheng-Shi Jiang、Yan Fu、Li Zhang、Jing-Xu Gong、Zhen-Zhong Wang、Wei Xiao、Hai-Yan Zhang、Yue-Wei Guo

  DOI：10.1016/j.bmcl.2014.11.068

  日期：2015.1

  Phidianidines (1), isolated from the marine opisthobranch mollusk Phidiana militaris, present the first example of natural products possessing an 1,2,4-oxadiazole ring system and show various bioactivities. However, the structure-activity relationship study related to 1 has not been reported yet. As our ongoing effect toward marine-derived potential neuroprotective agents, a series of phidianidine-based derivatives have been synthesized and evaluated for neuroprotective effects against amyloid-beta(25-35) (A beta(25-35))-, hydrogenperoxide (H2O2)-, and oxygen-glucose deprivation (OGD)-induced neurotoxicity in SH-SY5Y cells. The bioassay results indicated that some of analogs, especially 2q and 2r, exhibited good in vitro neuroprotective effects in the above three screening models. The preliminary SAR study indicated that substituent groups introduced to the benzene ring play a crucial role in their bioactivity. In particular, the linear alkoxy group at 4-position favors the neuroprotective activity, while a bulky group could lead the activity decrease or loss. These findings could provide an alternative strategy for the development of novel indole-based 1,2,4-oxadiazole derivatives for the treatment of Alzheimer's disease. (C) 2014 Elsevier Ltd. All rights reserved.
• Scheibler et al., Journal fur praktische Chemie (Leipzig 1954), 1933, vol. <2> 136, p. 232,233
  作者：Scheibler et al.

  DOI：——

  日期：——
• Khisamutdinov,G.Kh. et al., Journal of general chemistry of the USSR, 1966, vol. 36, p. 1847
  作者：Khisamutdinov,G.Kh. et al.

  DOI：——

  日期：——
• BARTROLL R., REV. ICIDCA, 19,(1985) N 2, 65-68
  作者：BARTROLL R.

  DOI：——

  日期：——
• THE PREPARATION OF 5-BROMOFURFURAL AND SOME OF ITS DERIVATIVES
  作者：Henry Gilman、George F. Wright

  DOI：10.1021/ja01366a054

  日期：1930.3