2-(3,4-二甲氧基苯基)-N-羟基乙脒 | 42191-48-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(3,4-二甲氧基苯基)-N-羟基乙脒
• 英文名称: 2-(3,4-dimethoxy-phenyl)-acetamide oxime
• 英文别名: 2-(3,4-Dimethoxy-phenyl)-acetamidoxim；3,4-dimethoxy-phenyl-acetamidoxime；Homoveratrumsaeure-amidoxim；2-(3,4-Dimethoxy-phenyl)-N-hydroxy-acetamidine；2-(3,4-dimethoxyphenyl)-N'-hydroxyethanimidamide
• CAS: 42191-48-0
• 化学式: C₁₀H₁₄N₂O₃
• mdl: MFCD00176734
• 分子量: 210.233
• InChiKey: WJFPRBYVVFXVFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  77.1
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  2-(3,4-二甲氧基苯基)-N-羟基乙脒 在 palladium on activated charcoal potassium formate 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 2-(3,4-二甲氧基苯基)-乙脒
  参考文献：
  名称：

  甲酸钾胺肟还原制备脒

  摘要：

  脒可以通过用甲酸钾还原酰化酰胺肟来制备。该方法已被证明是非常简单和有效的。

  DOI：

  10.1055/s-2007-977444
• 作为产物：
  描述：

  3,4-二甲氧基苯乙腈 在 羟胺 作用下， 以 甲醇 为溶剂， 生成 2-(3,4-二甲氧基苯基)-N-羟基乙脒
  参考文献：
  名称：

  Dihydroxypyrimidine-4-carboxamides作为新型有效和选择性的HIV整合酶抑制剂。

  摘要：

  人类免疫缺陷病毒1型（HIV-1）整合酶是复制所需的三种组成型病毒酶之一，是化学疗法干预AIDS的合理靶标，最近在临床环境中也得到了证实。我们在这里报告的N-苄基5,6-二羟基嘧啶-4-羧酰胺的设计和合成作为一类药物，对HIV整合酶催化的链转移过程具有有效的抑制作用。在当前的研究中，对这些分子进行了结构修饰，以检查其对HIV整合酶抑制效能的影响。该系列中最有趣的化合物之一是2- [1-（二甲基氨基）-1-甲基乙基] -N-（4-氟苄基）-5,6-二羟基嘧啶-4-羧酰胺38，CIC95为78 nM。在血清蛋白存在下进行基于细胞的测定。

  DOI：

  10.1021/jm070027u

文献信息

• Exploration of diphenylalkyloxadiazoles as novel cardiac myosin activator
  作者：Manoj Manickam、Pulla Reddy Boggu、Thanigaimalai Pillaiyar、Niti Sharma、Hitesh B. Jalani、Eeda Venkateswararao、Sang-Hun Jung

  DOI：10.1016/j.bmcl.2018.06.031

  日期：2018.8

  To explore novel cardiac myosin activator, a series of diphenylalkyl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazoles have been prepared and tested for cardiac myosin ATPase activation in vitro. In all cases, three carbon spacer between the oxadiazole core and one of the phenyl ring was considered crucial. In case of 1,3,4-oxadiazole, zero to two carbon spacer between oxadiazole core and other phenyl

  为了探索新型的心肌肌球蛋白活化剂，已经制备了一系列的二苯烷基取代的1,3,4-恶二唑和1,2,4-恶二唑，并在体外测试了心脏肌球蛋白ATP酶的活化。在所有情况下，在恶二唑核和苯环之一之间的三个碳间隔基被认为是至关重要的。在1,3,4-恶二唑的情况下，恶二唑核与其他苯环之间的零至两个碳间隔是有利的。苯环可以被环己基部分取代。在1,2,4-恶二唑的情况下，恶二唑与其他苯环之间的零或一个碳间隔基是有利的。在2氢键供体（NH）基团的引入第二1,3,4-恶二唑的位置增强了活性。两种恶二唑均不能耐受任何一个苯环上的取代或苯环上的取代成其他杂环。所制备的恶二唑在平滑肌和骨骼肌上显示出对心肌的选择性激活。
• New O-(3-amino-2-hydroxy-propyl)-amidoxime derivatives, process for the
  申请人：Chinoin Gyogyszer es Vegyeszeti Termekek Gyara R.T.

  公开号：US04187220A1

  公开（公告）日：1980-02-05

  A compound effective in the treatment of diabetic angiopathy, i.e. a selective .beta.-receptor blocker has the formula ##STR1## wherein: R.sup.2 is a hydrogen or alkyl having one to five carbon atoms, R.sup.3 is alkyl having one to five carbon atoms, cycloalkyl or phenyl optionally substituted with hydroxyl or phenyl, or R.sup.2 and R.sup.3 together form a five- to eight-membered ring optionally containing also other heteroatoms and/or fused with an other ring, preferably phenyl, naphthyl, quinolyl, isoquinolyl, pyridyl, pyrazolyl, R.sup.5 is hydrogen or alkyl having one to four carbon atoms, cycloalkyl or phenyl optionally substituted with halogen, alkoxy having one to four carbon atoms or alkyl having one to four carbon atoms, R.sup.6 is hydrogen, alkyl having one to four carbon atoms or phenyl, m=0, 1 or 2, and n=0, 1 or 2.

  一种用于治疗糖尿病血管病的复合物，即一种选择性β受体阻滞剂，其化学式为##STR1##其中：R.sup.2是氢或具有一到五个碳原子的烷基，R.sup.3是具有一到五个碳原子的烷基，环烷基或苯基，可选择性地用羟基或苯基取代，或者R.sup.2和R.sup.3共同形成一个五到八元环，也可以含有其他杂原子和/或与其他环融合，优选苯基，萘基，喹啉基，异喹啉基，吡啶基，吡唑基，R.sup.5是氢或具有一到四个碳原子的烷基，环烷基或苯基，可选择性地用卤素，具有一到四个碳原子的烷氧基或烷基取代，R.sup.6是氢，具有一到四个碳原子的烷基或苯基，m=0，1或2，n=0，1或2。
• Synthesis and antiproliferative efficiency of novel bis(imidazol-1-yl)vinyl-1,2,4-oxadiazoles
  作者：Kebballi N. Nandeesh、Hassan A. Swarup、Nagarakere C. Sandhya、Chakrabhavi D. Mohan、Chottanahalli S. Pavan Kumar、Manikyanahalli N. Kumara、Kempegowda Mantelingu、Sannaiah Ananda、Kanchugarakoppal S. Rangappa

  DOI：10.1039/c5nj02925b

  日期：——

  A new class of bis(imidazol)vinyl-1,2,4-oxadiazoles were synthesised and their anti-proliferative efficiency was tested against HCT116 and A549 cancer cell lines.

  一种新型的双咪唑基乙烯基-1,2,4-噁二唑类化合物被合成，并对其抗增殖效率进行了针对HCT116和A549癌细胞系的测试。
• Synthesis of a second generation chroman/catechol hybrids and evaluation of their activity in protecting neuronal cells from oxidative stress-induced cell death
  作者：Maria Koufaki、Elissavet Theodorou、Xanthippi Alexi、Michael N. Alexis

  DOI：10.1016/j.bmc.2010.04.042

  日期：2010.6.1

  A new generation of chroman/catechol hybrids bearing heterocyclic five-membered rings, such as 1,2, 4-oxadiazole 1,3,4-oxadiazole, 1,2,3-triazole, tetrazole and isoxazole, were designed and synthesized. The activity of the new derivatives against oxidative stress induced neuronal damage, was evaluated using glutamate-challenged hippocampal HT22 cells.Compound 3 in which a 3,4-dimethoxyphenyl moiety, is directly attached to the 1,2,4-oxadiazole ring was the most active among the 2-substituted chroman analogues, with EC50 = 254 +/- 65 nM. Concerning the 5-subtituted chroman analogues, isoxazole derivative 29 exhibited the strongest activity (EC50 = 245 +/- 38 nM). However, 29 was cytotoxic at concentrations higher than 1 mu M, while the triazole analogue 24 (EC50 = 801 +/- 229 nM), was non-toxic at all concentrations tested. (C) 2010 Elsevier Ltd. All rights reserved.
• Solid-phase synthesis of 1,2,4-oxadiazoles
  作者：Christian K. Sams、Jesper Lau

  DOI：10.1016/s0040-4039(99)01983-8

  日期：1999.12

  The synthesis of 3,5-substituted 1,2,4-oxadiazoles on solid support is described. Benzoic acids bound to the Wang linker on a polystyrene resin are activated and allowed to react with N-hydroxyamidines. The resulting acylated N-hydroxyamidines are converted into 1,2,4-oxadiazoles at 125 degrees C. (C) 1999 Elsevier Science Ltd. All rights reserved.