glyoxal monoxime | 36555-52-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: glyoxal monoxime
• 英文别名: glyoxaloxime；Glyoxalmonoxime；2-hydroxyiminoacetaldehyde
• CAS: 36555-52-9
• 化学式: C₂H₃NO₂
• 分子量: 73.0513
• InChiKey: PRRPUEWAMYRKPC-UHFFFAOYSA-N

物化性质

• 沸点：
  206.8±23.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-环己二酮 、 glyoxal monoxime 在 溶剂黄146 、 锌 作用下， 反应 3.0h， 生成 1,5,6,7-四氢-4H-吲哚-4-酮
  参考文献：
  名称：

  Discovery and synthesis of tetrahydroindolone derived semicarbazones as selective Kv1.5 blockers

  摘要：

  A novel class of tetrahydroindolone-derived semicarbazones has been discovered as potent Kv 1.5 blockers. in in vitro studies, several compounds exhibited very good potency for blockade of Kv 1.5. Compound 8i showed good selectivity for blockade of Kv1.5 vs hERG and L-type calcium channels. In an anesthetized pig model, compounds 8i and 10c increased atrial ERP about 28%, 18%, respectively, in the right atrium without affecting ventricular ERP. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.057
• 作为产物：
  描述：

  草酸醛 在 氢氧化钾 、 羟胺 作用下， 生成 glyoxal monoxime
  参考文献：
  名称：

  Discovery and synthesis of tetrahydroindolone derived semicarbazones as selective Kv1.5 blockers

  摘要：

  A novel class of tetrahydroindolone-derived semicarbazones has been discovered as potent Kv 1.5 blockers. in in vitro studies, several compounds exhibited very good potency for blockade of Kv 1.5. Compound 8i showed good selectivity for blockade of Kv1.5 vs hERG and L-type calcium channels. In an anesthetized pig model, compounds 8i and 10c increased atrial ERP about 28%, 18%, respectively, in the right atrium without affecting ventricular ERP. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.057

文献信息

• Iminoxy derivatives of indole and indene compounds as inhibitors of
  申请人：Abbott Laboratories

  公开号：US05756531A1

  公开（公告）日：1998-05-26

  The present invention provides a class of substituted indole and indene iminoxy derivatives of the formula ##STR1## which inhibit leukotriene biosynthesis and are useful in the treatment of allergic and inflammatory disease states.

  本发明提供了一类替代吲哚和茚烯亚氧基衍生物的化学式如下：##STR1##，这些化合物抑制白三烯生物合成，在治疗过敏和炎症性疾病状态中具有用处。
• An expeditious synthetic protocol for chlorination of imidazole N-oxide: Synthesis of 2-chloroimidazoles
  作者：Mossaraf Hossain、Kiran Pradhan、Ashis Kumar Nanda

  DOI：10.1016/j.tetlet.2017.08.047

  日期：2017.9

  An expeditious, one-pot and room temperature protocol is reported for the synthesis of 2-chloroimidazoles from imidazole N-oxide. Simple mixing of the imidazole N-oxide, derived easily from diacetyl monoxime via three-component reaction, with oxalyl chloride in an agate mortar and pestle in open air affords the desired products in excellent yields. In view of versatile applications of 2-chloroimidazoles

  据报道，一种快速，一锅法和室温的方案可从咪唑N-氧化物合成2-氯咪唑。简单地通过三组分反应轻松地从二乙酰基单肟中衍生出的咪唑N-氧化物与草酰氯在玛瑙研钵中和杵在露天中简单混合，即可以优异的收率得到所需的产物。鉴于2-氯咪唑的广泛应用以及文献中已知仅有两种其他方法存在某些缺点，因此本方案可能很重要。
• A practical and efficient route for synthesis of 6-aminomethyl-4-oxo-4,5,6,7-tetrahydroindoles as new CNS agent precursors
  作者：Christian F. Masaguer、Enrique Raviña

  DOI：10.1016/0040-4039(96)01028-3

  日期：1996.7

  Starting from 2,5-dimethoxybenzoic acid we described a practical and efficient route for synthesis of 6-aminomethyl-4-oxotetrahydroindoles with good to acceptable overall yields of 50-30%.

  从2，5-二甲氧基苯甲酸开始，我们描述了一种实用且有效的合成6-氨基甲基-4-氧代四氢吲哚的途径，其总收率良好至50-30％。
• Preparation of 1-methylimidazole-N-oxide (NMI-O)
  作者：James Murray

  DOI：10.15227/orgsyn.093.0331

  日期：——
• The Synthesis and Insecticidal Activity of a Series of 2‐Aryl‐1,2,3‐triazoles
  作者：Ian K. Boddy、Geoff G. Briggs、Richard P. Harrison、Tim H. Jones、Mary J. O'Mahony、Ian D. Marlow、Brian G. Roberts、R. John Willis、Richard Bardsley、Jim Reid

  DOI：10.1002/(sici)1096-9063(199610)48:2<189::aid-ps461>3.0.co;2-#

  日期：1996.10

  Two synthetic routes to 2-aryl-1,2,3-triazoles are outlined. These have been used to synthesise a wide range of compounds of this structural type. Their insecticidal activities were evaluated against a number of veterinary and public health pests. The activity of these compounds is especially good against the housefly (Musca domestica). Structure-activity relationships are discussed particularly in relation to the physical properties of the compounds.