1-(2-hydroxyphenyl)ethanone O-acetyl oxime | 54758-75-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-(2-hydroxyphenyl)ethanone O-acetyl oxime
• 英文别名: o-Hydroxy-acetophenon-oximacetat；1-(2-hydroxy-phenyl)-ethanon-(O-acetyl oxime )；1-(2-Hydroxy-phenyl)-aethanon-(O-acetyl-oxim)；[1-(2-Hydroxyphenyl)ethylideneamino] acetate
• CAS: 54758-75-7
• 化学式: C₁₀H₁₁NO₃
• 分子量: 193.202
• InChiKey: IDGZAIMNRXPJNW-UHFFFAOYSA-N

物化性质

• 熔点：
  148-151°C
• 溶解度：
  可溶于丙酮、氯仿、二氯甲烷、乙酸乙酯

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  1-(2-hydroxyphenyl)ethanone O-acetyl oxime 在 sodium hydroxide 作用下， 生成 2-甲基苯并唑
  参考文献：
  名称：

  Casini,G. et al., Journal of Heterocyclic Chemistry, 1969, vol. 6, p. 279 - 283

  摘要：

  DOI：
• 作为产物：
  描述：

  2'-羟基苯乙酮 在 盐酸羟胺 、 sodium acetate trihydrate 作用下， 以 乙醇 、 水 为溶剂， 反应 2.67h， 生成 1-(2-hydroxyphenyl)ethanone O-acetyl oxime
  参考文献：
  名称：

  Design and synthesis of new of 3-(benzo[d]isoxazol-3-yl)-1-substituted pyrrolidine-2, 5-dione derivatives as anticonvulsants

  摘要：

  A series of 3-(benzo[d]isoxazol-3-yl)-N-substituted pyrrolidine-2, 5-dione (7a-7d, 8a-8d, 9a-9c) have been prepared and evaluated for their anticonvulsant activities. Preliminary anticonvulsant activity was performed using maximal electroshock (MES) and subcutaneous pentylenetetrazole (scPTZ) tests after intraperitoneal (ip) injection into mice, which are the most widely employed models for early identification of anticonvulsant candidate. The acute neurological toxicity (NT) was determined applying rotorod test. The quantitative evaluation after oral administration in rats showed that the most active was 3-(benzo[d]isoxazol-3-yl)-1-(4-fluorophenyl) pyrrolidine-2, 5-dione (8a) with ED50 values of 14.90 mg/kg. Similarly the most potent in scPTZ was 3-(benzo[d]isoxazol-3-yl)-1-cyclohexylpyrrolidine-2, 5-dione (7d) with ED50 values of 42.30 mg/kg. These molecules were more potent and less neurotoxic than phenytoin and ethosuximide which were used as reference antiepileptic drugs.

  DOI：

  10.1016/j.ejmech.2014.07.016

文献信息

• Palladium-Catalyzed Double-Isocyanide Insertion via Oxidative N–O Cleavage of Acetyl Oximes: Syntheses of 2<i>H</i>-Pyrrol-2-imines
  作者：Gopal Chandru Senadi、Ting-Yi Lu、Ganesh Kumar Dhandabani、Jeh-Jeng Wang

  DOI：10.1021/acs.orglett.7b00208

  日期：2017.3.3

  The palladium-catalyzed reaction of acetyl oximes with isocyanides was developed for the synthesis of 2H-pyrrol-2-imines. The key steps were (i) generation of an enamido-palladium(II) species, (ii) migratory double-isocyanide insertion, and (iii) cyclization. The scope of the synthesis of some 2H-pyrrol-2-imines was extended to the synthesis 1H-pyrrole-2,3-dione/1H-benzo[g]indole-2,3-dione derivatives

  开发了钯肟基乙酰肟与异氰酸酯的反应，用于合成2 H-吡咯-2-亚胺。关键步骤是（i）生成烯胺基钯（II）物种；（ii）迁移性双异氰酸酯插入；以及（iii）环化。某些2 H-吡咯-2-亚胺的合成范围通过酸水解在1 H-吡咯-2,3-二酮/ 1 H-苯并[ g ]吲哚-2,3-二酮衍生物上得到扩展。顺序一锅法。
• Lindemann; Romanoff, Journal fur praktische Chemie (Leipzig 1954), 1929, vol. <2>122, p. 215,220,225
  作者：Lindemann、Romanoff

  DOI：——

  日期：——
• Lindemann; Thiele, Justus Liebigs Annalen der Chemie, 1926, vol. 449, p. 75
  作者：Lindemann、Thiele

  DOI：——

  日期：——