N-(3-chloropropionyl)-N-phenylhydroxylamine | 88150-22-5

• 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: N-(3-chloropropionyl)-N-phenylhydroxylamine
• 英文别名: N-hydroxy-N-(β-chloropropionyl)-aniline；3-Chloro-N-hydroxy-N-phenylpropanamide
• CAS: 88150-22-5
• 化学式: C₉H₁₀ClNO₂
• 分子量: 199.637
• InChiKey: BHUPCWOUYOXNNU-UHFFFAOYSA-N

物化性质

• 沸点：
  329.0±44.0 °C(Predicted)
• 密度：
  1.331±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3-chloropropionyl)-N-phenylhydroxylamine 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 6.0h， 以82%的产率得到2-phenyl-3-isoxazolidinone
  参考文献：
  名称：

  Synthesis and pharmacological characterisation of a conformationally restrained series of indole-2-carboxylates as in vivo potent glycine antagonists

  摘要：

  After the identification of GV150526, the indole-2-carboxylate template was further explored in order to identify novel potential anti-stroke agents. In particular, the SAR of the side chain present at the C-3 position of the indole nucleus was widely studied. In this paper, the synthesis and the pharmacological profile of a further class of conformationally restricted analogues of GV150526 as in vitro and in vivo potent glycine antagonists is reported. In particular, a pyrazolidinone derivative was identified as a potent neuroprotective agent in animal models of cerebral ischaemia. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01141-7
• 作为产物：
  描述：

  硝基苯 在 Rh on carbon potassium carbonate 、 一水合肼 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 N-(3-chloropropionyl)-N-phenylhydroxylamine
  参考文献：
  名称：

  Synthesis and pharmacological characterisation of a conformationally restrained series of indole-2-carboxylates as in vivo potent glycine antagonists

  摘要：

  After the identification of GV150526, the indole-2-carboxylate template was further explored in order to identify novel potential anti-stroke agents. In particular, the SAR of the side chain present at the C-3 position of the indole nucleus was widely studied. In this paper, the synthesis and the pharmacological profile of a further class of conformationally restricted analogues of GV150526 as in vitro and in vivo potent glycine antagonists is reported. In particular, a pyrazolidinone derivative was identified as a potent neuroprotective agent in animal models of cerebral ischaemia. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01141-7

文献信息

• Process for producing indoles unsubstituted in the 2,3-position and
  申请人：Ciba Geigy Corporation

  公开号：US04598156A1

  公开（公告）日：1986-07-01

  Indoles of the formula I which are unsubstituted in the 2- and 3-positions: ##STR1## wherein Z is hydrogen or a group --COR, and X and Y have the meanings defined in claim 1, can be produced by a novel, simple and economical process which comprises reacting a compound of the formula II ##STR2## at a temperature of between 0.degree. and 120.degree. C., in the presence of a mercury or palladium catalyst, with benzoic acid vinyl ester, or with the vinyl ester of an aliphatic C.sub.1 -C.sub.4 -monocarboxylic acid; and optionally saponifying compounds of the formula I in which Z is --COR. The compounds of the formula I can be used for example for producing indigo dyes, or they can be used as pharmaceutical or agricultural active substances.

  公式I中未在2-和3-位置上取代的吲哚化合物：##STR1##其中Z为氢或基团--COR，X和Y的含义如权利要求1所定义，可以通过一种新颖、简单和经济的方法制备，该方法包括在0°C至120°C之间的温度下，在存在汞或钯催化剂的情况下，将公式II的化合物##STR2##与苯甲酸乙烯酯反应，或与脂肪族C.sub.1-C.sub.4-一羧酸的乙烯酯反应；并且可选择地皂化Z为--COR的公式I的化合物。公式I的化合物可以用于例如生产靛蓝染料，或者它们可以用作药用或农业活性物质。
• Synthese von 2,3-unsubstituierten,N-acylierten Indolen durch sigmatrope[3,3]-Umlagerung vonO-Vinyl-N-phenylhydroxylaminderivaten
  作者：Pierre Martin

  DOI：10.1002/hlca.19840670634

  日期：1984.9.26

  Synthesis of 2,3-Unsubstituted N-Acylindoles by [3,3]-Rearrangement of the N-Phenyl-O-vinylhydroxylamine Derivatives

  2,3-未取代的合成Ñ由[3,3]所述的-Rearrangement -Acylindoles Ñ苯基ö -vinylhydroxylamine衍生物
• MARTIN, P.
  作者：MARTIN, P.

  DOI：——

  日期：——
• MARTIN, P., HELV. CHIM. ACTA, 1984, 67, N 6, 1647-1649
  作者：MARTIN, P.

  DOI：——

  日期：——
• INDOLE DERIVATIVES AS NMDA ANTAGONISTS
  申请人：GLAXO WELLCOME S.p.A.

  公开号：EP0723541A1

  公开（公告）日：1996-07-31