(Z)-N'-hydroxy-2-(2-methoxyphenyl)acetimidamide | 137499-39-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (Z)-N'-hydroxy-2-(2-methoxyphenyl)acetimidamide
• 英文别名: N-hydroxy-2-(2-methoxyphenyl)acetamidine；2-(2-methoxyphenyl)-acetamide oxime；(1Z)-N'-hydroxy-2-(2-methoxyphenyl)ethanimidamide；N'-hydroxy-2-(2-methoxyphenyl)ethanimidamide
• CAS: 137499-39-9
• 化学式: C₉H₁₂N₂O₂
• mdl: MFCD01001368
• 分子量: 180.206
• InChiKey: OEXWNUSXRCKEQM-UHFFFAOYSA-N

物化性质

• 沸点：
  308.4±44.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 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：
  67.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-N'-hydroxy-2-(2-methoxyphenyl)acetimidamide 在 sodium hydride 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 (D,L)-5-(1-amino-2-phenylethyl)-3-(2-methoxybenzyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  1,2,4-Oxadiazole derivatives of phenylalanine: potential inhibitors of substance P endopeptidase

  摘要：

  The synthesis and the biological activity of a series of benzyl or aryl substituted 1,2,4-oxadiazole derivatives of phenyl-alanine are described. A base-promoted intermolecular cyclization reaction was performed using racemic tert-butyloxycarbonyl-protected phenylalanine methyl ester and an amidoxime. After deprotection of the amino function the compounds were evaluated for their affinity to rat brain NK1-receptors and as inhibitors of a specific substance P cleaving enzyme, substance P endopeptidase (SPE), isolated from human cerebrospinal fluid. The results indicate that several compounds are weak inhibitors of SPE. However, all compounds lacked appreciable NK1-receptor affinity.

  DOI：

  10.1016/0223-5234(93)90115-u
• 作为产物：
  描述：

  邻甲氧基苯乙腈 在 盐酸羟胺 、 sodium 作用下， 以 甲醇 为溶剂， 生成 (Z)-N'-hydroxy-2-(2-methoxyphenyl)acetimidamide
  参考文献：
  名称：

  5-（恶二唑基）色胺的合成和血清素能活性：5-HT1D受体的有效激动剂。

  摘要：

  描述了一系列新的5-（恶二唑基）色胺的合成和5-HT1D受体活性。研究了恶二唑3-取代基的修饰，连接链的长度（n）和胺取代基，并揭示了5-HT1D受体域中的大结合口袋。容纳恶二唑取代基如苄基而不会损失激动剂的效力或功效。在苯基或苄基间隔基团上引入极性官能团会导致亲和力和功能效能提高10倍。当杂环与吲哚偶联时，观察到最佳的5-HT1D活性，苄基磺酰胺20t和20u代表了一些已知的最有效的5-HT1D激动剂。杂环中的S取代O导致效能进一步提高。删除恶二唑N-2不会降低活性，建议在此位置仅需要一个H键受体。讨论了这些化合物对5-HT1D受体相对于其他血清素能受体的选择性。磺酰胺20t对5-HT1D的选择性比5-HT2、5-HT1C和5-HT3受体高> 1000倍，对5-HT1A受体的选择性高10倍。研究了该系列化合物的功能活性，并证明了与5-HT相当的5-HT1D受体效能和功效。

  DOI：

  10.1021/jm00063a003

文献信息

• 3-Oxadiazol-5-yl-1-aminoalkyl-1h-indole derivatives
  申请人：——

  公开号：US20040034073A1

  公开（公告）日：2004-02-19

  The invention provides aminoalkylindole compounds of Formula (I), wherein R 1 -R 5 , n and p are as described. Also provided are compositions containing compounds of Formula (I) and the use of compounds of Formula (I) in modulating the activity of a cannabinoid receptor in a subject. In particular, the invention provides the use of such compounds as analgesic agents. 1

  该发明提供了公式(I)的氨基烷基吲哚化合物，其中R1-R5、n和p如所述。还提供了含有公式(I)化合物的组合物，以及在调节受体活性中使用公式(I)化合物的方法。具体来说，该发明提供了将这类化合物用作镇痛剂的用途。
• Substituted Acyloxyamidines as HCV NS3/4A Inhibitors
  申请人：ViroCura Therapeutics, Inc.

  公开号：US20150133495A1

  公开（公告）日：2015-05-14

  Disclosed herein is a compound of Formula I or a pharmaceutically acceptable salt thereof, in which A, G, R 1 and R 2 are as defined herein. The compounds and pharmaceutical compositions of the compounds are suitable for the treatment of HCV infection in mammals and are also useful to modulate or inhibit NS3/4 dimerization.

  本文公开了一种I式化合物或其药学上可接受的盐，其中A、G、R1和R2的定义如本文所述。这些化合物及其制剂适用于哺乳动物HCV感染的治疗，并且也有用于调节或抑制NS3/4二聚体化的作用。
• Carboxamide oximes as convenient precursors for the synthesis of pyrimidine N-oxides
  作者：Biserka Mlakar、Bogdan Štefane、Marijan Kočevar、Slovenko Polanc

  DOI：10.1016/s0040-4020(98)00152-5

  日期：1998.4

  A general method for the synthesis of pyrimidine N-oxides from the appropriate carboxamide oximes is described. The conversion involves a treatment of various carboxamide oximes with either 1,1,3,3-tetramethoxypropane, 2,4-pentanedione, 3-ethoxy-2-propenal, 4,4-dimethoxy-2-butanone or 4-methoxy-3-butene-2-one in the presence of trifluoroacetic acid as a catalyst. The application of an unsymmetrical

  描述了由合适的羧酰胺肟合成嘧啶N-氧化物的一般方法。该转化涉及用1,1,3,3-四甲氧基丙烷，2,4-戊二酮，3-乙氧基-2-丙烯醛，4,4-二甲氧基-2-丁酮或4-甲氧基-3处理各种羧酰胺肟。 -丁烯-2-酮在三氟乙酸的存在下作为催化剂。不对称二羰基化合物的应用只能产生一种产物。我们的方法是制备吡啶基嘧啶N-氧化物的选择方法。
• 4-Phenylpiperidine compounds and their preparation and use
  申请人：A/S FERROSAN

  公开号：EP0285032A1

  公开（公告）日：1988-10-05

  Piperidine compounds having the formula wherein R¹ is hydrogen, (C₁₋₆-alkoxyaryl)alkyl, diphenylmethoxy-C₁₋₆-­alkyl, C₁₋₈-alkyl, C₄₋₁₀-cycloalkylalkyl, phenoxy- C₁₋₈-alkyl, or C₁₋₆-alkoxy-C₁₋₆-alkyl; and R is or CH=NORʹ wherein Rʹ is C₁₋₆-alkyl, C₃₋₇-cycloalkyl, C₁₋₆-alkoxy-C₁₋₆-alkyl, aryl-C₀₋₆-alkyl, which may optionally be substituted with one or more halogen and (₁₋₅-alkoxy, thienyl, or C₄₋₇-­cycloalkylalkyl. The novel compounds are useful for the treatment of pain conditions and as neuroleptics.

  式中的哌啶化合物 其中 R¹ 是氢、(C₁₋₆-烷氧基芳基)烷基、二苯基甲氧基-C₁₋₆-烷基、C₁₋₈-烷基、C₄₋₁₀-环烷基烷基、苯氧基-C₁₋₈-烷基或C₁₋₆-烷氧基-C₁₋₆-烷基；和 R 是 或 CH=NORʹ 其中 Rʹ是C₁₋₆-烷基、C₃₋₇-环烷基、C₁₋₆-烷氧基-C₁₋₆-烷基、芳基-C₀₋₆-烷基，其可任选被一个或多个卤素和(₁₋₅-烷氧基、噻吩基或C₄₋₇-环烷基烷基取代。 这些新型化合物可用于治疗疼痛和神经抑制剂。
• Synthesis and cannabinoid activity of 1-substituted-indole-3-oxadiazole derivatives: Novel agonists for the CB1 receptor
  作者：Gerard P. Moloney、James A. Angus、Alan D. Robertson、Martin J. Stoermer、Michael Robinson、Christine E. Wright、Ken McRae、Arthur Christopoulos

  DOI：10.1016/j.ejmech.2007.04.007

  日期：2008.3

  An exploratory chemical effort has been undertaken to develop a novel series of compounds as selective CB1 agonists. It is hoped that compounds of this type will have clinical utility in pain control, and cerebral ischaemia following stroke or traumatic head injury.We report here medicinal chemistry studies directed towards the investigation of a series of 1-substituted-indole-3-oxadiazoles as potential CB, agonists. Crown Copyright (c) 2007 Published by Elsevier Masson SAS. All rights reserved.