O-(3-苯基丙基)羟胺盐酸盐 | 73941-30-7

• 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: O-(3-苯基丙基)羟胺盐酸盐
• 英文名称: O-(3-phenylpropyl)hydroxylamine hydrochloride
• 英文别名: hydron;O-(3-phenylpropyl)hydroxylamine;chloride
• CAS: 73941-30-7
• 化学式: C₉H₁₃NO*ClH
• 分子量: 187.669
• InChiKey: FGFZOPSQLFBVLQ-UHFFFAOYSA-N

物化性质

• 熔点：
  168-169 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))

计算性质

• 辛醇/水分配系数(LogP)：
  1.93
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  35.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-benzyloxycarbonyl-amino-3,4-dihydro-1H-naphthalen-2-one 、 O-(3-苯基丙基)羟胺盐酸盐 在 吡啶 作用下， 以60%的产率得到3-benzyloxycarbonylamino-3,4-dihydro-1H-naphthalen-2-one O-(3-phenylpropyl)oxime
  参考文献：
  名称：

  Synthesis and structure activity relationships of novel non-peptidic metallo-aminopeptidase inhibitors

  摘要：

  Racemic derivatives of 3-amino-2-tetralone were synthesised and evaluated for their ability to inhibit metallo-aminopeptidase activities. New compounds substituted in position 2 by methyl ketone, substituted oximes or hydroxamic acids as well as heterocyclic derivatives were evaluated against representative members of zinc-dependent aminopeptidases: leucine aminopeptidase (E.C. 3.4.11.1), aminopeptidase-N(E.C. 3.4.11.2), Aeronumas proteolytica aminopeptidase (E.C. 3.4.11.10), and the aminopeptidase activity of leukotriene A(4) hydrolase (E.C. 3.3.2.6). Several compounds showed K-i values in the low micromolar range against the 'one-zinc' aminopeptidases, while most of them were rather poor inhibitors of the 'two-zinc' enzymes. This interesting selectivity profile may guide the design of new, specific inhibitors of target mammalian aminopeptidases with one active site zinc. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.050
• 作为产物：
  描述：

  O-(3-phenyl-propyl)-hydroxylamine 在 盐酸 作用下， 以 水 为溶剂， 生成 O-(3-苯基丙基)羟胺盐酸盐
  参考文献：
  名称：

  由 Rh(III) 催化的双 C-H 激活实现的多组分偶联和大环化：H1N1 流感的大环肟抑制剂

  摘要：

  在此，我们描述了一种实用的流线型双组分双 C-H 活化大环化策略，需要原位生成的导向基团。反应模式基于 Rh(III) 催化的三组分偶联，涉及级联 C(sp 3 )–H/C(sp 2)–H键双重激活。该过程通过容易获得的酰胺化试剂，即芳基取代的 1,4,2-二恶唑-5-酮，可以通过铑-氮烯中间体转化为酰胺导向基团来促进。DFT 计算表明，C-N 与 C-C 键形成的化学选择性是高度可控的。各种复杂的天然大环化合物、三萜类化合物、生物活性分子和药物的后期 C-H 官能化突出了这种多组分反应的合成效用。此外，所开发的方法能够方便和多样化地合成复杂的大环内酰胺，表型筛选表明通过该策略获得的几种独特的含肟大环内酰胺显示出强大的抗流感 (H1N1) 活性，没有明显的细胞毒性作用。

  DOI：

  10.1016/j.chempr.2022.10.019

文献信息

• Direct cycle between co-product and reactant: an approach to improve the atom economy and its application in the synthesis and protection of primary amines
  作者：Qi Guan、Mingyang Jiang、Junhui Wu、Yanpeng Zhai、Yue Wu、Kai Bao、Weige Zhang

  DOI：10.1039/c6gc01318j

  日期：——

  Important goals of green chemistry include maximizing the efficiency of reactants and minimizing the production of waste. In this study, a novel approach to improve the atom economy of a...

  绿色化学的重要目标包括最大程度地提高反应物的效率和最大程度地减少废物的产生。在这项研究中，一种新颖的方法可以改善原子的原子经济。
• Rapid Synthesis of Alkoxyamine Hydrochloride Derivatives from Alkyl Bromide and <i>N,N</i>′-Di-<i>tert</i>-butoxycarbonylhydroxylamine [(Boc)₂NOH]
  作者：P. Suresh Jayasekara、Kenneth A. Jacobson

  DOI：10.1080/00397911.2014.895014

  日期：2014.8.18

  route to alkoxyamine hydrochloride derivatives is by reaction of alkyl bromides with N-hydroxyphthalimide or N-hydroxysuccinimide followed by addition of hydrazine and HCl. Transformation of an alkyl bromide to the corresponding alkoxyamine hydrochloride can be accomplished more rapidly in good yields without using hazardous hydrazine by reaction of (Boc)2NOH (N,N′-di-tert-butoxycarbonylhydroxylamine)

  摘要 烷氧基胺盐酸盐衍生物的常规途径是烷基溴与N-羟基邻苯二甲酰亚胺或N-羟基琥珀酰亚胺反应，然后加入肼和HCl。通过 (Boc)2NOH（N,N'-二叔丁氧基羰基羟胺）和烷基溴反应，然后加入 HCl，可以更快地以良好的收率将烷基溴转化为相应的烷氧基胺盐酸盐，而无需使用危险的肼。烷氧基胺盐酸盐是有机合成中的强效试剂，可用于与酮或醛缩合后合成烷氧基亚氨基衍生物。图形概要
• Diaminopyrimidines and combination therapies effective for treatment of P-glycoprotein positive cancers
  申请人：——

  公开号：US20040006042A1

  公开（公告）日：2004-01-08

  The present invention provides compounds of Formula II: 1

  本发明提供了II式化合物：1
• Novel Hydroxamic Acid Esters and Pharmaceutical Use Thereof
  申请人：Fensholdt Jef

  公开号：US20070244117A1

  公开（公告）日：2007-10-18

  The invention relates to compounds of general formula I wherein D, E, F, G, W, Y, R 1 , A, R 9 , X, B, R 8 are as defined herein, and pharmaceutically acceptable salts, hydrates, or solvates thereof, for use—alone or in combination with one or more other pharmaceutically active compounds—in therapy, for treating diseases associated with deregulated angiogenesis, such as cancer.

  本发明涉及一般式I的化合物，其中D、E、F、G、W、Y、R1、A、R9、X、B、R8如本文所定义，并且其药学上可接受的盐、水合物或溶剂化物，用于治疗与异常血管生成相关的疾病，如癌症，可单独使用或与一个或多个其他药理活性化合物联合使用。
• Octahydronaphthalene oxime derivatives for cholesterol synthesis inhibition, processes for their preparation and compositions containing them
  申请人：Sankyo Company Limited

  公开号：EP0314435A2

  公开（公告）日：1989-05-03

  Compounds of formula (I): [in which: R represents hydrogen, methyl or hydroxy; X represents an alkyl, alkenyl, cycloalkyl, aryl, aralkyl, or heterocyclic group; A represents a single bond, or an alkylene, alkenylene, alkynylene or alkadienylene group; Y represents hydrogen, or an aryl, cycloalkyl or heterocyclic group] have valuable antihypercholesteremic activities and may be used in the treatment of disorders arising from a blood cholesterol imbalance in humans and other animals. They may be prepared by introducing the group =NO-A-Y in place of an oxygen atom at the 4-position or introducing the group -O-CO-X in place of a hydroxy group at the 1-position in a corresponding compound in which the hydroxy group at the 16 position is protected and deprotecting that group.

  式(I)化合物： 其中R代表氢、甲基或羟基；X代表烷基、烯基、环烷基、芳基、芳烷基或杂环基团；A代表单键或亚烷基、亚烯基、亚炔基或烷二烯基；Y代表氢或芳基、环烷基或杂环基团]具有重要的抗胆固醇胰岛素活性，可用于治疗人类和其他动物血液中胆固醇失衡引起的疾病。可以通过在 4 位引入基团 =NO-A-Y 代替氧原子，或在 16 位羟基受到保护的相应化合物中引入基团 -O-CO-X 代替 1 位羟基并对该基团进行脱保护来制备这些化合物。