N-(1-phenylpropyl)hydroxylamine | 81102-32-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(1-phenylpropyl)hydroxylamine
• 英文别名: α-ethyl-N-hydroxybenzenemethanamine；N-(1-phenyl-propyl)-hydroxylamine；N-(1-Phenyl-propyl)-hydroxylamin；(+/-)-1-Hydroxyamino-1-phenyl-propan
• CAS: 81102-32-1
• 化学式: C₉H₁₃NO
• 分子量: 151.208
• InChiKey: OHKAVOYPLJSKMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  75 °C
• 沸点：
  266.6±33.0 °C(Predicted)
• 密度：
  1.036±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  N-(1-phenylpropyl)hydroxylamine 在 二异丁基氢化铝 、 sodium fluoride 作用下， 以 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 4.0h， 以65%的产率得到N-丙基苯胺
  参考文献：
  名称：

  Regiospecific Rearrangement of Hydroxylamines to Secondary Amines Using Diisobutylaluminum Hydride

  摘要：

  A systematic investigation of a reductive ring-expansion reaction of N-monosubstituted hydroxylamines with diisobutylaluminum hydride (DIBALH) was carried out. The reaction regiospecifically provided a variety of bicyclic or tricyclic heterocycles or linear secondary amines containing nitrogen attached to an aromatic ring.

  DOI：

  10.3987/com-10-s(e)126
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 作用下， 生成 N-(1-phenylpropyl)hydroxylamine
  参考文献：
  名称：

  Grammaticakis, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1947, vol. 224, p. 1066

  摘要：

  DOI：

文献信息

• BACE INHIBITORS
  申请人：Eli Lilly and Company

  公开号：US20140371212A1

  公开（公告）日：2014-12-18

  The present invention provides a compound of Formula III: wherein A is: and Z, R 1 , R 2 , R 3 , and R 4 are as defined herein, or a pharmaceutically acceptable salt thereof.

  本发明提供了一种III式化合物：其中A是：以及Z、R1、R2、R3和R4如本文所定义，或其药学上可接受的盐。
• Metal-Free 2,2,6,6-Tetramethylpiperidin-1-yloxy Radical (TEMPO) Catalyzed Aerobic Oxidation of Hydroxylamines and Alkoxyamines to Oximes and Oxime Ethers
  作者：Sebastian Wertz、Armido Studer

  DOI：10.1002/hlca.201200175

  日期：2012.10

  TEMPO‐Mediated oxidation of hydroxylamines (=hydroxyamines) and alkoxyamines to the corresponding oxime derivatives is reported (TEMPO=2,2,6,6‐tetramethylpiperidin‐1‐yloxy radical; Scheme 2). These environmentally benign oxidations proceed in good to excellent yields (Table 1). For alkoxyamines, oxidation to the corresponding oxime ethers can be performed by using dioxygen as a terminal oxidant in

  据报道，TEMPO介导的羟胺（=羟胺）和烷氧基胺氧化为相应的肟衍生物（TEMPO = 2,2,6,6-四甲基哌啶-1-基氧基;方案2）。这些对环境无害的氧化以良好至极好的收率进行（表1）。对于烷氧基胺，可以在5-10 mol％的TEMPO或其4取代的衍生物作为催化剂的情况下，使用双氧作为末端氧化剂，氧化成相应的肟醚（流程3和表2）。重要的是，苄基溴可通过亲核取代，然后由TEMPO介导的氧化，通过原位烷氧基胺形成直接转化为肟醚（方案4和表3）。
• IDO Inhibitors
  申请人：Mautino Mario

  公开号：US20110053941A1

  公开（公告）日：2011-03-03

  Presently provided are methods for (a) modulating an activity of indoleamine 2,3-dioxygenase comprising contacting an indoleamine 2,3-dioxygenase with a modulation effective amount of a compound as described in one of the aspects described herein; (b) treating indoleamine 2,3-dioxygenase (IDO) mediated immunosuppression in a subject in need thereof, comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; (c) treating a medical conditions that benefit from the inhibition of enzymatic activity of indoleamine-2,3-dioxygenase comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; (d) enhancing the effectiveness of an anti-cancer treatment comprising administering an anti-cancer agent and a compound as described in one of the aspects described herein; (e) treating tumor-specific immunosuppression associated with cancer comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; and (f) treating immunosuppression associated with an infectious disease, e.g., HIV-I infection, comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount a compound as described in one of the aspects described herein.

  目前提供以下方法：(a) 通过接触本文中描述的化合物的调节有效量与吲哚胺2,3-二氧化酶相互作用，从而调节吲哚胺2,3-二氧化酶的活性；(b) 治疗需要吲哚胺2,3-二氧化酶(IDO)介导的免疫抑制的患者，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量；(c) 治疗需要抑制吲哚胺-2,3-二氧化酶酶活性的医疗状况，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量；(d) 增强抗癌治疗的有效性，包括给予抗癌剂和本文中描述的化合物；(e) 治疗与癌症相关的肿瘤特异性免疫抑制，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量；(f) 治疗与传染病相关的免疫抑制，例如HIV-1感染，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量。
• Inhibiting polymerization of vinyl aromatic compounds
  申请人：BETZ EUROPE, INC.

  公开号：EP0240297A1

  公开（公告）日：1987-10-07

  A method of inhibiting polymerization of a vinyl aromatic compound at elevated temperatures particularly in the preparation of a readily polymerizable vinyl aromatic compound by the use of a substituted hydroxylamine generally having a boiling point higher than the boiling point of the vinyl aromatic compound and a dinitrophenol.

  一种在高温下抑制乙烯基芳香族化合物聚合的方法，特别是在制备易聚合的乙烯基芳香族化合物时，使用沸点一般高于乙烯基芳香族化合物沸点的取代羟胺和二硝基苯酚。
• Method and composition for inhibiting acrylate ester polymerization
  申请人：BETZ EUROPE, INC.

  公开号：EP0266906A2

  公开（公告）日：1988-05-11

  Compositions and methods of inhibiting acrylate monomer polymerization at elevated temperatures comprising adding to the acrylate monomer an effective amount for the purpose of (a) hydroxylamine having the formula wherein R and Rʹ are the same or different and are hydrogen, or straight or branched chain alkyl, aryl, alkaryl or aralkyl groups,and (b) a para-phenylenediamine or derivative thereof having at least one N-H group.

  在高温下抑制丙烯酸酯单体聚合的组合物和方法，包括向丙烯酸酯单体中加入有效量的 (a) 羟胺，其式为 其中R和Rʹ相同或不同，并且是氢、或直链或支链烷基、芳基、烷芳基或芳烷基，和 (b) 对苯二胺或其衍生物，至少有一个N-H基团。