N-cycloheptylhydroxylamine | 57217-53-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-cycloheptylhydroxylamine
• CAS: 57217-53-5
• 化学式: C₇H₁₅NO
• 分子量: 129.202
• InChiKey: DWAKKADRVWTKTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-cycloheptylhydroxylamine 在 盐酸 作用下， 生成 dicycloheptyl-diazene-N,N'-dioxide
  参考文献：
  名称：

  Mueller et al., Chemische Berichte, 1955, vol. 88, p. 1891,1896

  摘要：

  DOI：
• 作为产物：
  描述：

  环庚酮肟 在 盐酸 、 sodium cyanoborohydride 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以65%的产率得到N-cycloheptylhydroxylamine
  参考文献：
  名称：

  Ketonitrones via Cope-Type Hydroamination of Allenes

  摘要：

  The synthesis of ketonitrones from N-alkylhydroxylamines and monosubstituted allenes is accomplished via a Cope-type hydroamination reaction in moderate to good yields. Allenes also undergo a similar reaction with aqueous hydroxylamine to give oximes in excellent yield. DFT calculations support a proposed concerted, five-membered hydroamination process, and calculated transition state energies are in excellent agreement with experimental observations.

  DOI：

  10.1021/ol900292r

文献信息

• Metal- and Base-Free Room-Temperature Amination of Organoboronic Acids with <i>N</i> -Alkyl Hydroxylamines
  作者：Hong-Bao Sun、Liang Gong、Yu-Biao Tian、Jin-Gui Wu、Xia Zhang、Jie Liu、Zhengyan Fu、Dawen Niu

  DOI：10.1002/anie.201802782

  日期：2018.7.20

  N‐alkyl hydroxylamines are effective reagents for the amination of organoboronic acids in the presence of trichloroacetonitrile. This amination reaction proceeds rapidly at room temperature and in the absence of added metal or base, it tolerates a remarkable range of functional groups, and it can be used in the late‐stage assembly of two complex units.

  我们发现，现成的N烷基羟胺是在三氯乙腈存在下胺化有机硼酸的有效试剂。该胺化反应在室温下快速进行，在不添加金属或碱的情况下，它可以耐受各种官能团，可用于两个复杂单元的后期组装。
• [EN] NOVEL CYANOGUANIDINES<br/>[FR] NOUVELLES CYANOGUANIDINES
  申请人：TOPOTARGET AS

  公开号：WO2009086835A1

  公开（公告）日：2009-07-16

  This application discloses novel cyanoguanidines of the formula (I) wherein A is selected from -C(=O)-, -S(=O)2-, -C(=S)-, and -P(=O)(R5)-, wherein R5 is selected from C1-6-alkyl, C1-6-alkoxy, and hydroxy; B is selected from a single bond, -O-, -NR6- and -C(=O)-NR6-, wherein R6 is selected from hydrogen, optionally substituted C1-12-alkyl, optionally substituted C1-12-alkenyl, optionally substituted aryl, optionally substituted heterocyclyl, and optionally substituted heteroaryl; and m is an integer of 0-12 and n is an integer of 0-12, wherein the sum m+n is 1-20; and R1 is selected from optionally substituted heteroaryl; and pharmaceutically acceptable salts thereof, and prodrugs thereof. The compounds are usefuld for use as a medicament for the treatment of a disease or a condition caused by an elevated level of nicotinamide phosphoribosyltransferase (NAMPRT).

  该申请公开了一种新型氰胍啶化合物，其化学式为（I），其中A从-C（=O）-，-S（=O）2-，-C（=S）-和-P（=O）（R5）-中选择，其中R5选择自C1-6-烷基，C1-6-烷氧基和羟基；B从单键，-O-，-NR6-和-C（=O）-NR6-中选择，其中R6选择自氢，可选择地取代的C1-12-烷基，可选择地取代的C1-12-烯基，可选择地取代的芳基，可选择地取代的杂环烷基和可选择地取代的杂环芳基；m为0-12的整数，n为0-12的整数，其中m+n之和为1-20；R1选择自可选择地取代的杂环芳基；以及其药学上可接受的盐和前药。这些化合物可用作治疗由烟酰胺磷酸核糖转移酶（NAMPRT）水平升高引起的疾病或病况的药物。
• Simple Reaction Conditions for the Formation of Ketonitrones from Ketones and Hydroxylamines
  作者：Jennifer Y. Pfeiffer、André M. Beauchemin

  DOI：10.1021/jo901653d

  日期：2009.11.6

  The condensation of ketones and hydroxylamines to form ketonitrones was reinvestigated by using thermal conditions previously found to minimize hydroxylamine decomposition (t-BuOH, 110 °C). This simple approach allows the formation of exocyclic, acyclic, and α,β-unsaturated ketonitrones with benzylic, linear, and branched nitrogen substituents in modest to excellent isolated yields.

  酮和羟胺的缩合形成酮硝基酮通过使用先前发现的使羟胺分解最小化的热条件（t- BuOH，110°C）进行了重新研究。这种简单的方法可以形成环苄基，直链和支链氮取代基的环外，无环和α，β-不饱和酮硝酮，分离出的产率适中。
• ARYLMETHYLENE UREA DERIVATIVE AND USE THEREOF
  申请人：Ohno Michihiro

  公开号：US20100016319A1

  公开（公告）日：2010-01-21

  This invention relates to a pharmaceutical comprising as an effective ingredient an arylmethylene urea exemplified by the following formula: or a pharmaceutically acceptable salt thereof. The arylmethylene urea and the pharmaceutically acceptable salts thereof are useful for therapy or prophylaxis of inflammatory bowel disease and overactive bladder.

  本发明涉及一种药物，其有效成分为以下式子所示的芳基亚甲基脲或其药学上可接受的盐： 该芳基亚甲基脲及其药学上可接受的盐可用于治疗或预防炎症性肠病和过度活跃的膀胱。
• Cope-Type Hydroamination of Vinylboronates
  作者：Meredith A. Allen、Myroslava Volosheniuk、Eric A. Nicol、Adrian L. Schwan、André M. Beauchemin

  DOI：10.1021/acs.orglett.3c00857

  日期：2023.5.5

  Aminoboronic acid derivatives can serve as versatile synthetic intermediates and pharmacophores but remain difficult to synthesize. Herein we report a synthesis of the β-aminoboronic acid motif via anti-Markovnikov hydroamination of vinylboronates. This reaction benefits from the activating effect of the boronate substituent and forms novel BON-containing heterocycles, oxazaborolidine zwitterions. A computational

  氨基硼酸衍生物可以作为通用的合成中间体和药效团，但仍然难以合成。在此，我们报告了通过乙烯基硼酸盐的抗马尔可夫尼科夫加氢胺化合成 β-氨基硼酸基序。该反应受益于硼酸酯取代基的活化作用，并形成新的含 BON 的杂环、恶唑硼烷两性离子。包括一项计算研究，以帮助确定烯烃硼取代的影响。衍生化反应也支持恶唑硼烷加合物的合成效用。