4-methoxy-2-(prop-1-yn-1-yl)aniline | 938052-33-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-methoxy-2-(prop-1-yn-1-yl)aniline
• 英文别名: 4-Methoxy-2-prop-1-ynylaniline
• CAS: 938052-33-6
• 化学式: C₁₀H₁₁NO
• 分子量: 161.203
• InChiKey: WWWQOKVZFSDABO-UHFFFAOYSA-N

物化性质

• 沸点：
  303.2±32.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methoxy-2-(prop-1-yn-1-yl)aniline 在 TEA 作用下， 以 甲苯 、 苯 为溶剂， 反应 13.5h， 生成 1-chloro-9-methoxy-11-methyl-6H-indolo[2,3-b][1,6]naphthyridine
  参考文献：
  名称：

  Synthesis and biological activity of 5-aza-ellipticine derivatives

  摘要：

  Novel 5-aza-ellipticine derivatives were synthesized and tested as antitumor agents. The new compounds were prepared more readily than the analogous ellipticine derivatives, which are known to be potent anti-tumor agents Although the novel 5-aza-ellipticine derivatives are not as biologically active as their corresponding ellipticine analogues, the new compounds represent a new, readily accessible class of heteroaromatic catalytic inhibitors of topoisomerase 11 and possible anti-tumor agents. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.093
• 作为产物：
  描述：

  4-氨基-3-碘苯酚 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 60.0h， 生成 4-methoxy-2-(prop-1-yn-1-yl)aniline
  参考文献：
  名称：

  Synthesis and biological activity of 5-aza-ellipticine derivatives

  摘要：

  Novel 5-aza-ellipticine derivatives were synthesized and tested as antitumor agents. The new compounds were prepared more readily than the analogous ellipticine derivatives, which are known to be potent anti-tumor agents Although the novel 5-aza-ellipticine derivatives are not as biologically active as their corresponding ellipticine analogues, the new compounds represent a new, readily accessible class of heteroaromatic catalytic inhibitors of topoisomerase 11 and possible anti-tumor agents. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.093

文献信息

• Palladium-Catalyzed Oxidation-Hydroxylation and Oxidation-Methoxylation­ of N-Boc Indoles for the Synthesis of 3-Oxoindolines
  作者：Xiao-Yu Zhou、Xia Chen、Liang-Guang Wang、Dan Yang、Zhi Li

  DOI：10.1055/s-0036-1589032

  日期：2017.8

  oxidation-hydroxylation and oxidation-methoxylation of N-Boc indoles is proposed. The palladium-catalyzed oxidation-hydroxylation and oxidation-methoxylation of N-Boc indoles for the synthesis of tert-butyl 2-hydroxy(methoxy)-3-oxoindoline-1-carboxylates and their derivatives is developed. The process occurs readily using PdCl2 as the catalyst and acetonitrile as the solvent to afford 3-oxoindolines in moderate

  摘要 开发了钯催化的N - Boc吲哚的氧化-羟基化和氧化-甲氧基化反应，以合成2-羟基（甲氧基）-3-氧代吲哚啉-1-羧酸叔丁酯及其衍生物。使用PdCl 2作为催化剂，乙腈作为溶剂，可轻松完成该过程，从而以中等至高收率得到3-oxoindoline。提出了这种钯催化N - Boc吲哚的氧化-羟基化和氧化-甲氧基化的机理。 开发了钯催化的N - Boc吲哚的氧化-羟基化和氧化-甲氧基化反应，以合成2-羟基（甲氧基）-3-氧代吲哚啉-1-羧酸叔丁酯及其衍生物。使用PdCl 2作为催化剂，乙腈作为溶剂，可轻松完成该过程，从而以中等至高收率得到3-oxoindoline。提出了这种钯催化N - Boc吲哚的氧化-羟基化和氧化-甲氧基化的机理。
• Photochemical Approach to the Cyclohepta[ <i>b</i> ]indole Scaffold by Annulative Two‐Carbon Ring‐Expansion
  作者：Dina Christina Tymann、Lars Benedix、Lyuba Iovkova、Roman Pallach、Sebastian Henke、David Tymann、Martin Hiersemann

  DOI：10.1002/chem.202002581

  日期：2020.9.16

  implementation of the concept of a photochemically elicited two‐carbon homologation of a π‐donor–π‐acceptor substituted chromophore by triple‐bond insertion. Implementing a phenyl connector between the slide‐in module and the chromophore enabled the synthesis of cylohepta[b]indole‐type building blocks by a metal‐free annulative one‐pot two‐carbon ring expansion of the five‐membered chromophore. Post‐irradiative

  我们报告了通过三键插入来实现 π 供体 - π 受体取代发色团的光化学引发双碳同系化的概念。在滑入模块和发色团之间实现苯基连接器，可以通过五元发色团的无金属环一锅双碳环扩展来合成环七[ b ]吲哚型结构单元。辐照后结构阐述提供了吲哚并[2,3- d ]托酮化合物家族的创始成员。对这种多键重组过程的控制实验与计算化学相结合，为机械假说奠定了基础。
• Well-Defined Noble Metal Single Sites in Zeolites as an Alternative to Catalysis by Insoluble Metal Salts
  作者：Paula Rubio-Marqués、Miguel A. Rivero-Crespo、Antonio Leyva-Pérez、Avelino Corma

  DOI：10.1021/jacs.5b07304

  日期：2015.9.16

  that the resting insoluble metal is catalytically useless. To circumvent this waste of precious metal and follow a rational design, we generate here well-dispersed Pt(II) and Pd(II) single sites on zeolite Y, with an exquisite control of the Lewis acidity, to catalyze different hydroaddition reactions to alkynes and alkenes with up to 10(4) catalytic cycles (at least 2 orders of magnitude superior to

  聚合形式的不溶性贵金属氯化物（即 PtCl2、PdCl2、AuCl、RhCl3）通常用作溶液中大量有机反应的催化剂。在这里，我们表明只有这些贵金属氯化物的少量可溶部分（通常为 5-30%）对炔烃和烯烃的加氢胺化、加氢烷氧基化、氢化硅烷化和环异构化具有催化活性，而其余的不溶性金属在催化上是无用的。为了避免这种贵金属的浪费并遵循合理的设计，我们在沸石 Y 上生成了分散良好的 Pt(II) 和 Pd(II) 单点，并巧妙地控制了路易斯酸度，
• BENZODIAZEPINE DERIVATIVES, COMPOSITIONS AND METHODS FOR TREATING COGNITIVE IMPAIRMENT
  申请人：Lowe, III John A.

  公开号：US20130237530A1

  公开（公告）日：2013-09-12

  This invention relates to benzodiazepine derivatives, compositions comprising therapeutically effective amounts of those benzodiazepine derivatives and methods of using those derivatives or compositions in treating central nervous system (CNS) disorders with cognitive impairment that are responsive to agonists of α5 subunit containing GABA A receptor, e.g., age-related cognitive impairment, Mild Cognitive Impairment (MCI), dementia, Alzheimer's Disease (AD), prodromal AD, post traumatic stress disorder (PTSD), schizophrenia and cancer-therapy-related cognitive impairment.
• [EN] BENZODIAZEPINE DERIVATIVES, COMPOSITIONS AND METHODS FOR TREATING COGNITIVE IMPAIRMENT<br/>[FR] DÉRIVÉS DE BENZODIAZÉPINE, COMPOSITIONS ET MÉTHODES DE TRAITEMENT D'UNE DÉFICIENCE COGNITIVE
  申请人：AGENEBIO INC

  公开号：WO2012068149A1

  公开（公告）日：2012-05-24

  This invention relates to benzodiazepine derivatives, compositions comprising therapeutically effective amounts of those benzodiazepine derivatives and methods of using those derivatives or compositions in treating central nervous system (CNS) disorders with cognitive impairment that are responsive to agonists of α5 subunit containing GABAA receptor, e.g., age-related cognitive impairment, Mild Cognitive Impairment (MCI), dementia, Alzheimer's Disease(AD), prodromal AD, post traumatic stress disorder (PTSD), schizophrenia and cancer-therapy-related cognitive impairment.