N-acetylindole-2-methylamine | 1392446-61-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-acetylindole-2-methylamine
• 英文别名: Nb-acetyl-2-indolylmethanamine；N-(1H-indol-2-ylmethyl)acetamide
• CAS: 1392446-61-5
• 化学式: C₁₁H₁₂N₂O
• mdl: MFCD24392038
• 分子量: 188.229
• InChiKey: CWNRIQZYVBZHMT-UHFFFAOYSA-N

物化性质

• 沸点：
  481.3±28.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-acetylindole-2-methylamine 、 diethyl phenacylmalonate 在 copper diacetate 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以39%的产率得到
  参考文献：
  名称：

  Cu（OAc）2促进的α-酰基甲基丙二酸酯与吲哚衍生物的氧化交叉脱氢偶联反应，可制取3功能化的吲哚和多环吲哚。

  摘要：

  开发了Cu（OAc）2促进的α-酰基甲基丙二酸酯与吲哚衍生物的氧化交叉脱氢偶联反应。就吲哚而言，区域选择性偶联产物是通过顺序的脱氢-加成-脱氢过程形成的。当第二个亲核中心位于吲哚的2-位时，进一步连续的亲核环化发生，得到多环吲哚衍生物。事实证明，Cu（OAc）2不仅起氧化剂的作用，而且起催化剂的作用。

  DOI：

  10.1021/acs.joc.0c00624
• 作为产物：
  描述：

  1-(1H-吲哚-2-基)甲胺 在 吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 N-acetylindole-2-methylamine
  参考文献：
  名称：

  Metabolism and Metabolites of Dithiocarbamates in the Plant Pathogenic Fungus Leptosphaeria maculans

  摘要：

  Synthetic compounds containing a dithiocarbamate group are known to have a variety of biological effects and applications including antifungal, herbicidal, and insecticidal application. Leptosphaeria maculans is a fungal pathogen of crucifers able to detoxify efficiently the only plant natural product containing a dithiocarbamate group, the phytoalexin brassinin. To evaluate the effects of dithiocarbamates on L. maculans, a number of structurally diverse S-methyl dithiocarbamates containing indolyl, biphenyl, and benzimidazolyl moieties were synthesized, and their antifungal activities and metabolism by L. maculans were investigated. All dithiocarbamates were transformed by L. maculans through hydrolysis to the corresponding amines, which were less antifungal than the parent compounds. Two dithiocarbonates were shown to be much less antifungal than the corresponding dithiocarbamates. Results of this investigation indicate that S-methyl dithiocarbamates are not useful inhibitors of L. maculans and that their rates of transformation by L. maculans did not correlate with the antifungal activity of the particular compound.

  DOI：

  10.1021/jf302038a

文献信息

• [EN] LYSYL OXIDASE-LIKE 2 INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE LYSYL OXYDASE-LIKE 2 ET UTILISATIONS DESDITS INHIBITEURS
  申请人：PHARMAKEA INC

  公开号：WO2017003862A1

  公开（公告）日：2017-01-05

  Described herein are compounds that are LOXL2 inhibitors, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders associated with LOXL2 activity.

  本文描述了一些是LOXL2抑制剂的化合物，制备这些化合物的方法，包含这些化合物的制药组合物和药物，以及使用这些化合物治疗与LOXL2活性相关的疾病、病症或疾病的方法。
• COMPOUNDS USEFUL FOR INHIBITING CHK1
  申请人：Keegan Kathleen S.

  公开号：US20100105683A1

  公开（公告）日：2010-04-29

  Aryl- and heteroaryl-substituted urea compounds useful in the treatment of diseases and conditions related to DNA damage or lesions in DNA replication are disclosed. Methods of making the compounds, and their use as therapeutic agents, for example, in treating cancer and other diseases characterized by defects in DNA replication, chromosome segregation, or cell division also are disclosed.

  本发明公开了用于治疗与DNA损伤或DNA复制中的损伤有关的疾病和病症的芳基和杂环基取代脲化合物。本发明还公开了制备该化合物的方法以及它们作为治疗剂的用途，例如，在治疗癌症和其他以DNA复制缺陷、染色体分离或细胞分裂为特征的疾病中。
• LYSYL OXIDASE-LIKE 2 INHIBITORS AND USES THEREOF
  申请人：PharmAkea, Inc.

  公开号：US20180186755A1

  公开（公告）日：2018-07-05

  Described herein are compounds that are LOXL2 inhibitors, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders associated with LOXL2 activity.
• US7608618B2
  申请人：——

  公开号：US7608618B2

  公开（公告）日：2009-10-27
• Metabolism and Metabolites of Dithiocarbamates in the Plant Pathogenic Fungus Leptosphaeria maculans
  作者：M. Soledade C. Pedras、Vijay K. Sarma-Mamillapalle

  DOI：10.1021/jf302038a

  日期：2012.8.15

  Synthetic compounds containing a dithiocarbamate group are known to have a variety of biological effects and applications including antifungal, herbicidal, and insecticidal application. Leptosphaeria maculans is a fungal pathogen of crucifers able to detoxify efficiently the only plant natural product containing a dithiocarbamate group, the phytoalexin brassinin. To evaluate the effects of dithiocarbamates on L. maculans, a number of structurally diverse S-methyl dithiocarbamates containing indolyl, biphenyl, and benzimidazolyl moieties were synthesized, and their antifungal activities and metabolism by L. maculans were investigated. All dithiocarbamates were transformed by L. maculans through hydrolysis to the corresponding amines, which were less antifungal than the parent compounds. Two dithiocarbonates were shown to be much less antifungal than the corresponding dithiocarbamates. Results of this investigation indicate that S-methyl dithiocarbamates are not useful inhibitors of L. maculans and that their rates of transformation by L. maculans did not correlate with the antifungal activity of the particular compound.