N-[(1-methyl-1H-indol-3-yl)methylene]benzylamine | 56971-89-2

• 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-[(1-methyl-1H-indol-3-yl)methylene]benzylamine
• 英文别名: 1-Methyl-3-(N-benzylaminomethylen)-indol；benzyl-(1-methyl-indol-3-ylmethylene)-amine；N-benzyl-1-(1-methylindol-3-yl)methanimine
• CAS: 56971-89-2
• 化学式: C₁₇H₁₆N₂
• 分子量: 248.327
• InChiKey: VBBKFBHSRGSRHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-甲基吲哚-3-甲醛 、 苄胺 以 乙醇 为溶剂， 以85%的产率得到N-[(1-methyl-1H-indol-3-yl)methylene]benzylamine
  参考文献：
  名称：

  改进方案合成的N-[（1-甲基-1H-吲哚-3-基）亚甲基]胺的抗菌，冠胆肿瘤抑制和细胞毒性测定

  摘要：

  本文报道了一种不需任何催化剂或脱水剂即可通过与烷基和芳族胺在乙醇中缩合的简单方法制备N-甲基-1H-吲哚-3-甲醛的亚胺的方法。已对化合物的抗菌，抗真菌，冠gall瘤抑制作用和细胞毒性进行了筛选。作为主要发现，某些化合物表现出潜在的生物学活性。含有4-氯苯基的亚胺分别具有潜在的抗肿瘤活性和盐水虾对冠胆瘤和盐水虾的致死性。此外，该含有4-氯苯基的亚胺还对白念珠菌真菌菌株表现出显着的抗真菌活性。已经发现含有N-二苯甲基的化合物对革兰氏阳性细菌最有活性。

  DOI：

  10.2174/15734064113099990035

文献信息

• Synthesis of N-(1-methyl-1H-indol-3-yl)methyleneamines and 3,3-diaryl-4-(1-methyl-1H-indol-3-yl)azetidin-2-ones as potential antileishmanial agents
  作者：Girija S. Singh、Yasser M.S.A. Al-kahraman、Disah Mpadi、Masoom Yasinzai

  DOI：10.1016/j.bmcl.2012.06.081

  日期：2012.9

  A series of N-(1-methyl-1H-indol-3-yl)methyleneamines and eight new 3,3-diaryl-4-(1-methyl-1H-indol-3-yl)azetidin-2-ones have been synthesized and screened for their antileishmanial activity against Leishmania major. 3,3-Diaryl-4-(1-methyl-1H-indol-3-yl)azetidin-2-ones have been synthesized by the Staudinger's ketene-imine cycloaddition employing two 2-diazo-1,2-diarylethanones as the precursors of diarylketenes. A marked improvement in anti-parasitic activity is observed by transformation of the methyleneamines to azetidin-2-ones in seven out of eight compounds. Two compounds displayed antileishmanial activity comparable to that of the clinically used antileshmanial drug, amphotericine B. (C) 2012 Elsevier Ltd. All rights reserved.
• Antimicrobial, Crown Gall Tumor Inhibitory and Cytotoxicity Assays of N-[(1-methyl-1H-indole-3-yl)methylene]amines Synthesized by an Improved Protocol
  作者：Girija Singh、Yasser Al-kahraman、Disah Mpadi、Masoom Yasinzai

  DOI：10.2174/15734064113099990035

  日期：2014.4

  alkyl and aromatic amines in ethanol without using any catalyst or dehydrating agent. The compounds have been screened for their antibacterial, antifungal, crown gall tumor inhibitory, and cytotoxic activities. As a major finding some of the compounds exhibited potential biological activity. The imine containing a 4-chlorophenyl group exhibits potential antitumor activity and brine shrimp lethality against

  本文报道了一种不需任何催化剂或脱水剂即可通过与烷基和芳族胺在乙醇中缩合的简单方法制备N-甲基-1H-吲哚-3-甲醛的亚胺的方法。已对化合物的抗菌，抗真菌，冠gall瘤抑制作用和细胞毒性进行了筛选。作为主要发现，某些化合物表现出潜在的生物学活性。含有4-氯苯基的亚胺分别具有潜在的抗肿瘤活性和盐水虾对冠胆瘤和盐水虾的致死性。此外，该含有4-氯苯基的亚胺还对白念珠菌真菌菌株表现出显着的抗真菌活性。已经发现含有N-二苯甲基的化合物对革兰氏阳性细菌最有活性。