1-methyl-5-bromogramine | 252639-05-7

• 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: 1-methyl-5-bromogramine
• 英文别名: 1-(5-bromo-1-methylindol-3-yl)-N,N-dimethylmethanamine
• CAS: 252639-05-7
• 化学式: C₁₂H₁₅BrN₂
• 分子量: 267.168
• InChiKey: PTMQGCLIMIVNHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  8.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-methyl-5-bromogramine 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以97%的产率得到1-methyl-5-bromogramine sulfate
  参考文献：
  名称：

  1-甲基-5-溴芦竹碱衍生物及其制备方法和用 途

  摘要：

  本发明1‑甲基‑5‑溴芦竹碱衍生物及其制备方法和用途，涉及含有带1个氮原子作为仅有的环杂原子的五元环杂环化合物的杀生剂，1‑甲基‑5‑溴芦竹碱衍生物，具有如下化学结构式通式Ⅰ，其制备方法，具体步骤如下化学反应方程式所示，其用途为用作抗植物病毒剂和用作杀植物病原真菌剂。

  公开号：

  CN109651227B
• 作为产物：
  描述：

  5-溴-1-甲基吲哚 、 聚合甲醛 、 二甲胺 在 溶剂黄146 作用下， 以 水 、 二氯甲烷 为溶剂， 反应 16.5h， 以95%的产率得到1-methyl-5-bromogramine
  参考文献：
  名称：

  可见光介导的 3-(N,N-二甲基氨基甲基)-吲哚α-氧化成醛

  摘要：

  结果：我们使用光氧化还原系统（方案 1）开发了一种可见光介导的吲哚叔胺氧化成相应的醛类。基于Stern-Volmer图，提出了一系列淬火实验机理。上述方法可以获得吲哚醛衍生物，可用于合成具有生物活性特性的天然化合物，如 (-)-Vincorine。 [3]

  DOI：

  10.1002/ejoc.201801335

文献信息

• NOVEL CYCLIC BENZIMIDAZOLE DERIVATIVES USEFUL AS ANTI-DIABETIC AGENTS
  申请人：BOOKSER BRETT C.

  公开号：US20100081643A1

  公开（公告）日：2010-04-01

  Novel compounds of the structural formula (I) are activators of AMP-protein kinase and are useful in the treatment, prevention and suppression of diseases mediated by the AMPK-activated protein kinase. The compounds of the present invention are useful in the treatment of Type 2 diabetes, hyperglycemia, metabolic syndrome, obesity, hypercholesterolemia, and hypertension.

  结构式（I）的新化合物是AMP-蛋白激酶的激活剂，并且在治疗、预防和抑制由AMPK激活的蛋白激酶介导的疾病方面非常有用。本发明的化合物在治疗2型糖尿病、高血糖、代谢综合征、肥胖、高胆固醇血症和高血压方面非常有用。
• [EN] NOVEL CYCLIC BENZIMIDAZOLE DERIVATIVES USEFUL ANTI-DIABETIC AGENTS<br/>[FR] NOUVEAUX DÉRIVÉS DE BENZIMIDAZOLE CYCLIQUES UTILES COMME AGENTS ANTI-DIABÉTIQUES
  申请人：MERCK SHARP & DOHME

  公开号：WO2010047982A1

  公开（公告）日：2010-04-29

  Novel compounds of the structural formula (I) are activators of AMP-protein kinase and are useful in the treatment, prevention and suppression of diseases mediated by the AMPK-activated protein kinase. The compounds of the present invention are useful in the treatment of Type 2 diabetes, hyperglycemia, Metabolic Syndrome, obesity, hypercholesterolemia, and hypertension.

  结构式（I）的新化合物是AMP-蛋白激酶的激活剂，并且在治疗、预防和抑制由AMPK激活的蛋白激酶介导的疾病方面非常有用。本发明的化合物在治疗2型糖尿病、高血糖、代谢综合征、肥胖、高胆固醇血症和高血压方面非常有用。
• [EN] NOVEL CYCLIC BENZIMIDAZOLE DERIVATIVES USEFUL ANTI-DIABETIC AGENTS<br/>[FR] NOUVEAUX AGENTS ANTIDIABÉTIQUES UTILES AVEC DES DÉRIVÉS DE BENZIMIDAZOLE CYCLIQUES
  申请人：MERCK SHARP & DOHME

  公开号：WO2010051206A1

  公开（公告）日：2010-05-06

  Novel compounds of the structural formula (I) are activators of AMP-protein kinase and are useful in the treatment, prevention and suppression of diseases mediated by the AMPK- activated protein kinase. The compounds of the present invention are useful in the treatment of Type 2 diabetes, hyperglycemia, metabolic syndrome, obesity, hypercholesterolemia, and hypertension.

  结构式（I）的新化合物是AMP-蛋白激酶的激活剂，并且在治疗、预防和抑制由AMPK激活的蛋白激酶介导的疾病方面非常有用。本发明的化合物在治疗2型糖尿病、高血糖、代谢综合征、肥胖、高胆固醇血症和高血压方面非常有用。
• Natural Products for Drug Discovery: Discovery of Gramines as Novel Agents against a Plant Virus
  作者：Aidang Lu、Tienan Wang、Hao Hui、Xiaoye Wei、Weihao Cui、Chunlv Zhou、Hongyan Li、Ziwen Wang、Jincheng Guo、Dejun Ma、Qingmin Wang

  DOI：10.1021/acs.jafc.8b06859

  日期：2019.2.27

  Plant viral diseases seriously affect crop yield and quality. The natural product gramine (1) and its simple structural analogues 2-35 were synthesized from indoles, amines, and aldehydes in one step. The antiviral effects of these alkaloids were evaluated systematically. Most of these compounds were found to have higher antiviral effects than commercial ribavirin for the first time. Especially compounds 22, 30, and 31 exhibited significantly higher effects than ningnanmycin, thereby emerging as novel antiviral leads for further optimization. The preliminary implementation indicated that these compounds likely inhibit the assembly of tobacco mosaic virus (TMV) by cross-linking TMV capsid protein. Gramine analogues were also found to have broad-spectrum fungicidal effects. Although gramine has been reported to have influence on germination and development of Erysiphe graminis, these compounds displayed no fungicidal effects against Blumeria graminis f. sp. tritici on wheat in our test. Some of these compounds also exhibited certain insecticidal activities.
• NOVEL CYCLIC BENZIMIDAZOLE DERIVATIVES USEFUL ANTI-DIABETIC AGENTS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2348857B1

  公开（公告）日：2016-02-24