1-methyl-9H-pyrido[3,4-b]indol-7-yl dimethylcarbamate | 1536469-79-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 1-methyl-9H-pyrido[3,4-b]indol-7-yl dimethylcarbamate
• 英文别名: (1-methyl-9H-pyrido[3,4-b]indol-7-yl) N,N-dimethylcarbamate
• CAS: 1536469-79-0
• 化学式: C₁₅H₁₅N₃O₂
• 分子量: 269.303
• InChiKey: BPGRMHBYMRUKGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.08
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.22
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  肉叶云香碱 在 4-二甲氨基吡啶 、 氢溴酸 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 10.0h， 生成 1-methyl-9H-pyrido[3,4-b]indol-7-yl dimethylcarbamate
  参考文献：
  名称：

  ß-CARBOLINE, DIHYDRO-ß-CARBOLINE AND TETRAHYDRO-ß-CARBOLINE ALKALOID DERIVATIVES AND PREPARATION METHODS SAME AND USE IN ASPECTS OF PREVENTING AND TREATING PLANT VIRUSES, FUNGICIDES AND INSECTICIDES

  摘要：

  本发明涉及β-咔啉、二氢β-咔啉和四氢β-咔啉生物碱衍生物(I)，以及其制备方法和在预防和治疗植物病毒、杀菌剂和杀虫剂方面的用途。本发明中的β-咔啉、二氢β-咔啉和四氢β-咔啉生物碱衍生物显示出特别出色的抗植物病毒活性，同时还具有杀菌和杀虫活性。

  公开号：

  US20160326166A1

文献信息

• [EN] Β-CARBOLINE, DIHYDRO-Β-CARBOLINE AND TETRAHYDRO-Β-CARBOLINE ALKALOID DERIVATIVES AND METHOD FOR PREPARING SAME AND USE IN ASPECTS OF PREVENTING AND TREATING PLANT VIRUSES, FUNGICIDES AND INSECTICIDES<br/>[FR] DÉRIVÉS ALCALOÏDES DE LA Β-CARBOLINE, DIHYDRO-Β-CARBOLINE ET TÉTRAHYDRO-Β-CARBOLINE ET PROCÉDÉ POUR LES PRÉPARER ET UTILISATION DANS LES ASPECTS DE PRÉVENTION ET DE TRAITEMENT CONTRE LES VIRUS DES PLANTES, FONGICIDES ET INSECTICIDES<br/>[ZH] β-咔啉，二氢-β-咔啉和四氢-β-咔啉生物碱衍生物及其制备方法和在防治植物病毒、杀菌、杀虫方面的应用
  申请人：UNIV NANKAI

  公开号：WO2015101206A1

  公开（公告）日：2015-07-09

  本发明涉及β-咔啉，二氢-β-咔啉和四氢-β-咔啉生物碱衍生物(I)及其制备方法和在防治植物病毒、杀虫、杀菌方面的应用，式中各基团的意义见说明书。本发明的β-咔啉，二氢-β-咔啉和四氢-β-咔啉生物碱衍生物表现出特别优异的抗植物病毒活性，还具有杀菌活性和杀虫活性。
• Synthesis and Antiviral and Fungicidal Activity Evaluation of β-Carboline, Dihydro-β-carboline, Tetrahydro-β-carboline Alkaloids, and Their Derivatives
  作者：Hongjian Song、Yongxian Liu、Yuxiu Liu、Lizhong Wang、Qingmin Wang

  DOI：10.1021/jf404840x

  日期：2014.2.5

  Six known beta-carboline, dihydro-beta-carboline, and tetrahydro-beta-carboline alkaloids and a series of their derivatives were designed, synthesized, and evaluated for their anti-tobacco mosaic virus (TMV) and fungicidal activities for the first time. All of the alkaloids and some of their derivatives (compounds 3, 4, 14, and 19) exhibited higher anti-TMV activity than the commercial antiviral agent Ribavirin both in vitro and in vivo. Especially, the inactivation, curative, and protection activities of alkaloids Harmalan (62.3, 55.1, and 60.3% at 500 mu g/mL) and tetrahydroharmane (64.2, 57.2, and 59.5% at 500 mu g/mL) in vivo were much higher than those of Ribavirin (37.4, 36.2, and 38.5% at 500 mu g/mL). A new derivative, 14, with optimized physicochemical properties, obviously exhibited higher activities in vivo (50.4, 43.9, and 47.9% at 500 mu g/mL) than Ribavirin and other derivatives; therefore, 14 can be used as a new lead structure for the development of anti-TMV drugs. Moreover, most of these compounds exhibited good fungicidal activity against 14 kinds of fungi, especially compounds 4, 7, and 11.