N-methyl-1-isopropyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline | 19253-43-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: N-methyl-1-isopropyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 1-Isopropyl-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydro-isochinolin；1-isopropyl-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline；1-Isopropyl-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydro-isochinolin；6,7-dimethoxy-2-methyl-1-propan-2-yl-3,4-dihydro-1H-isoquinoline
• CAS: 19253-43-1
• 化学式: C₁₅H₂₃NO₂
• 分子量: 249.353
• InChiKey: SXWXDNHMTDAXHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-isopropyl-6,7-dimethoxy-2-methyl-3,4-dihydro-isoquinolinium; iodide 在 甲醇 、 硼酸三钠 作用下， 生成 N-methyl-1-isopropyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Alkaloid Studies. V.¹ Synthesis of 1-Isopropyl and 1-Isobutyl-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

  摘要：

  DOI：

  10.1021/ja01607a081

文献信息

• Transfer Hydrogenation of Isoquinolinium Salts Catalyzed by a Rhodium Complex
  作者：Jin Zhu、Jingen Deng、Jiashou Wu、Jian Liao

  DOI：10.1055/s-2006-949606

  日期：2006.8

  Regio- and chemoselective transfer hydrogenation of isoquinolinium salts catalyzed by [Cp*RhCl2]2 using HCOOH-Et3N (5:2) as a hydrogen source was realized. A variety of N-methyl- and N-benzyl-1,2,3,4-tetrahydroisoquinoline alkaloids were obtained in high yields by the present catalyst system.

  使用HCOOH-Et3N (5:2)作为氢源，以[Cp*RhCl2]2为催化剂，实现了对异喹啉盐的区域和化学选择性转移氢化。通过该催化体系获得了多种高产率的N-甲基和N-苄基-1,2,3,4-四氢异喹啉生物碱。
• Structure and Biocatalytic Scope of Coclaurine <i>N</i> ‐Methyltransferase
  作者：Matthew R. Bennett、Mark L. Thompson、Sarah A. Shepherd、Mark S. Dunstan、Abigail J. Herbert、Duncan R. M. Smith、Victoria A. Cronin、Binuraj R. K. Menon、Colin Levy、Jason Micklefield

  DOI：10.1002/anie.201805060

  日期：2018.8.13

  plant secondary metabolites, which have been exploited to develop analgesics, antibiotics, antitumor agents, and other therapeutic agents. Biosynthesis of BIAs proceeds via a common pathway from tyrosine to (S)‐reticulene at which point the pathway diverges. Coclaurine N‐methyltransferase (CNMT) is a key enzyme in the pathway to (S)‐reticulene, installing the N‐methyl substituent that is essential for

  苄基异喹啉生物碱 (BIA) 是结构多样的植物次生代谢物家族，已被用来开发镇痛药、抗生素、抗肿瘤剂和其他治疗剂。BIA 的生物合成通过从酪氨酸到 ( S )-网状荠烯的共同途径进行，此时该途径出现分歧。椰壳碱N-甲基转移酶 (CNMT) 是 ( S )-网状荠烯途径中的关键酶，安装N-甲基取代基，这对于许多 BIA 的生物活性至关重要。在本文中，我们描述了 CNMT 的第一个晶体结构，它与诱变研究一起定义了酶活性位点的结构。还利用一系列天然和合成底物以及辅因子类似物探索了 CNMT 的特异性。这项研究的知识可用于生成生产 BIA 或合成衍生物所需的改进 CNMT 变体。
• Novel zinc-promoted alkylation of iminium salts. New synthesis of benzylisoquinoline, phthalidylisoquinoline, and protoberberine alkaloids and related compounds
  作者：Tatsuya Shono、Hiroshi Hamaguchi、Manji Sasaki、Shumei Fujita、Kimihiko Nagami

  DOI：10.1021/jo00158a010

  日期：1983.5
• Method for Augmenting B Cell Depletion
  申请人：Chan C. Andrew

  公开号：US20080075719A1

  公开（公告）日：2008-03-27

  The present invention provides methods of augmenting B cell depletion by promoting intravascular access of B cell subsets sequestered in lymphoid tissues rendering the B cells sensitive to killing mediated by the B cell depleting agent. One method of promoting intravascular access is by the use of integrin antagonists. Methods of treating B cell disorders by this approach is also provided.
• TYROSINE DERIVATIVE
  申请人：Jackson David Y.

  公开号：US20090325962A1

  公开（公告）日：2009-12-31

  The compounds of the invention are inhibitors of alpha4 containing integrin-mediated binding to ligands such as VCAM-1 and MAdCAM.