2-Acetyl-1,2,3,4-tetrahydro-6,7-dimethoxy-1-(3,4-dimethoxy-benzyliden)-isochinolin | 2129-59-1

• 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: 2-Acetyl-1,2,3,4-tetrahydro-6,7-dimethoxy-1-(3,4-dimethoxy-benzyliden)-isochinolin
• 英文别名: 2-Acetyl-1-(3,4-dimethoxybezyliden)-1,2,3,4-tetrahydro-6,7-dimethoxy-isochinolin；2-acetyl-1-(3,4-dimethoxy-benzylidene)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline；2-acetyl-1,2,3,4-tetrahydro-6,7-dimethoxy-1-veratrylidene-isoquinoline；1-[1-[(3,4-Dimethoxyphenyl)methylidene]-6,7-dimethoxy-3,4-dihydroisoquinolin-2-yl]ethanone
• CAS: 2129-59-1
• 化学式: C₂₂H₂₅NO₅
• 分子量: 383.444
• InChiKey: UKWPGQNUELVLGE-UHFFFAOYSA-N

物化性质

• 熔点：
  193 °C
• 沸点：
  580.5±50.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

文献信息

• Process for preparing N-acyltetrahydroisoquinoline
  申请人：Takasago Perfumery Co., Ltd.

  公开号：EP0245960A2

  公开（公告）日：1987-11-19

  A process for preparing an N-acyltetrahydro­isoquinoline represented by formula (II) wherein A repesents a phenylene ring substituted with a hydroxyl group, a Cl-4 alkoxy, acetoxy, or benzyloxy group; R represents a hydrogen atom, a Cl-1 alkyl, or phenyl group; and X represents a hydrogen atom, a phenyl group, or a phenyl group substituted with a hydroxyl group, a lower alkoxy group or an acetoxy group, which comprises asymmetrically hydrogenating a solution of an N-acyl-1-­methylenetetrahydroisoquinoline or N-acyl-1-benzylidene­tetrahydroisoquinoline represented by formula (I) wherein A, R, and X are as defined above, in solution at a H₂ pressure of 1 to 10 kg/cm² at 10 to 40°C for 10 to 160 hours, in the presence as catalyst of an optically active ruthenium-phosphine complex, of which several examples are given. The process exclusively and efficiently provides a useful isomer of the N-actyltetrahydroisoquinoline of high purity which is useful as an intermediate for synthesizing isoquinoline type alkaloids as pharmaceuticals without involving optical resolution of a racemate.

  一种制备由式(II)代表的N-酰基四氢异喹啉的工艺 其中 A 代表被羟基、Cl-4 烷氧基、乙酰氧基或苄氧基取代的苯基环；R 代表氢原子、Cl-1 烷基或苯基；X 代表氢原子、苯基或被羟基、低级烷氧基或乙酰氧基取代的苯基、 其中包括不对称地氢化由式（I）代表的 N-酰基-1-亚甲基四氢异喹啉或 N-酰基-1-亚苄基四氢异喹啉的溶液 其中 A、R 和 X 如上定义，在光学活性钌膦络合物作为催化剂存在下，于 10 至 40°C 下，在 1 至 10 kg/cm² 的 H₂ 压力下，在溶液中进行 10 至 160 小时。 该工艺独家有效地提供了一种有用的高纯度 N-内酰四氢异喹啉异构体，该异构体可用作合成异喹啉类生物碱的中间体，而不涉及外消旋体的光学解析。
• Piperazine derivatives useful as calmodolin inhibitors
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：EP0624584A1

  公开（公告）日：1994-11-17

  A compound represented by formula (I): wherein Q represents an aryl group, a heterocyclic group, a diarylmethyl group, an aralkyl group composed of an aryl group and an alkylene group, an alkyl group or a cycloalkyl group, in which the aryl group, heterocyclic group, and the aryl moiety of the diarylmethyl group and aralkyl group may be substituted with one or more substituents; R represents a bicyclic, substituted, nitrogen-containing heterocyclic group or a substituted phenyl group, in which the nitrogen-containing heterocyclic group is composed of a 5-membered, substituted, aromatic or saturated ring containing one or two nitrogen atoms and a 6-membered ring; and Z represents an alkylene group, an alkenylene group, an alkylene group, a carbonyl group, an alkylene group containing a carbonyl group or an oxalyl group, or a salt thereof. The compound has calmodulin inhibitory activity and is useful as a treating agent for diseases in the circulatory organs or in the cerebral region which are caused by excessive activation of calmodulin.

  式 (I) 所代表的化合物： 其中 Q 代表芳基、杂环基、二芳甲基、由芳基和亚烷基组成的芳烷基、烷基或环 烷基，其中芳基、杂环基以及二芳甲基和芳烷基的芳基可被一个或多个取代基取代；R 代表双环、取代的含氮杂环基团或取代的苯基，其中含氮杂环基团由含有一个或两个氮原子的五元环、取代的芳香环或饱和环以及六元环组成；以及 Z 代表烯基、烯基、亚烷基、羰基、含有羰基的亚烷基或草酰基、 或其盐。该化合物具有钙调蛋白抑制活性，可用于治疗因钙调蛋白过度活化而引起的循环器官或脑部疾病。
• Piperazine derivatives useful as calmodulin inhibitors
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：EP0624584B1

  公开（公告）日：1998-08-19
• US4851537A
  申请人：——

  公开号：US4851537A

  公开（公告）日：1989-07-25
• US5681954A
  申请人：——

  公开号：US5681954A

  公开（公告）日：1997-10-28