(Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)acetamide | 132067-90-4

• 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: (Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)acetamide
• 英文别名: 2-(3,3-Dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)acetamide；(2Z)-2-(3,3-dimethyl-2,4-dihydroisoquinolin-1-ylidene)acetamide
• CAS: 132067-90-4
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: PZZCIOGSQRXPIF-XFFZJAGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  水合茚三酮 、 (Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)acetamide 以 乙酸乙酯 为溶剂， 反应 0.33h， 以81%的产率得到(3aS,8bS,Z)-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]-3a,8b-dihydroxy-1,3,3a,8b-tetrahydroindeno[1,2-b]pyrrole-2,4-dione
  参考文献：
  名称：

  茚三酮与3,3-二甲基-1,2,3,4-四氢异喹啉系列的烯氨基酰胺与屈花碱的反应

  摘要：

  1,2,3,4-四氢异喹啉系列的“推挽式”烯胺，2-（3,3-二甲基-1,2,3,4-四氢异喹啉-1-亚胺基）乙酰胺，以1,3-反应双亲核试剂与茚三酮形成三环四氢茚并[1,2- b ]吡咯体系。烯胺中的亲核中心是酰胺NH 2基团和烯胺片段的ß-碳原子。茚三酮与2- [2,2-二甲基-2,3-二氢苯并[ f ]-异喹啉-1（4 H）-亚烷基] -1-（吡咯烷基-1-基）乙酮仅涉及烯胺片段的ß-碳原子。通过异喹啉环第3位的两个甲基的空间效应使不同的反应方向合理化。Knoevenagel缩合产物是通过茚三酮与屈花碱（碱）反应制得的。1,3加成产物（3aS，8bS，Z）-{2,2-二甲基-2,3-二氢苯并[ f ]异喹啉-4（1 H）-亚烷基} -3a，8b-二羟基的结构通过X射线分析确认了-1,3,3a，8b-四氢茚并[1,2- b ]吡咯-2,4-二酮。

  DOI：

  10.1134/s1070428016090153

文献信息

• Direct heterocyclization of [3,4-dihydroisoquinolin-1(2H)-ylidene]acetamides with aroylketenes. Crystal and molecular structure of (Z)-3-(4a-methyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2H)-ylidene)-4-phenylpyridine-2,6(1H,3H)-dione
  作者：Valeriya Vladislavovna Konovalova、Yurii Vladimirovich Shklyaev、Pavel Alexandrovich Slepukhin、Andrey Nikolaevich Maslivets

  DOI：10.3998/ark.5550190.p007.980

  日期：——

  Aroylketenes generated by thermolysis of 6-aryl-2,2-dimethyl-4H-1,3-dioxin-4-ones react with ( Z)-2-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2 H)-ylidene]acetamides and (Z)-2-[4amethyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2 H)-ylidene]acetamide to produce (Z)-4aryl-3-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2 H)-ylidene)pyridine-2,6(1 H,3 H)-diones and (Z)-3-(4a-methyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2

  6-芳基-2,2-二甲基-4H-1,3-二恶英-4-酮与 (Z)-2-[3,3-二甲基-3,4-二氢异喹啉-1(2 H)-ylidene]乙酰胺和 (Z)-2-[4amethyl-1,3,4,4a,5,10b-hexahydrophenanthridin-6(2 H)-ylidene]乙酰胺生成 (Z)-4aryl-3-( 3,3-二甲基-3,4-二氢异喹啉-1(2 H)-亚基)吡啶-2,6(1 H,3 H)-二酮和(Z)-3-(4a-甲基-1,3， 4,4a,5,10b-六氢菲啶-6(2 H)-亚基)-4-苯基吡啶2,6(1 H,3 H)-二酮。(Z)-3-(4a-methyl-1,3,4,4a,5,10bhexahydrophenanthridin-6(2H)-ylidene)-4-phenylpyridine-2,6(1H,3)的晶体和分子结构H)-二酮经X-射线分析证实。
• CELL DIFFERENTIATION SUPPRESSING AGENT, METHOD OF CULTURING CELLS USING THE SAME, CULTURE SOLUTION, AND CULTURED CELL LINE
  申请人：Miyabayashi Tomoyuki

  公开号：US20090155906A1

  公开（公告）日：2009-06-18

  The object of the present invention is to provide a differentiation inhibiting agent which allows culture of a stem cell or an embryonic stem cell in an undifferentiated state without use of any feeder cell, a method for culturing using the same, a cell culture liquid using the same, and a cell prepared by culturing using this differentiation inhibiting agent. The present invention provides a differentiation inhibiting agent which comprises a low molecular weight compound, especially a tetrahydroisoquinoline derivative, as an active ingredient; a method for safely culturing a stem cell in large scale in undifferentiated state in the absence of feeder cell which comprises culturing a stem cell by using a tetrahydroisoquinoline derivative; a culture liquid for stem cells comprising a tetrahydroisoquinoline derivative; and a cell which is obtained by culture using a tetrahydroisoquinoline derivative as a differentiation inhibiting agent.

  本发明的目的是提供一种抑制分化的剂，该剂使得干细胞或胚胎干细胞可以在未分化状态下培养，而无需使用任何饲养细胞，以及使用该剂的培养方法、使用该剂的细胞培养液和使用该抑制分化剂培养制备的细胞。本发明提供了一种抑制分化的剂，其包括低分子量化合物，特别是四氢异喹啉衍生物，作为活性成分；一种安全地大规模培养未分化状态的干细胞的方法，该方法通过使用四氢异喹啉衍生物来培养干细胞而不使用饲养细胞；一种包含四氢异喹啉衍生物的干细胞培养液；以及通过使用四氢异喹啉衍生物作为抑制分化剂进行培养获得的细胞。
• Azo Coupling of Enamino Amides of the 3,3-Dimethyl-1,2,3,4-tetrahydroisoquinoline Series with Arenediazonium Salts
  作者：A. G. Mikhailovskii、E. S. Pogorelova、N. N. Pershina、E. N. Lyust、M. V. Dmitriev

  DOI：10.1134/s1070428019100051

  日期：2019.10

  The azo coupling of arenediazonium chlorides with (Z)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)- ylidene)-N-(4-methylphenyl)acetamide afforded (Z)-2-(2-arylhydrazinylidene)-2-(3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-N-(4-methylphenyl)acetamides whose structure was confirmed by H-1 NMR and X-ray diffraction data. The azo coupling products containing no p-tolyl substituent on the amide nitrogen atom exist in solution as mixtures of azo and hydrazone tautomers. Electronic absorption spectra of the synthesized compounds were studied.
• Reaction of dichlorocarbene with substituted 3,4-dihydroisoquinolines and 1-methylene-1,2,3,4-tetrahydroisoquinolines
  作者：A. F. Khlebnikov、R. R. Kostikov、V. S. Shklyaev、B. B. Aleksandrov、M. Yu. Dormidontov

  DOI：10.1007/bf00480869

  日期：1990.8
• Five-membered 2,3-dioxo heterocycles: LXIX. Direct heterocyclization of [3,4-dihydroisoquinolin-1(2H)-ylidene]-acetamides with 5-arylfuran-2,3-diones. Crystalline and molecular structure of (3E,5Z)-3-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]-5-(2-oxo-2-phenylethylidene)pyrrolidine-2,4-dione
  作者：V. V. Khalturina、Yu. V. Shklyaev、Z. G. Aliev、A. N. Maslivets

  DOI：10.1134/s1070428010040159

  日期：2010.4

  5-Arylfuran-2,3-diones react with (Z)-2-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]acetamides to give (3E,5Z)-5-(2-aryl-2-oxoethylidene)-3-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]-pyrrolidine-2,4-diones. The crystalline and molecular structures of one of the products were determined by X-ray analysis.