9,10-dimethoxy-4-oxo-3,4,6,7-tetrahydro-2H-pyrido[2,1-a]isoquinoline-1-carbonitrile | 97635-88-6

• 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: 9,10-dimethoxy-4-oxo-3,4,6,7-tetrahydro-2H-pyrido[2,1-a]isoquinoline-1-carbonitrile
• 英文别名: 9,10-dimethoxy-4-oxo-3,4,6,7-tetrahydro-2H-pyrido[2,1-a]isoquinoline-1-carbonitrile；4-Oxo-9,10-dimethoxy-2,3,6,7-tetrahydro-4H-benzochinolizin-1-carbonitril；1-Cyan-3,4,6,7-tetrahydro-9,10-dimethoxy-4-oxo-2H-benzochinolizin；9,10-dimethoxy-4-oxo-2,3,6,7-tetrahydrobenzo[a]quinolizine-1-carbonitrile
• CAS: 97635-88-6
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: PTZHCSZOLMODSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  4

上下游信息

反应信息

• 作为产物：
  描述：

  N-(2-(3,4-二甲氧基苯基)乙基)-2-次氮基乙酰胺 在 四磷十氧化物 、 水 、 sodium ethanolate 、 溶剂黄146 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.5h， 生成 9,10-dimethoxy-4-oxo-3,4,6,7-tetrahydro-2H-pyrido[2,1-a]isoquinoline-1-carbonitrile
  参考文献：
  名称：

  6,7-Dimethoxy-3,4-dihydroisoquinolin-1(2H)-ylidenoacetonitrile in some fusion reactions

  摘要：

  6,7-Dimethoxy-3,4-dihydroisoquinolin-1-ylacetonitrile in the enamine form readily reacts with acyl iso(thio)cyanates affording in high yields 1,2-fused oxo- and thioxodihydropyrimidoisoquinolines and thiouracyloisoquinolines. The reaction of the enamine with primary amines of diverse classes in the presence of 2 equiv of formaldehyde resulted in 1,2-fused N-substituted tetrahydropyrimidinoisoquinolines whose yields depended on the basicity and sterical accessibility of the reagent. Fused 5-hydroxyindolo-, dioxopyrrolo-, pyrroloisoquinolines formed in medium yields in the one-stage reactions of the enamine with p-benzoquinone, oxalyl chloride, and beta-nitrostyrene respectively. The reaction of 1-cyanomethyl-6,7-dimethoxydihydroisoquinoline with acrylonitrile leads to the formation of 1,2-fused iminopyridinoisoquinoline easily hydrolysable to pyridine derivative and readily reacting by the amidine group with aroyl chlorides and arylsulfonyl chlorides.

  DOI：

  10.1134/s1070428011050137

文献信息

• [3+3] Cyclization reactions of β-nitroenamines and β-enaminonitriles with α,β-unsaturated carboxylic acid chlorides
  作者：Mihály V. Pilipecz、Tamás R. Varga、Zoltán Mucsi、Pál Scheiber、Péter Nemes

  DOI：10.1016/j.tet.2008.03.090

  日期：2008.6

  New indolizidines, quinolizidines, and octahydro-pyrido[1,2-a]azepines of lactam type were synthesized from 2-nitromethylene-pyrrolidine, -piperidine, and -hexahydroazepine, respectively, by [3+3] cyclizations with α,β-unsaturated carboxylic acid chlorides. In the case of quinolizidines, a double bond migration was observed, and explained in terms of amidity percentage. Cyanomethylene-pyrrolidine gave

  通过[3 + 3]与α，β-的环化反应，分别由2-硝基亚甲基-吡咯烷，-哌啶和-六氢a庚啶合成了内酰胺型的新吲哚并咪唑，喹唑烷和八氢吡啶并[1,2- a ]氮杂ze。不饱和羧酸氯化物。在喹喔啉类的情况下，观察到双键迁移，并且用酰胺百分比来解释。当分别使用简单的开链酰基氯或肉桂酰氯时，氰基亚甲基-吡咯烷产生内酰胺类型的吲哚并咪唑，而1-氰基亚甲基-四氢异喹啉的转化产生内酰胺和酮。
• Nemes; Balazs; Toth, Synlett, 2000, # 9, p. 1327 - 1329
  作者：Nemes、Balazs、Toth、Scheiber

  DOI：——

  日期：——
• SMALL MOLECULE INHIBITORS OF VIRAL PROTEIN INTERACTIONS WITH HUMAN T-RNA
  申请人：Sirga Advanced Biopharma, Inc.

  公开号：US20150190384A1

  公开（公告）日：2015-07-09

  Disclosed herein are compounds, compositions and methods of their use to treat HIV/AIDS disease in a subject in need thereof wherein the compositions comprise small molecule inhibitors that inhibit viral preparation or viral recruitment of human tRNA3Lys.
• US9775835B2
  申请人：——

  公开号：US9775835B2

  公开（公告）日：2017-10-03
• [EN] SMALL MOLECULE INHIBITORS OF VIRAL PROTEIN INTERACTIONS WITH HUMAN T-RNA<br/>[FR] INHIBITEURS À PETITES MOLÉCULES DES INTERACTIONS DES PROTÉINES VIRALES AVEC L'ARNT HUMAIN
  申请人：SIRGA ADVANCED BIOPHARMA INC

  公开号：WO2014025749A2

  公开（公告）日：2014-02-13

  Disclosed herein are compounds, compositions and methods of their use to treat HIV/AIDS disease in a subject in need thereof, wherein the compositions comprise small molecule inhibitors that inhibit viral preparation or viral recruitment of human tRNA3Lys.