chimanine B | 55570-33-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: chimanine B
• 英文别名: 2-[(E)-prop-1-enyl]quinoline
• CAS: 55570-33-7
• 化学式: C₁₂H₁₁N
• 分子量: 169.226
• InChiKey: NJEPMWNTUJFVTQ-GORDUTHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  chimanine B 在 palladium on activated charcoal 、 Lindlar's catalyst 、 乙醇 作用下， 生成 2-丙基喹啉
  参考文献：
  名称：

  The Preparation and Rearrangement of 2-Allyl-1,2-dihydroquinoline

  摘要：

  DOI：

  10.1021/ja01524a045
• 作为产物：
  描述：

  2-溴喹啉 在 乙醚 、 烯丙基溴化镁 作用下， 生成 chimanine B
  参考文献：
  名称：

  The Preparation and Rearrangement of 2-Allyl-1,2-dihydroquinoline

  摘要：

  DOI：

  10.1021/ja01524a045

文献信息

• Diverse One-Pot Electrophilic Trapping Reactions of 2-Quinolyl­zincates with Acyl Chlorides and Allyl Iodide
  作者：Hye Jin Jeong、Suyeon Chae、Keunhong Jeong、Sung Keon Namgoong

  DOI：10.1055/s-0039-1690036

  日期：2020.2

  tandem acylation reactions of 2-quinolylzincates under one-pot reaction conditions facilitated the formation of biologically active (Z)-3-alkylidenephthalides and multifunctionalized quinoline derivatives at specific positions. The reactions of these zincates with allyl iodide produced three different types of temperature- and alkyl-ligand-dependent C-2 homologated quinolines. The reaction mechanisms for

  在一锅法反应条件下，2-喹啉基锌酸酯的串联酰化反应有助于在特定位置形成生物活性的（Z）-3-亚烷基萘和多官能化喹啉衍生物。这些锌酸盐与烯丙基碘的反应产生了三种不同类型的依赖温度和烷基配体的C-2同源喹啉。还详细提出了由2-喹啉基锌酸酯形成所提出的产物的反应机理。
• Rapid One-Pot Synthesis of Antiparasitic Quinolines Based upon the Microwave-Assisted Coupling-Isomerization Reaction (MACIR)
  作者：Thomas Müller、Oana Schramm、Thomas Oeser、Marcel Kaiser、Reto Brun

  DOI：10.1055/s-2008-1032067

  日期：2008.2

  2-Substituted quinolines and related derivatives can be rapidly prepared from (hetero)aryl halides and propargyl alcohols in the sense of a one-pot microwave-assisted coupling-isomerization reaction (MACIR). First biological tests against trypanosomes and protozoans have revealed antiparasitic activity in the lower micromolar range.

  2-取代的喹啉和相关衍生物可以从（杂）芳基卤化物和炔丙醇在一锅微波辅助偶联异构化反应（MACIR）的意义上快速制备。针对锥虫和原生动物的首次生物学测试揭示了在较低微摩尔范围内的抗寄生虫活性。
• Expeditious preparation of 2-substituted quinolines
  作者：Mohamed A Fakhfakh、Xavier Franck、Alain Fournet、Reynald Hocquemiller、Bruno Figadère

  DOI：10.1016/s0040-4039(01)00604-9

  日期：2001.6

  A library of 2-substituted quinolines was synthesized in solution from mixtures of Grignard reagents and a quinolinium salt. Grignard reagents were prepared in one pot, taking advantage of the entrainment method for their preparation from unreactive alkyl halides. Then mixtures of 2-alkylquinolines were readily accessible for biological tests or separated by centrifugal-partition chromatography (CPC)

  由格氏试剂和喹啉盐的混合物在溶液中合成了2-取代的喹啉文库。格利雅试剂在一个锅中制备，利用了从非反应性烷基卤化物制备的夹带方法。然后2-烷基喹啉的混合物易于进行生物学测试，或在进行生物学筛选之前通过离心分配色谱法（CPC）进行分离。
• [EN] AROMATIC NITROGEN-CONTAINING 6-MEMBERED RING COMPOUNDS AND THEIR USE<br/>[FR] COMPOSÉS CYCLIQUES AROMATIQUES AZOTÉS À 6 CHAÎNONS ET LEUR UTILISATION
  申请人：MITSUBISHI TANABE PHARMA CORP

  公开号：WO2010030027A1

  公开（公告）日：2010-03-18

  The present invention provides aromatic nitrogen-containing 6-membered ring compounds having execellent PDE10 inhibitory activity. The present invention relates to an aromatic nitrogen-containing 6-membered ring compound represented by the following formula [I0] or a pharmaceutically acceptable salt thereof, a method for preparing the same, and use of said compounds for PDE10 inhibitors, and a pharmaceutical composition comprising said compounds as an active ingredient: Formula [I0] wherein: X1, X2 and X3 each independently are N or CH, and at least two of X1, X2 and X3 are N; A is *-CH=CH-, *-C(Alk)=CH-, *-CH2-CH2- or *-O-CH2- (* is a bond with R1); Alk is a lower alkyl group; Ring B is an optionally substituted nitrogen-containing aliphatic heterocyclic group; R1 is an optionally substituted nitrogen-containing heterocyclic group, a nitrogen-containing heterocyclic moiety of which is a moiety selected from the group consisting of quinoxalinyl, quinolyl, isoquinolyl, quinazolinyl, pyrazinyl, pyrimidinyl and a moiety thereof fused with a 5 to 6-membered aliphatic ring thereto; Y0 is a group selected from the group consisting of the following (1) to (5): (1) an optionally substituted phenyl or an optionally substituted aromatic monocyclic 5 to 6-membered heterocyclic group; (2) an optionally substituted aminocarbonyl; (3) an optionally substituted amino lower alkyl; (4) -O-R2 wherein R2 is hydrogen, an optionally substituted lower alkyl, lower cycloalkyl, aliphatic monocyclic 5 to 6-membered heterocyclic group, or Formula [AA]; (5) mono- or di-substituted amino; provided that, when Y0 is mono- or di-substituted amino, the nitrogen-containing heterocyclic moiety of R1 is not quinoxalinyl or quinolyl.

  本发明提供了具有出色的PDE10抑制活性的芳香氮含6元环化合物。本发明涉及以下式[I0]所代表的芳香氮含6元环化合物或其药学上可接受的盐，其制备方法，以及将所述化合物用作PDE10抑制剂，以及包含所述化合物作为活性成分的药物组合物：式[I0]其中：X1、X2和X3各自独立地为N或CH，并且至少两个X1、X2和X3为N；A为*-CH=CH-，*-C(Alk)=CH-，*-CH2-CH2-或*-O-CH2-（*为与R1的键）；Alk为低碳烷基基团；环B为可选择取代的含氮脂肪杂环基团；R1为可选择取代的含氮杂环基团，其中的氮杂环基团为从喹喔啉基，喹啉基，异喹啉基，喹唑啉基，吡嗪基，嘧啶基中选取的基团，或者与其中的5至6元脂环融合的基团；Y0为从以下（1）到（5）组成的基团：（1）可选择取代的苯基或可选择取代的芳香单环5至6元杂环基团；（2）可选择取代的氨基羰基；（3）可选择取代的氨基低碳烷基；（4）-O-R2其中R2为氢，可选择取代的低碳烷基，低环烷基，脂肪单环5至6元杂环基团，或式[AA]；（5）单取代或双取代氨基；但是，当Y0为单取代或双取代氨基时，R1的含氮杂环基团不是喹喔啉基或喹啉基。
• [EN] POLYCYCLIC COMPOUND, ORGANIC ELECTROLUMINESCENCE DEVICE, AND ELECTRONIC DEVICE<br/>[FR] COMPOSÉ POLYCYCLIQUE, DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE ET DISPOSITIF ÉLECTRONIQUE
  申请人：IDEMITSU KOSAN CO

  公开号：WO2020026133A1

  公开（公告）日：2020-02-06

  Specific polycyclic compounds of the general formula (l) and a process for their preparation, a material for an organic electroluminescence device comprising said compound, an organic electroluminescence device comprising said compound, an electronic equipment comprising said organic electroluminescence device, and the use of compounds according to general formula (l) in an organic electroluminescence device.

  通用公式(l)的特定多环化合物及其制备方法，包括该化合物的有机电致发光器件材料，包括该化合物的有机电致发光器件，包括该有机电致发光器件的电子设备，以及在有机电致发光器件中使用符合通用公式(l)的化合物。