Methyl 8-methylquinoline-5-carboxylate | 82967-38-2

• 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: Methyl 8-methylquinoline-5-carboxylate
• 英文别名: methyl 8-methylquinoline-5-carbonate
• CAS: 82967-38-2
• 化学式: C₁₂H₁₁NO₂
• 分子量: 201.225
• InChiKey: SWLCMALWIAJZDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 8-methylquinoline-5-carboxylate 在 过氧化苯甲酰 N-溴代丁二酰亚胺(NBS) 、 乙酸酐 作用下， 以 甲醇 、 四氯化碳 为溶剂， 反应 1.5h， 生成 Methyl 8-(N-methyl-N-formyl)aminomethylquinoline-5-carboxylate
  参考文献：
  名称：

  Synthesis of some bifunctional derivatives of 8-methylquinoline-5-carboxylic acid

  摘要：

  DOI：

  10.1007/bf00506150
• 作为产物：
  描述：

  4-甲基-3-硝基苯甲酸 在 钯 Fe(SO₃C₆H₄NO₂)3*4.5H₂O 、 氢气 作用下， 以 甲醇 、 乙醚 、 硫酸 为溶剂， 反应 9.0h， 生成 Methyl 8-methylquinoline-5-carboxylate
  参考文献：
  名称：

  Synthesis and bromination of 8-methylquinoline-5-carboxylic acid

  摘要：

  DOI：

  10.1007/bf02401726

文献信息

• NITROGENOUS COMPOUNDS AND ANTIVIRAL DRUGS CONTAINING THE SAME
  申请人：Kureha Chemical Industry Co., Ltd.

  公开号：EP1273571A1

  公开（公告）日：2003-01-08

  The present invention provides novel compounds having antiviral activities and antiviral drugs containing the compounds as the active ingredient. The compounds are shown by the following general formula (1), wherein typically A1 and A2 are each guanidine or a group of the general fomula (ia) ; A3 is a mono- or poly-cyclic heteroaromatic ring contining 1 or 2 heteroatoms ; B1 is a single bond or alkylene group; R1 is hydrogen or alkyl group; W is an alkylene having 2-3 carbons, a cycloalkylene having 5-10 carbons, aromatic ring having 6-10 carbons, or a heteroaromatic ring having 5-10 carbons; y is C(=O)-; x is -C(=O)-NH-; n1 is an integer of 1-2; n2 is an integer of 2-3; D is a substituent selected from among various groups.

  本发明提供了具有抗病毒活性的新化合物以及含有这些化合物作为活性成分的抗病毒药物。这些化合物由以下一般式（1）所示，其中通常A1和A2分别是胍或一般式（ia）的基团；A3是含有1个或2个杂原子的单环或多环杂芳环；B1是单键或烷基基团；R1是氢或烷基基团；W是具有2-3个碳的烷基、具有5-10个碳的环烷基、具有6-10个碳的芳香环或具有5-10个碳的杂芳环；y是C(=O)-；x是-C(=O)-NH-；n1是1-2的整数；n2是2-3的整数；D是从各种基团中选择的取代基。
• CXCR4-ANTAGONISTIC DRUGS COMPRISING NITROGEN-CONTAINING COMPOUND
  申请人：Kureha Chemical Industry Co., Ltd.

  公开号：EP1389460A1

  公开（公告）日：2004-02-18

  To provide novel nitrogen-containing compounds having antagonism to CXCR4 and remedies for disease, such as rheumatism, cancer metastasis, etc., based on the CXCR4 antagonism. Nitrogen-containing compounds represented by the following general formula and CXCR4 antagonists containing these compounds as an active ingredient can be provided. The above compounds are typified by nitrogen-containing compounds represented by the following general formula (I) wherein A1 and A2 represent each a guanidino group or a group represented by the following general formula (ia) (wherein A3 represents a monocyclic or polycyclic heterocyclic aromatic ring group having 1 or 2 hetero atoms; B1 represents a single bond or alkylene group; and R1 represents hydrogen or alkyl group; W represents alkylene group having 2 to 3 carbon atoms, cyclic alkylene group having 5 to 10 carbon atoms, aromatic ring having 6 to 10 carbon atoms or heterocyclic aromatic ring having 5 to 10 carbon atoms; y is - (C=O) -; x is -C (=O) -NH-; n1 is an integer of 1 or 2; n2 is an integer of 2 or 3; and D is selected from among various substituents:

  为基于CXCR4拮抗作用提供对CXCR4具有拮抗作用的新型含氮化合物和治疗风湿病、癌症转移等疾病的药物。以下是一般式代表的含氮化合物和以这些化合物为活性成分的CXCR4拮抗剂。上述化合物以以下一般式（I）代表的含氮化合物为代表，其中A1和A2分别代表鸟氨基基团或由以下一般式（ia）代表的基团（其中A3代表具有1个或2个杂原子的单环或多环杂环芳香环基团；B1代表单键或烷基基团；R1代表氢或烷基基团；W代表具有2至3个碳原子的烷基基团、具有5至10个碳原子的环烷基团、具有6至10个碳原子的芳香环或具有5至10个碳原子的杂环芳香环；y为-(C=O)-；x为-C(=O)-NH-；n1为1或2的整数；n2为2或3的整数；D从各种取代基中选择）。
• C–H ¹⁸F-fluorination of 8-methylquinolines with Ag[¹⁸F]F
  作者：So Jeong Lee、Allen F. Brooks、Naoko Ichiishi、Katarina J. Makaravage、Andrew V. Mossine、Melanie S. Sanford、Peter J. H. Scott

  DOI：10.1039/c9cc00641a

  日期：——

  This report describes a Pd-mediated C–H radiofluorination of 8-methylquinoline derivatives with no-carrier-added Ag[¹⁸F]F. Fluorination of 10 examples in up to 21% RCY and high molar activity is reported, as well as automation of the process in a radiochemistry synthesis module.

  这篇报告描述了一种由Pd介导的C-H放射性氟化反应，使用无载体添加的Ag[18F]F对8-甲基喹啉衍生物进行反应。报告了10个样品的氟化反应，最高收率为21%，同时具有高摩尔活性，并且已经在放射化学合成模块中实现了自动化。
• Palladium-Catalyzed C–H Bond Acetoxylation via Electrochemical Oxidation
  作者：Anuska Shrestha、Melissa Lee、Anna L. Dunn、Melanie S. Sanford

  DOI：10.1021/acs.orglett.7b03559

  日期：2018.1.5

  Here we describe the development of a method for the Pd-catalyzed electrochemical acetoxylation of C–H bonds. The oxidation step of the catalytic cycle is probed through cyclic voltammetry and bulk electrolysis studies of a preformed palladacycle of 8-methylquinoline. A catalytic system for C–H acetoxylation is then developed and optimized with respect to the cell configuration, rate of oxidation,

  在这里，我们描述了钯催化C–H键的电化学乙酰氧基化方法的发展。催化循环的氧化步骤通过循环伏安法和预先形成的8-甲基喹啉Palladacycle的本体电解研究进行探测。然后，针对电池的配置，氧化速率和对电极的化学性质，开发并优化了用于C–H乙酰氧基化的催化系统。然后，将这种转化应用于包含各种方向基团的底物以及C（sp 2）–H和C（sp 3）–H键的乙酰氧基化。
• Nitrogenous compounds and antiviral drugs containing the same
  申请人：——

  公开号：US20040092556A1

  公开（公告）日：2004-05-13

  The present invention provides novel compounds having antiviral activities and antiviral drugs containing the compounds as the active ingredient. The compounds are shown by the following general formula (1), wherein typically A 1 and A 2 are each guanidine or a group of the general fomula (ia); A 3 is a mono- or poly-cyclic heteroaromatic ring contining 1 or 2 heteroatoms; B 1 is a single bond or alkylene group; R 1 is hydrogen or alkyl group; W is an alkylene having 2-3 carbons, a cycloalkylene having 5-10 carbons, aromatic ring having 6-10 carbons, or a heteroaromatic ring having 5-10 carbons; y is C(═O)—; x is —C(═O)—NH—; n 1 is an integer of 1-2; n 2 is an integer of 2-3; D is a substituent selected from among various groups. 1

  本发明提供了具有抗病毒活性的新化合物和包含该化合物作为活性成分的抗病毒药物。该化合物由以下通式（1）表示，其中通常A1和A2分别是鸟氨酸或通式（ia）的基团；A3是含有1或2个杂原子的单环或多环杂芳基环；B1是单键或烷基链；R1是氢或烷基基团；W是具有2-3个碳的烷基，具有5-10个碳的环烷基，具有6-10个碳的芳环基或具有5-10个碳的杂芳基环；y是C（═O）-；x是-C（═O）-NH-；n1是1-2的整数；n2是2-3的整数；D是从各种基团中选择的取代基。