7-二甲氨基-2-喹诺酮 | 101340-84-5

• 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
• 中文名称: 7-二甲氨基-2-喹诺酮
• 英文名称: 7-dimethylamino-2-quinolone
• 英文别名: 7-(dimethylamino)-1H-quinolin-2-one
• CAS: 101340-84-5
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: QINHKEKBELKERL-UHFFFAOYSA-N

物化性质

• 熔点：
  240-242 °C(Solv: ethanol (64-17-5))
• 沸点：
  403.9±45.0 °C(Predicted)
• 密度：
  1.175±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-二甲氨基-2-喹诺酮 在 三氯氧磷 作用下， 反应 1.0h， 以94%的产率得到2-chloro-7-(dimethylamino)quinoline
  参考文献：
  名称：

  7-Aminoquinolines. A novel class of agents active against herpes viruses

  摘要：

  A series of 7-aminoquinoline derivatives was synthesized and evaluated for their capacity to produce cytotoxicity in KB cells and to inhibit the replication of herpes simplex virus (HSV) type 1. All compounds tested inhibited the replication of HSV-1 with 50% inhibitory concentrations in the range of 2-50 micrograms/mL. The antiviral activity of many compounds, however, was separated from cytotoxicity to replicating uninfected cells by only two- to fivefold higher than those required for antiviral activity. Nonetheless, six compounds (10, 28, 29, 32, 34, and 36) were identified in which the separation was greater than fivefold. All compounds examined were more potent inhibitors of viral DNA synthesis than the cellular DNA synthesis.

  DOI：

  10.1021/jm00402a016
• 作为产物：
  描述：

  4-chloro-7-(dimethylamino)carbostyril 在 镍 氢氧化钾 、 氢气 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以90%的产率得到7-二甲氨基-2-喹诺酮
  参考文献：
  名称：

  7-Aminoquinolines. A novel class of agents active against herpes viruses

  摘要：

  A series of 7-aminoquinoline derivatives was synthesized and evaluated for their capacity to produce cytotoxicity in KB cells and to inhibit the replication of herpes simplex virus (HSV) type 1. All compounds tested inhibited the replication of HSV-1 with 50% inhibitory concentrations in the range of 2-50 micrograms/mL. The antiviral activity of many compounds, however, was separated from cytotoxicity to replicating uninfected cells by only two- to fivefold higher than those required for antiviral activity. Nonetheless, six compounds (10, 28, 29, 32, 34, and 36) were identified in which the separation was greater than fivefold. All compounds examined were more potent inhibitors of viral DNA synthesis than the cellular DNA synthesis.

  DOI：

  10.1021/jm00402a016

文献信息

• Fluorogenic dihydroquinolone and dihydrocoumarin indicators for hydrogen
  申请人：Miles Laboratories, Inc.

  公开号：US04558130A1

  公开（公告）日：1985-12-10

  Fluorogenic indicator compounds responsive to the presence of hydrogen peroxide and methods and test compositions for determining hydrogen peroxide in a test sample. Preferred indicator compounds are 3,4-dihydrocoumarin derivatives and 3,4-dihydro-2-quinolone derivatives, especially those having a dialkylamino group at the 7-position. Such particularly preferred compounds are of the formula: ##STR1## wherein R.sup.1 is hydrogen, cyano, or --COOR.sup.6, --CONHR.sup.6 or --CON(R.sup.6).sub.2 where R.sup.6 is hydrogen, alkyl, alkenyl, or aryl; R.sup.3 and R.sup.4 are lower alkyl; and Y is .dbd.O or .dbd.N--R.sup.5 where R.sup.5 is hydrogen or lower alkyl. The indicator compounds yield highly fluorescent products upon oxidation by hydrogen peroxide in the presence of a peroxidatively active substance and are useful in analytical systems which generate hydrogen peroxide in response to an analyte under determination in a test sample.

  对氢过氧化物敏感的荧光指示剂化合物以及用于测定测试样品中氢过氧化物的方法和测试组成物。首选的指示剂化合物是3,4-二氢香豆素衍生物和3,4-二氢-2-喹啉衍生物，特别是那些在7位具有二烷基氨基团的化合物。这些特别优选的化合物的结构式为：其中R.sup.1为氢、氰基，或--COOR.sup.6，--CONHR.sup.6或--CON(R.sup.6).sub.2，其中R.sup.6为氢、烷基、烯基或芳基；R.sup.3和R.sup.4为较低烷基；Y为.dbd.O或.dbd.N--R.sup.5，其中R.sup.5为氢或较低烷基。这些指示剂化合物在存在过氧化氢的情况下被氧化后产生高度荧光产物，并且可用于在测试样本中对待测物产生过氧化氢的分析系统中。
• Determination of hydrogen peroxide using fluorogenic dihydroquinolone
  申请人：Miles Inc.

  公开号：US04794079A1

  公开（公告）日：1988-12-27

  Fluorogenic indicator compounds responsive to the presence of hydrogen peroxide and methods and test compositions for determining hydrogen peroxide in a test sample. Preferred indicator compounds are 3,4-dihydrocoumarin derivatives and 3,4-dihydro-2-quinolone derivatives, especially those having a dialkylamino group at the 7-position. Such particularly preferred compounds are of the formula: ##STR1## wherein R.sup.1 is hydrogen, cyano, or --COOR.sup.6, --CONHR.sup.6 or --CON(R.sup.6).sub.2 where R.sup.6 is hydrogen, alkyl, alkenyl, or aryl; R.sup.3 and R.sup.4 are lower alkyl; and Y is .dbd.0 or .dbd.N--R.sup.5 where R.sup.5 is hydrogen or lower alkyl. The indicator compounds yield highly fluorescent products upon oxidation by hydrogen peroxide in the presence of a peroxidatively active substance and are useful in analytical systems which generate hydrogen peroxide in response to an analyte under determination in a test sample.

  对于存在过氧化氢的荧光指示剂化合物，以及用于确定测试样品中过氧化氢的方法和测试组成物。首选指示剂化合物是3,4-二氢香豆素衍生物和3,4-二氢-2-喹啉衍生物，特别是具有7-位置上的二烷基氨基基团的化合物。这样特别优选的化合物的公式为：##STR1##其中R.sup.1是氢，氰或--COOR.sup.6，--CONHR.sup.6或--CON（R.sup.6）.sub.2，其中R.sup.6是氢，烷基，烯烃基或芳基；R.sup.3和R.sup.4是较低的烷基；Y是.dbd.0或.dbd.N--R.sup.5，其中R.sup.5是氢或较低的烷基。在存在过氧化氢的过氧化物活性物质下，指示剂化合物通过氧化反应产生高度荧光的产物，并且在分析系统中非常有用，在该系统中，过氧化氢是根据测试样品中的分析物而产生的。
• Pharmaceutically acceptable salts of quinolinone compounds having improved pharmaceutical properties
  申请人：Cai Shaopei

  公开号：US20050209247A1

  公开（公告）日：2005-09-22

  A lacate salt of a compound of Formula I or a tautomer of the compound, wherein Formula I has the following structure and R 1 -R 9 and R 12 -R 14 are as defined herein

  一种化合物I的乳酸盐或其互变异构体，其中化合物I具有以下结构，R1-R9和R12-R14如此处所定义。
• PHARMACEUTICALLY ACCEPTABLE SALTS OF QUINOLINONE COMPOUNDS HAVING IMPROVED PHARMACEUTICAL PROPERTIES
  申请人：Cai Shaopei

  公开号：US20130018058A1

  公开（公告）日：2013-01-17

  A lacate salt of a compound of Formula I or a tautomer of the compound, wherein Formula I has the following structure and R 1 -R 9 and R 12 -R 14 are as defined herein

  一种化合物I的乳酸盐或其互变异构体，其中化合物I具有以下结构，R1-R9和R12-R14如此定义。
• Pharmaceutically Acceptable Salts of Quinolinone Compounds Having Improved Pharmaceutical Properties
  申请人：Cai Shaopei

  公开号：US20130338171A1

  公开（公告）日：2013-12-19

  A lacate salt of a compound of Formula I or a tautomer of the compound, wherein Formula I has the following structure and R 1 -R 9 and R 12 -R 14 are as defined herein

  一种Formula I化合物的乳酸盐或其互变异构体，其中Formula I具有以下结构，R1-R9和R12-R14如此定义。