3-氨基-6-氯-4-苯基喹啉-2(1h)-酮 | 5220-83-7

• 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
• 中文名称: 3-氨基-6-氯-4-苯基喹啉-2(1h)-酮
• 中文别名: 3-氨基-6-氯-4-苯基喹啉-2(1H)-酮
• 英文名称: 3-amino-6-chloro-1,2-dihydro-2-oxo-4-phenylquinoline
• 英文别名: 3-amino-6-chloro-4-phenyl-1H-quinolin-2-one；3-Amino-6-chlor-4-phenyl-2(1H)-chinolinon；3-amino-6-chloro-4-phenyl-1H-quinolin-2-one；3-amino-6-chloro-4-phenyl-2(1H)-quinolone；3-amino-6-chloro-4-phenylcarbostyril；6-Chlor-3-amino-2-oxo-4-phenyl-1H-chinolin；3-amino-6-chloro-4-phenylquinolin-2(1H)-one
• CAS: 5220-83-7
• 化学式: C₁₅H₁₁ClN₂O
• 分子量: 270.718
• InChiKey: DTVBJIVUGSOZDZ-UHFFFAOYSA-N

物化性质

• 熔点：
  239-241 °C(Solv: ethanol (64-17-5))
• 沸点：
  494.7±45.0 °C(Predicted)
• 密度：
  1.341±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  3-氨基-6-氯-4-苯基喹啉-2(1h)-酮 在 palladium on activated charcoal sodium hydroxide 、 甲酸 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 8.0h， 生成 3-amino-N-(6-chloro-1-methyl-2-oxo-4-phenyl-1,2-dihydroquinolin-3-yl)-propionamide
  参考文献：
  名称：

  Asis, Silvia E.; Bruno, Ana M.; Dominici, Diego A., Journal of Heterocyclic Chemistry, 2003, vol. 40, # 1, p. 107 - 112

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(6-Chloro-2-oxo-4-phenyl-1,2-dihydro-quinolin-3-yl)-pyridinium; chloride 在 苯胺 作用下， 反应 2.0h， 以87%的产率得到3-氨基-6-氯-4-苯基喹啉-2(1h)-酮
  参考文献：
  名称：

  Esteve, Marta E.; Gaozza, Carlos H., Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 1061 - 1063

  摘要：

  DOI：

文献信息

• Quinoline derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05223513A1

  公开（公告）日：1993-06-29

  A quinoline derivative of the formula (I): ##STR1## wherein each phenyl ring of A, B and C can have one or more substituents, X is ##STR2## (R.sup.1 is a hydrogen atom or a lower alkyl group) or ##STR3## (R.sup.2 is a lower alkyl group or a lower alkoxy group), and n is 0 or 1, or its salt, which possesses an inhibitory action against acyl-CoA: cholesterol acyltransferase.

  式(I)的喹啉衍生物：##STR1##其中A、B和C的每个苯环可以有一个或多个取代基，X是##STR2##（R1是一个氢原子或低级烷基组）或##STR3##（R2是一个低级烷基组或低级烷氧基组），n是0或1，或其盐，具有抑制酰基辅酶A:胆固醇酰基转移酶的作用。
• Phosphorylation of cyclic amides
  申请人：Hoffmann-La Roche Inc.

  公开号：US04739049A1

  公开（公告）日：1988-04-19

  Compounds of the general formula ##STR1## are reacted with a strong base followed by a phosphorylating agent, such as dicyclicaminophosphinic halide or bis-di-lower alkylaminophosphinic halide to produce an imine of the formula ##STR2## wherein R is dicyclicaminophosphinyloxy or bis-di-lower alkylaminophosphinyloxy. R represents a leaving group which will undergo nucleophilic displacement with nitrogen, oxygen, sulfur and carbon containing nucleophiles, that is, nucleophiles which have, as a reactive site, a nitrogen, oxygen, sulfur or carbon atom, such that, when the cyclic imine undergoes nucleophilic displacement, there is formed C--N, C--O, C--S and C--C bonds between the carbon atom of the cyclic imine and the nucleophilic group. The end products may be utilized as intermediates in the production of pharmaceutically valuable compounds and, in some instances, are pharmaceutically valuable compounds per se.

  通式为##STR1##的化合物与强碱反应，然后与磷酰化剂（例如二环胺磷酸卤化物或双二烷基胺磷酸卤化物）反应，生成通式为##STR2##的亚胺，其中R为二环胺磷氧基或双二烷基胺磷氧基。R代表一个离去基团，将与含氮、氧、硫和碳的亲核试剂发生亲核取代反应，即具有氮、氧、硫或碳原子作为活性位点的亲核试剂，使得当环状亚胺发生亲核取代时，在环状亚胺的碳原子和亲核基团之间形成C-N、C-O、C-S和C-C键。最终产物可用作制药有价值化合物的中间体，并且在某些情况下本身就是有价值的药用化合物。
• Clarke, George M.; Lee, J. Barry; Swinbourne, Frederick J., Journal of Chemical Research, Miniprint, 1980, # 12, p. 4777 - 4793
  作者：Clarke, George M.、Lee, J. Barry、Swinbourne, Frederick J.、Williamson, Basil

  DOI：——

  日期：——
• Synthesis and in vitro anti-hepatitis B virus activities of 4-aryl-6-chloro-quinolin-2-one and 5-aryl-7-chloro-1,4-benzodiazepine derivatives
  作者：Pi Cheng、Quan Zhang、Yun-Bao Ma、Zhi-Yong Jiang、Xue-Mei Zhang、Feng-Xue Zhang、Ji-Jun Chen

  DOI：10.1016/j.bmcl.2008.05.065

  日期：2008.7

  A series of 4-aryl-6-chloro-quinolin-2-ones and 5-aryl-7-chloro-1,4-benzodiazepine were synthesized and assayed for their in vitro anti-hepatitis B virus activities and cytotoxicities for the first time. Some of the tested compounds were active against HBsAg and HBeAg secretion in Hep G2.2.15 cells. Compound 5c showed IC50 of 0.074 and 0.449 mM on HBsAg and HBeAg secretions, respectively, which were 10 times higher than that of its analog 4c and led to better selective index (SI) values (SI = 23.2 and 3.4, respectively). (c) 2008 Elsevier Ltd. All rights reserved.
• Bahr; Usbeck, Pharmazie, 1981, vol. 36, # 10, p. 668 - 671
  作者：Bahr、Usbeck

  DOI：——

  日期：——