[2-[(3-氨基吡啶-2-基)氨基]苯基]-苯基甲酮 | 83166-01-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [2-[(3-氨基吡啶-2-基)氨基]苯基]-苯基甲酮
• 英文名称: [2-[(3-amino-2-pyridinyl)amino]phenyl]phenylmethanone
• 英文别名: {2-[(3-Aminopyridin-2-yl)amino]phenyl}(phenyl)methanone；[2-[(3-aminopyridin-2-yl)amino]phenyl]-phenylmethanone
• CAS: 83166-01-2
• 化学式: C₁₈H₁₅N₃O
• 分子量: 289.337
• InChiKey: JKOYHSGPAKBGAG-UHFFFAOYSA-N

物化性质

• 沸点：
  500.0±40.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-[(3-氨基吡啶-2-基)氨基]苯基]-苯基甲酮 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 0.08h， 生成 6-phenyl-11H-benzo[e]pyrido[3,2-b][1,4]diazepine
  参考文献：
  名称：

  An efficient synthesis of substituted 1,4-diazepines by a Pd catalyzed amination and sequential hydrogenation condensation

  摘要：

  An efficient synthesis of substituted 1,4-diazepines is developed. The accessible intermediates have been obtained via Pd-catalyzed amination. The subsequent hydrogenation and intramolecular condensation sequences could be conducted successively in one pot without special operation. The mild and general strategy enables the synthesis of various substituted 1,4-diazepines in high yields. (C) 2013 Da-Li Yin. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.04.028
• 作为产物：
  描述：

  [2-[(3-硝基吡啶-2-基)氨基]苯基]-苯基甲酮 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 [2-[(3-氨基吡啶-2-基)氨基]苯基]-苯基甲酮
  参考文献：
  名称：

  An efficient synthesis of substituted 1,4-diazepines by a Pd catalyzed amination and sequential hydrogenation condensation

  摘要：

  An efficient synthesis of substituted 1,4-diazepines is developed. The accessible intermediates have been obtained via Pd-catalyzed amination. The subsequent hydrogenation and intramolecular condensation sequences could be conducted successively in one pot without special operation. The mild and general strategy enables the synthesis of various substituted 1,4-diazepines in high yields. (C) 2013 Da-Li Yin. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.04.028

文献信息

• 2-[(amino-pyridinyl)amine]phenyl]aryl methanones, their thioxomethyl,
  申请人：A. H. Robins Company, Incorporated

  公开号：US04668675A1

  公开（公告）日：1987-05-26

  Pyrido[1,4]benzodiazepines having antidepressant activity of the formula ##STR1## wherein Ar is 2, 3 and 4-pyridinyl, 2 or 3-thienyl, phenyl or a substituted phenyl; R is hydrogen, loweralkyl or an amine on the end of a hydrocarbon chain; Z is hydrogen, halogen, trifluoromethyl, loweralkyl, lower-alkoxy, hydroxy or nitro; and Y is hydrogen, loweralkyl, loweralkoxy or hydroxy; and the pharmaceutical salts are prepared from [2-[(aminopyridinyl)amino]phenyl]arylmethanones which also have antidepressant activity.

  具有抗抑郁活性的吡啶并[1,4]苯二氮平化合物的化学式为##STR1## 其中Ar为2,3和4-吡啶基，2或3-噻吩基，苯基或取代苯基; R为氢，低碳基或碳链末端的胺基; Z为氢，卤素，三氟甲基，低碳基，低-烷氧基，羟基或硝基; Y为氢，低碳基，低-烷氧基或羟基; 药物盐由也具有抗抑郁活性的[2-[(氨基吡啶基)氨基]苯基]芳基甲酮制备而成。
• Aryl substituted pyrido[1,4]benzodiazepines
  申请人：A. H. Robins Company, Inc.

  公开号：US04447361A1

  公开（公告）日：1984-05-08

  Pyrido[1,4]benzodiazepines having antidepressant activity of the formula ##STR1## wherein Ar is 2, 3 and 4-pyridinyl, 2 or 3-thienyl, phenyl or a substituted phenyl; R is hydrogen, loweralkyl or an amine on the end of a hydrocarbon chain; Z is hydrogen, halogen, trifluoromethyl, loweralkyl, loweralkoxy, hydroxy or nitro; and Y is hydrogen, loweralkyl, loweralkoxy or hydroxy; and the pharmaceutical salts are prepared from [2-[(aminopyridinyl)amino]phenyl]arylmethanones which also have antidepressant activity.

  具有抗抑郁活性的吡啶并[1,4]苯二氮平的化学式为##STR1##其中Ar是2、3和4-吡啶基、2或3-噻吩基、苯基或取代苯基；R是氢、低碳基或一端带有碳氢链的胺基；Z是氢、卤素、三氟甲基、低碳基、低碳氧基、羟基或硝基；Y是氢、低碳基、低碳氧基或羟基；并且这些药物盐是由[2-[(氨基吡啶基)氨基]苯基]芳基甲酮制备的，这些甲酮也具有抗抑郁活性。
• Aryl substituted pyrido[1,4]benzodiazepines for treatment of depression
  申请人：A. H. Robins Company, Incorporated

  公开号：US04495183A1

  公开（公告）日：1985-01-22

  Pyrido[1,4]benzodiazepines having antidepressant activity of the formula ##STR1## wherein Ar is 2, 3 and 4-pyridinyl, 2 or 3-thienyl, phenyl or a substituted phenyl; R is hydrogen, loweralkyl or an amine on the end of a hydrocarbon chain; Z is hydrogen, halogen, trifluoromethyl, loweralkyl, lower-alkoxy, hydroxy or nitro; and Y is hydrogen, loweralkyl, loweralkoxy or hydroxy; and the pharmaceutical salts are prepared from [2-[(aminopyridinyl)amino]phenyl]arylmethanones which also have antidepressant activity.

  具有抗抑郁活性的吡啶并[1,4]苯二氮平类化合物的化学式为：##STR1## 其中，Ar为2，3和4-吡啶基，2或3-噻吩基，苯基或取代苯基；R为氢，低碳基或羟基烷基链末端的胺基；Z为氢，卤素，三氟甲基，低碳基，低-氧代烷基，羟基或硝基；Y为氢，低碳基，低-氧代烷基或羟基；并且这些化合物的药物盐是由[2-[(氨基吡啶基)氨基]苯基]芳基甲酮制备的，这些化合物也具有抗抑郁活性。
• Aryl substituted pyrido[1,4]benzodiazepines and their use as
  申请人：A. H. Robins Company, Incorporated

  公开号：US04556667A1

  公开（公告）日：1985-12-03

  Novel [2-[(aminopyridinyl)amino]phenyl]arylmethanones and their thioxomethyl, ketal or thioketal analogs of the formula: ##STR1## wherein; R is selected from the group consisting of hydrogen, loweralkyl, --alk.sup.1 --halo, --alk.sup.1 --NR.sup.1 --NR.sup.1 R.sup.2 or --alk.sup.1 --N.dbd.CH--OC.sub.2 H.sub.5 ; R.sup.1 and R.sup.2 are selected from the group consisting of hydrogen, loweralkyl, --C(O)O-loweralkyl or R.sup.1 and R.sup.2 taken together with the adjacent nitrogen atom may form a heterocyclic residue selected from the group consisting of 1-piperidinyl, 1-phthalimido, 1-pyrrolidinyl, 4-morpholinyl, 1-piperazinyl and 4-substituted-1-piperazinyl; B is selected from carbonyl, thioxomethyl, ketal or thioketal; Ar is selected from the group consisting of 2, 3 and 4-pyridinyl, 2 or 3-thienyl, phenyl or phenyl substituted by 1 to 3 radicals selected from halo, loweralkyl, loweralkoxy, trifluoromethyl or nitro and may be the same of different; alk.sup.1 is a straight or branched hydrocarbon chain containing 1-8 carbon atoms; Z is selected from the group consisting of hydrogen, halogen, loweralkyl, loweralkoxy, hydroxy or nitro; Y is selected from the group consisting of hydrogen or 1-2 radicals selected from loweralkyl, loweralkoxy or hydroxy and may be the same of different, and the acid addition salts thereof. These compounds are intermediates in the preparation of novel aryl substituted pyrido[1,4]benzodiazepines having antidepression activity. Some of these intermediates are useful in treating depression.

  小说[2-[(氨基吡啶基)氨基]苯基]芳基甲酮及其硫代甲基，缩酮或硫代缩酮类似物的公式：##STR1##其中；R选自氢，较低烷基，--alk.sup.1 --卤，--alk.sup.1 --NR.sup.1 --NR.sup.1 R.sup.2或--alk.sup.1 --N.dbd.CH--OC.sub.2 H.sub.5的群；R.sup.1和R.sup.2选自羟基，较低烷基，--C（O）O-较低烷基或R.sup.1和R.sup.2与相邻的氮原子一起可以形成从1-哌啶基，1-邻苯二甲酰亚胺基，1-吡咯基，4-吗啉基，1-哌嗪基和4-取代-1-哌嗪基中选择的杂环残基的杂环残基；B选自羰基，硫代甲基，缩酮或硫代缩酮；Ar选自2,3和4-吡啶基，2或3-噻吩基，苯基或1至3个基团中选择的卤，较低烷基，较低烷氧基，三氟甲基或硝基的苯基取代物，可以相同也可以不同；alk.sup.1是含有1-8个碳原子的直链或支链烃链；Z选自氢，卤素，较低烷基，较低烷氧基，羟基或硝基；Y选自氢或1-2个从较低烷基，较低烷氧基或羟基中选择的基团，可以相同也可以不同，以及它们的酸加成盐。这些化合物是制备具有抗抑郁活性的新型芳基取代的吡啶[1,4]苯二氮平的中间体。其中一些中间体对治疗抑郁症有用。
• Phenyl substituted pyrido(1,4)benzodiazepines and intermediates therefor
  申请人：A.H. ROBINS COMPANY, INCORPORATED

  公开号：EP0076017A2

  公开（公告）日：1983-04-06

  [2-[(Aminopyridinyl)amino]Phenyl]aryl-methanones which also have antidepressant activity are used to prepare pyrido[1,4]benzodiazepines having antidepressant activity of the formula wherein Ar is 2, 3 and 4-pyridinyl, 2 or 3-thienyl, phenyl or a substituted phenyl; R is hydrogen, loweralkyl or an amine on the end of a hydrocarbon chain; Z is hydrogen, halogen, trifluoromethyl, loweralkyl, loweralkoxy, hydroxy or nitro; and Y is hydrogen, loweralkyl, loweralkoxy or hydroxy; and the pharmaceutical salts thereof.

  具有抗抑郁活性的[2-[(氨基吡啶基)氨基]苯基]芳基甲酮可用于制备具有抗抑郁活性的吡啶并[1,4]苯并二氮杂卓，其式为 其中 Ar 是 2、3 和 4-吡啶基、2 或 3-噻吩基、苯基或取代苯基；R 是氢、低级烷基或烃链末端的胺；Z 是氢、卤素、三氟甲基、低级烷基、低级烷氧基、羟基或硝基；Y 是氢、低级烷基、低级烷氧基或羟基；以及它们的药用盐。