3,7,7-trimethyl-4-(4-bromophenyl)-4,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5(6H)-one

• 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: 3,7,7-trimethyl-4-(4-bromophenyl)-4,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5(6H)-one
• 英文别名: 4-(4-bromophenyl)-3,7,7-trimethyl-6,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5(4H)-one；4-(4-bromophenyl)-3,7,7-trimethyl-4,6,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5-one
• 化学式: C₁₉H₂₀BrN₃O
• 分子量: 386.291
• InChiKey: IXLLCUURXQBWNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氨基-5-甲基吡唑 、 5,5-二甲基-1,3-环己二酮 、 对溴苯甲醛 在 nickel 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以96%的产率得到3,7,7-trimethyl-4-(4-bromophenyl)-4,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5(6H)-one
  参考文献：
  名称：

  Nickel nanoparticles assisted regioselective synthesis of pyrazoloquinolinone and triazoloquinazolinone derivatives

  摘要：

  关于镍纳米颗粒在催化Biginelli和Hantzsch类型缩合反应中的合成、表征和应用的详细讨论。

  DOI：

  10.1039/c4nj02372b

文献信息

• Small-Molecule Inhibitors of the Tumor Suppressor Fhit
  作者：Sandra Lange、Stephan M. Hacker、Philipp Schmid、Martin Scheffner、Andreas Marx

  DOI：10.1002/cbic.201700226

  日期：2017.9.5

  High‐throughput screening for enzyme inhibitors: Small‐molecule inhibitors that suppress enzymatic hydrolysis of diadenosine triphosphate (Ap3A) into AMP and ADP by the human tumor suppressor Fhit have been identified and developed by high‐throughput screening and organic synthesis.

  高通量筛选酶抑制剂：通过高通量筛选和有机合成，已经发现并开发了抑制人肿瘤抑制物Fhit将三磷酸腺苷三磷酸（Ap 3 A）酶水解为AMP和ADP的小分子抑制剂。
• Green and efficient synthesis of pyrazolo[3,4-b]quinolin-5-ones derivatives by microwave-assisted multicomponent reaction in hot water medium
  作者：Anastasiya Yu. Andriushchenko、Sergey M. Desenko、Vitaliy N. Chernenko、Valentin A. Chebanov

  DOI：10.1002/jhet.586

  日期：2011.3

  Novel simple, efficient, and eco‐friendly synthetic procedure for preparation of pyrazolo[3,4‐b]quinolin‐5‐ones based on three‐component microwaves‐assisted heterocyclization reaction of 5‐aminopyrazoles, aromatic aldehydes, and dimedone in hot‐water medium was developed. The new method allows obtaining target heterocycles in good and excellent yields and with high degree of purity. J. Heterocyclic

  基于三组分微波辅助的5-氨基吡唑类，芳族醛类和二甲基酮在热条件下的三组分微波辅助杂环反应，新颖，简单，高效且环保的合成吡唑并[3,4-b]喹啉-5-酮的方法开发了水介质。新方法允许以良好和优异的产率以及高纯度获得目标杂环。J.杂环化​​学。（2011）。
• Regioselective synthesis of 4,7,8,9-tetrahydro-2 H -pyrazolo[3,4- b ]quinolin-5(6 H )-ones. Mechanism and structural analysis
  作者：Jairo Quiroga、Diana Mejı́a、Braulio Insuasty、Rodrigo Abonı́a、Manuel Nogueras、Adolfo Sánchez、Justo Cobo、John N Low

  DOI：10.1016/s0040-4020(01)00649-4

  日期：2001.8

  Reactions of 5-amino-3-methyl-1H-pyrazole with dimedone and aldehydes afford regioselectivelly tricyclic linear 3,7,7-trimethyl-4,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5(6H)-ones in good yields. Several aspects on this regioselective reaction, such as the reaction mechanism and structural studies of the predominant tautomeric form, are treated. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Nickel nanoparticles assisted regioselective synthesis of pyrazoloquinolinone and triazoloquinazolinone derivatives
  作者：Nongthombam Geetmani Singh、Rammamorthy Nagarajaprakash、Jims World Star Rani、Chingrishon Kathing、Ridaphun Nongrum、Rishanlang Nongkhlaw

  DOI：10.1039/c4nj02372b

  日期：——

  A detailed discussion on the synthesis, characterization and application of nickel nanoparticles in catalyzing Biginelli and Hantzsch type condensation.

  关于镍纳米颗粒在催化Biginelli和Hantzsch类型缩合反应中的合成、表征和应用的详细讨论。