3-tert-butyl-1-methyl-5-phenyl-1H-pyrazole | 55846-84-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-tert-butyl-1-methyl-5-phenyl-1H-pyrazole
• 英文别名: 3-Tert-butyl-1-methyl-5-phenylpyrazole；3-tert-butyl-1-methyl-5-phenylpyrazole
• CAS: 55846-84-9
• 化学式: C₁₄H₁₈N₂
• 分子量: 214.31
• InChiKey: ILOWFBCQBBFHRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  tert-butyl 2-(4,4-dimethyl-1-oxo-1-phenylpentan-3-ylidene)-1-methylhydrazinecarboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以95%的产率得到3-tert-butyl-1-methyl-5-phenyl-1H-pyrazole
  参考文献：
  名称：

  通过N- Boc- N-取代的azo酰的酰化反应，选择性地合成1,3,5-和1,3,4,5-取代的吡唑

  摘要：

  酰化Ñ -Boc- Ñ -methylhydrazones接着TFA处理，得到取代的吡唑区域选择性访问。可以选择性地获得1-甲基-3,5-二取代-1H-吡唑的两种区域异构体。该方法也可用于区域选择性制备完全取代的1 H-吡唑。

  DOI：

  10.1016/j.tet.2010.11.057

文献信息

• Multi-Step Synthesis by Using Modular Flow Reactors: The Preparation of YneOnes and Their Use in Heterocycle Synthesis
  作者：Ian R. Baxendale、Søren C. Schou、Jörg Sedelmeier、Steven V. Ley

  DOI：10.1002/chem.200902906

  日期：2010.1.4

  Multi‐step in flow: The palladium‐catalysed acylation of terminal alkynes for the synthesis of yneones as well as their further transformation to various heterocycles in a continuous‐flow mode is presented. Furthermore, an extension of the simple flow configuration that allows for easy batch splitting and the generation of a heterocyclic library is described (see scheme).

  多步骤中流动：末端炔烃的为炔的合成中钯催化酰化那些以及它们进一步转化为各种杂环在连续流动模式被呈现。此外，描述了简单流配置的扩展，该扩展允许简单的批拆分和杂环库的生成（请参阅方案）。
• 6-aryl-7-substituted-3-(1H-pyrazol-5-yl)-7H-[1,2,4]triazolo[3,4-B][1,3,4]thiadiazines as inhibitors of the STAT3 pathway with anti-proliferative activity
  申请人：UNIVERSITY OF PITTSBURGH—OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION

  公开号：US10618914B2

  公开（公告）日：2020-04-14

  Compounds that selectivity inhibit the STAT3 pathway and not the STAT1 pathway and exhibit anti-proliferative activity are disclosed. Also disclosed are methods of treatment of cancers that are characterized by overexpression of STAT3, which are safer that other therapies.

  本研究公开了选择性抑制 STAT3 通路而非 STAT1 通路并具有抗增殖活性的化合物。还公开了治疗以 STAT3 过表达为特征的癌症的方法，这些方法比其他疗法更安全。
• 6-aryl-7-substituted-3-(1H-pyrazol-5-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines as inhibitors of the STAT3 pathway with anti-proliferative activity
  申请人：UNIVERSITY OF PITTSBURGH—OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION

  公开号：US11111253B2

  公开（公告）日：2021-09-07

  Compounds that selectivity inhibit the STAT3 pathway and not the STAT1 pathway and exhibit anti-proliferative activity are disclosed. Also disclosed are methods of treatment of cancers that are characterized by overexpression of STAT3, which are safer that other therapies.

  本研究公开了选择性抑制 STAT3 通路而非 STAT1 通路并具有抗增殖活性的化合物。还公开了治疗以 STAT3 过表达为特征的癌症的方法，这些方法比其他疗法更安全。
• 6-ARYL-7-SUBSTITUTED-3-(1H-PYRAZOL-5-YL)-7H-[1,2,4]TRIAZOLO[3,4-B][1,3,4]THIADIAZINES AS INHIBITORS OF THE STAT3 PATHWAY WITH ANTI-PROLIFERATIVE ACTIVITY
  申请人：UNIVERSITY OF PITTSBURGH - OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION

  公开号：US20190100535A1

  公开（公告）日：2019-04-04

  Compounds that selectivity inhibit the STAT3 pathway and not the STAT1 pathway and exhibit anti-proliferative activity are disclosed. Also disclosed are methods of treatment of cancers that are characterized by overexpression of STAT3, which are safer that other therapies.
• 6-aryl-7-substituted-3-(1H-pyrazol-5-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines as Inhibitors of the STAT3 Pathway with Anti-Proliferative Activity
  申请人：University of Pittsburgh - Of the Commonwealth System of Higher Education

  公开号：US20200339602A1

  公开（公告）日：2020-10-29

  Compounds that selectivity inhibit the STAT3 pathway and not the STAT1 pathway and exhibit anti-proliferative activity are disclosed. Also disclosed are methods of treatment of cancers that are characterized by overexpression of STAT3, which are safer that other therapies.