4-(4-hydroxyphenyl)butan-2-aminium chloride | 74432-61-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(4-hydroxyphenyl)butan-2-aminium chloride
• 英文别名: 4-(3-amino-butyl)-phenol; hydrochloride；4-(3-Aminobutyl)phenol hydrochloride；4-(3-aminobutyl)phenol;hydrochloride
• CAS: 74432-61-4
• 化学式: C₁₀H₁₅NO*ClH
• 分子量: 201.696
• InChiKey: GYDQDWRXFQFURK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.04
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  47.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-hydroxyphenyl)butan-2-aminium chloride 在 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-(3-((3-benzo[d]thiazol-6-yl)ureido)butyl)phenyl acetate
  参考文献：
  名称：

  [EN] COMPOUNDS CONTAINING A HYDROXYPHENYL MOIETY AND THEIR USE
  [FR] COMPOSÉS CONTENANT UNE FRACTION HYDROXYPHÉNYLE ET LEUR UTILISATION

  摘要：

  The inventors have succeeded in developing urea, oxalamide, amide, thiourea, carbamate or ester compounds, in particular urea compounds, bearing two side groups, one of which carries a hydroxyphenyl or phenyl moiety, in particular a hydroxyphenyl moiety. These compounds have the advantage of inhibiting IRE1 RNase activity and sensitizing cancer cells, in particular GB cells, to chemotherapy. The present invention relates to urea, oxalamide, amide, thiourea, carbamate or ester compounds, in particular urea compounds containing a hydroxyphenyl or phenyl moiety, in particular a hydroxyphenyl moiety, including their pharmaceutically acceptable salts and solvates which are useful as sensitizers for chemotherapy of cancer cells, particularly in glioblastoma, and are useful as therapeutic compounds, particularly in the treatment of cancers that may be treated by alkylating agents, such as temozolomide.

  公开号：

  WO2023131677A1
• 作为产物：
  描述：

  覆盆子酮 在 氨 、 氢气 、 盐酸 作用下， 以 甲醇 为溶剂， 以56%的产率得到4-(4-hydroxyphenyl)butan-2-aminium chloride
  参考文献：
  名称：

  通用高效合成胺的铁基单原子材料的开发

  摘要：

  作为还原性胺化催化剂的铁基单原子（Fe-SAC）是通过Fe-氮络合物在SiO 2上的热解并随后去除二氧化硅而制备的。应用这些Fe-SAC，在分子氢存在下，从廉价且易于获得的羰基化合物和氨或胺开始合成各种胺，包括N-甲基化产物、氨基酸酯、氨基酸酰胺和选定的药物分子。

  DOI：

  10.1002/anie.202407859

文献信息

• Reusable Nickel Nanoparticles‐Catalyzed Reductive Amination for Selective Synthesis of Primary Amines
  作者：Kathiravan Murugesan、Matthias Beller、Rajenahally V. Jagadeesh

  DOI：10.1002/anie.201812100

  日期：2019.4

  The preparation of nickel nanoparticles as efficient reductive amination catalysts by pyrolysis of in situ generated Ni‐tartaric acid complex on silica is presented. The resulting stable and reusable Ni‐nanocatalyst enables the synthesis of functionalized and structurally diverse primary benzylic, heterocyclic and aliphatic amines starting from inexpensive and readily available carbonyl compounds and

  本文介绍了通过在二氧化硅上热解原位生成的酒石酸络合物来制备作为高效还原胺化催化剂的镍纳米粒子的方法。所得的稳定且可重复使用的镍纳米催化剂能够在分子氢存在下，从廉价且易于获得的羰基化合物和氨开始，合成功能化且结构多样的伯苄基，杂环和脂肪族胺。应用这种基于镍的胺化方案，可以将-NH 2部分引入结构复杂的化合物中，例如，类固醇衍生物和药物。
• [EN] COMPOUNDS CONTAINING A HYDROXYPHENYL MOIETY AND THEIR USE<br/>[FR] COMPOSÉS CONTENANT UNE FRACTION HYDROXYPHÉNYLE ET LEUR UTILISATION
  申请人：[en]INSERM (INSTITUT NATIONAL DE LA SANTÉ ET DE LA RECHERCHE MÉDICALE)

  公开号：WO2023131677A1

  公开（公告）日：2023-07-13

  The inventors have succeeded in developing urea, oxalamide, amide, thiourea, carbamate or ester compounds, in particular urea compounds, bearing two side groups, one of which carries a hydroxyphenyl or phenyl moiety, in particular a hydroxyphenyl moiety. These compounds have the advantage of inhibiting IRE1 RNase activity and sensitizing cancer cells, in particular GB cells, to chemotherapy. The present invention relates to urea, oxalamide, amide, thiourea, carbamate or ester compounds, in particular urea compounds containing a hydroxyphenyl or phenyl moiety, in particular a hydroxyphenyl moiety, including their pharmaceutically acceptable salts and solvates which are useful as sensitizers for chemotherapy of cancer cells, particularly in glioblastoma, and are useful as therapeutic compounds, particularly in the treatment of cancers that may be treated by alkylating agents, such as temozolomide.