2-amino-6-hydroxy-1,2,3,4-tetrahydronaphthalene hydrobromide | 67544-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-amino-6-hydroxy-1,2,3,4-tetrahydronaphthalene hydrobromide
• 英文别名: 2-aminotetralin-6-ol hydrobromide；6-Amino-2-hydroxy-5,6,7,8-tetrahydro-naphthalene hydrobromide；6-Amino-5,6,7,8-tetrahydronaphthalen-2-ol hydrobromide；6-amino-5,6,7,8-tetrahydronaphthalen-2-ol;hydrobromide
• CAS: 67544-41-6
• 化学式: BrH*C₁₀H₁₃NO
• mdl: MFCD25371831
• 分子量: 244.131
• InChiKey: CELLWXZDJHUUTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-chloro-5-(5-fluoro-3-pyridyl)-3-isopropylpyrazolo[1,5-a]pyrimidine 、 2-amino-6-hydroxy-1,2,3,4-tetrahydronaphthalene hydrobromide 在 N,N-二异丙基乙胺 作用下， 以 异丙醇 为溶剂， 反应 3.0h， 以78 mg的产率得到2-[[5-(5-fluoro-3-pyridyl)-3-isopropylpyrazolo[1,5-a]pyrimidin-7-yl]amino]tetralin-6-ol
  参考文献：
  名称：

  [EN] INDOLE AHR INHIBITORS AND USES THEREOF
  [FR] INHIBITEURS D'INDOLE AHR ET LEURS UTILISATIONS

  摘要：

  公开号：

  WO2018195397A3
• 作为产物：
  描述：

  N-苄基-6-甲氧基-1,2,3,4-四氢萘-2-胺 在 palladium 10% on activated carbon 、 氢溴酸 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 50.0~100.0 ℃ 、344.75 kPa 条件下， 反应 16.0h， 生成 2-amino-6-hydroxy-1,2,3,4-tetrahydronaphthalene hydrobromide
  参考文献：
  名称：

  [EN] INDOLE AHR INHIBITORS AND USES THEREOF
  [FR] INHIBITEURS D'INDOLE AHR ET LEURS UTILISATIONS

  摘要：

  公开号：

  WO2018195397A3

文献信息

• Conformationally defined adrenergic agents. 15. Conformationally restricted and conformationally defined tyramine analogs as inhibitors of phenylethanolamine N-methyltransferase
  作者：Qizhuang Ye、Gary L. Grunewald

  DOI：10.1021/jm00122a032

  日期：1989.2

  with m- and p-tyramine (9 and 10, respectively) is likely due to the restriction of the side-chain conformation. The conformationally defined analogues 22-24 were less active than the conformationally restricted ones, 12-15, although the low-energy half-chair conformation of 2-aminotetralin is defined in 22-24. The reduced activity of 22-24 compared with the activity of 12-15 is probably due to the

  在寻找肾上腺素合成酶苯基乙醇胺N-甲基转移酶（PNMT; EC 2.1.1.28）的选择性抑制剂，酚2-氨基四氢化萘（酪胺的构象受限类似物为12-15）和酚苯并双环[3.2.1]辛胺（使用22-24作为酪胺的构象定义类似物）来获得有关天然底物去甲肾上腺素在PNMT活性位点上的儿茶酚羟基的结合相互作用的信息。另外，这些类似物提供了有关构象柔性对酚性苯基乙胺中氨基乙基侧链的活性位相互作用的影响的信息，这可能有助于学习去甲肾上腺素在PNMT活性位点结合的方式。类似物22-24通过九步序列合成，其中，Friedel-Crafts型分子内环化是苯并双环[3.2.1]辛烷骨架构建的关键步骤。对-酪胺（10，Ki = 294 microM）比苯乙胺（1，Ki = 854 microM）更有效，但间-酪胺（9，Ki = 1250 microM）比苯基乙胺（作为PNMT抑制剂）的效力更弱。同样，在构象受限和
• Synthesis and Antifungal Activities of Novel 2-Aminotetralin Derivatives
  作者：Bin Yao、Haitao Ji、Yongbin Cao、Youjun Zhou、Jü Zhu、Jiaguo Lü、Yaowu Li、Jun Chen、Canhui Zheng、Yuanying Jiang、Rongmei Liang、Hui Tang

  DOI：10.1021/jm0701167

  日期：2007.11.1

  Novel 2-aminotetralin derivatives were synthesized as antifungal agents. The 2-aminotetralin scaffold was chemically designed to mimic the tetrahydroisoquinoli ne ring of the lead molecule described before. Their antifungal activities were evaluated in vitro by measuring the minimal inhibitory concentrations (MICs). Compounds 10a, 12a, 12c, 13b, and 13d are more potent than fluconazole against seven testing human fungal pathogens. Compound 10b exhibits much higher antifungal activities against all of the four fluconazole-resistant clinic Candida albicans strains than the control drugs including amphotericin B, terbinafine, ketoconazole, and itraconazole. The mode of action of some compounds to the potential receptor lanosterol 14 alpha-demethylase (CYP51) was investigated by molecular docking. The studies presented here provide a new structural type for the development of novel antifungal compounds. Furthermore, 10b was evaluated in vivo by a rat vaginal candidiasis model, and it was found that 10b significantly decreases the number of fungal colony counts.
• Substituierte Amino -5,6,7,8-tetrahydronaphtyl-oxyessigsäuren, Verfahren zu deren Herstellung sowie die Verwendung als Arzneimittel
  申请人：BAYER AG

  公开号：EP0253257B1

  公开（公告）日：1990-11-14
• US4868331A
  申请人：——

  公开号：US4868331A

  公开（公告）日：1989-09-19
• US4921998A
  申请人：——

  公开号：US4921998A

  公开（公告）日：1990-05-01