2-[(5,6,7,8-tetrahydronaphthalen-2-yl)oxy]acetohydrazide | 235099-74-8

• 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-[(5,6,7,8-tetrahydronaphthalen-2-yl)oxy]acetohydrazide
• 英文别名: 2-(5,6,7,8-Tetrahydronaphthalen-2-yloxy)acetohydrazide
• CAS: 235099-74-8
• 化学式: C₁₂H₁₆N₂O₂
• 分子量: 220.271
• InChiKey: XYSXIXDTXGBNLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(5,6,7,8-tetrahydronaphthalen-2-yl)oxy]acetohydrazide 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 3-[(5,6,7,8-Tetrahydronaphthalen-2-yl)oxymethyl]-4-phenyl-5-mercapto-1,2,4-triazole
  参考文献：
  名称：

  Synthesis and analgesic activity of some triazoles and triazolothiadiazines

  摘要：

  The synthesis of some triazoles and triazolothiadiazines starting from (5,6,7,8-tetrahydronaphthalen-2-yl)oxyacetic acid is described. The chemical structure of the compounds were elucidated by analytical, IR, H-1 NMR and mass spectral studies. Some of the newly synthesized compounds were tested for analgesic activity and compounds 5b, 5c, and 5d exhibited promising analgesic activity. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00016-6
• 作为产物：
  描述：

  5,6,7,8-四氢-2-萘酚 在 硫酸 、 一水合肼 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 14.0h， 生成 2-[(5,6,7,8-tetrahydronaphthalen-2-yl)oxy]acetohydrazide
  参考文献：
  名称：

  设计，合成，体外和计算机模拟评估一系列新的基于恶二唑类抗癌药作为潜在的Akt和FAK抑制剂

  摘要：

  在当前的工作中，合成了新的1,3,4-恶二唑衍生物，并研究了它们对A549人肺腺癌，C6大鼠神经胶质瘤和NIH / 3T3小鼠胚胎成纤维细胞系的细胞毒性作用。化合物2，6和9被认为是针对A549和C6细胞系，因此它们对细胞凋亡的影响的最有效的抗癌剂，胱天蛋白酶-3激活，Akt的，FAK，线粒体膜电位和超微结构形态变化进行了评价。N-（5-硝基噻唑-2-基）-2-[[5-[（（5,6,7,8-四氢萘-2-基）氧基）甲基] -1,3,4-恶二唑-2- [基]硫代]乙酰胺（9）与顺铂相比，A549和C6细胞的早期和晚期凋亡细胞总数增加更多，并且导致两种细胞系中的线粒体膜去极化作用均高于顺铂。另一方面，N-（6-甲氧基苯并噻唑-2-基）-2-[[5-[（（5,6,7,8-四氢萘-2-基）氧基）甲基] -1,3,4在两种细胞系中，-oxadiazol-2-yl] thio]乙酰胺（6）引起的casp

  DOI：

  10.1016/j.ejmech.2018.06.049

文献信息

• Design, synthesis, in vitro and in silico evaluation of a new series of oxadiazole-based anticancer agents as potential Akt and FAK inhibitors
  作者：Mehlika Dilek Altıntop、Belgin Sever、Gülşen Akalın Çiftçi、Gülhan Turan-Zitouni、Zafer Asım Kaplancıklı、Ahmet Özdemir

  DOI：10.1016/j.ejmech.2018.06.049

  日期：2018.7

  current work, new 1,3,4-oxadiazole derivatives were synthesized and investigated for their cytotoxic effects on A549 human lung adenocarcinoma, C6 rat glioma and NIH/3T3 mouse embryonic fibroblast cell lines. Compounds 2, 6 and 9 were found to be the most potent anticancer agents against A549 and C6 cell lines and therefore their effects on apoptosis, caspase-3 activation, Akt, FAK, mitochondrial membrane

  在当前的工作中，合成了新的1,3,4-恶二唑衍生物，并研究了它们对A549人肺腺癌，C6大鼠神经胶质瘤和NIH / 3T3小鼠胚胎成纤维细胞系的细胞毒性作用。化合物2，6和9被认为是针对A549和C6细胞系，因此它们对细胞凋亡的影响的最有效的抗癌剂，胱天蛋白酶-3激活，Akt的，FAK，线粒体膜电位和超微结构形态变化进行了评价。N-（5-硝基噻唑-2-基）-2-[[5-[（（5,6,7,8-四氢萘-2-基）氧基）甲基] -1,3,4-恶二唑-2- [基]硫代]乙酰胺（9）与顺铂相比，A549和C6细胞的早期和晚期凋亡细胞总数增加更多，并且导致两种细胞系中的线粒体膜去极化作用均高于顺铂。另一方面，N-（6-甲氧基苯并噻唑-2-基）-2-[[5-[（（5,6,7,8-四氢萘-2-基）氧基）甲基] -1,3,4在两种细胞系中，-oxadiazol-2-yl] thio]乙酰胺（6）引起的casp
• Synthesis and antifungal activity of new hydrazide derivatives
  作者：Gülhan Turan-Zitouni、Mehlika Dilek Altıntop、Ahmet Özdemir、Fatih Demirci、Usama Abu Mohsen、Zafer Asım Kaplancıklı

  DOI：10.3109/14756366.2012.723208

  日期：2013.12.1

  In this study, nine new hydrazide derivatives were synthesized. The reaction of 2-[(5,6,7,8-tetrahydronaphthalen-2-yl) oxy]acetohydrazide with various benzaldehydes or acetophenones resulted in N'-substituted-2-[(5,6,7,8-tetrahydronaphthalen-2-yl) oxy] acetohydrazide derivatives. The structure elucidation of the synthesized and purified compounds was performed by using IR, H-1-NMR, and FAB(+)-MS spectral data and elemental analyses, respectively. Furthermore, the compounds were screened and evaluated for their antifungal activity against a panel of different human pathogenic Candida strains such as C. albicans, C. glabrata, C. utilis, C. tropicalis, C. krusei, C. zeylanoides and C. parapsilosis using agar diffusion and broth microdilution assays, respectively. Some of the tested compounds showed comparable antifungal activity (MIC = 0.0156->2 mg/mL) with ketoconazole.
• New Thiazoline-Tetralin Derivatives and Biological Activity Evaluation
  作者：Gülhan Turan-Zitouni、Leyla Yurttaş、Aouatef Tabbi、Gülşen Akalın Çiftçi、Halide Temel、Zafer Kaplancıklı

  DOI：10.3390/molecules23010135

  日期：——

  In this study, novel N'-(3-cyclohexyl/phenyl-4-(substituted phenyl)thiazole-2(3H)-ylidene)-2-[(5,6,7,8-tetrahydronaphthalen-2-yl)oxy]acetohydrazide (4a-4k) derivatives were synthesized and their anticancer potency were evaluated on human breast adenocarcinoma cell line (MCF-7), human lung carcinoma cell line (A549) and mouse embryoblast cell line (NIH/3T3) using the MTT method, DNA synthesis inhibition

  在这项研究中，新的N'-（3-环己基/苯基-4-（取代的苯基）噻唑-2（3H）-亚烷基）-2-[（5,6,7,8-四氢萘-2-基）氧基合成乙酰乙酰肼（4a-4k）衍生物，并使用MTT方法评估其对人乳腺癌细胞系（MCF-7），人肺癌细胞系（A549）和小鼠胚细胞系（NIH / 3T3）的抗癌能力。 ，DNA合成抑制和流式细胞仪分析。带有4-甲氧基苯基部分的化合物4e对MCF-7细胞系表现出最高的抗肿瘤效率，具有更高的DNA合成抑制和凋亡细胞百分数（ealy + late凋亡细胞）。另一方面，化合物4f，4g和4h带有4-溴，4-氯和4-氟苯基部分，当以比顺铂更低的浓度处理时，它们分别引起针对A549细胞系的优异的细胞凋亡水平。还测试了化合物的抗胆碱酯酶活性，化合物4h显示出对乙酰胆碱酯酶（AChE）的49.92％抑制。
• Synthesis and analgesic activity of some triazoles and triazolothiadiazines
  作者：G Turan-Zitouni、Z.A Kaplancikli、K Erol、F.S Kiliç

  DOI：10.1016/s0014-827x(99)00016-6

  日期：1999.4

  The synthesis of some triazoles and triazolothiadiazines starting from (5,6,7,8-tetrahydronaphthalen-2-yl)oxyacetic acid is described. The chemical structure of the compounds were elucidated by analytical, IR, H-1 NMR and mass spectral studies. Some of the newly synthesized compounds were tested for analgesic activity and compounds 5b, 5c, and 5d exhibited promising analgesic activity. (C) 1999 Elsevier Science S.A. All rights reserved.