9-acetyl-9,10-dihydroanthracene | 54585-45-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9-acetyl-9,10-dihydroanthracene
• 英文别名: 9-Acetyl-9,10-dihydro-anthracen；Ethanone, 1-(9,10-dihydro-9-anthracenyl)-；1-(9,10-dihydroanthracen-9-yl)ethanone
• CAS: 54585-45-4
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: VHRWBEUFSFONLG-UHFFFAOYSA-N

物化性质

• 沸点：
  150-151 °C(Press: 3 Torr)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-acetyl-9,10-dihydroanthracene 在 甲醇 、 乙醇 、 铂 作用下， 生成 1-(9,10-dihydro-[9]anthryl)-3-morpholino-propan-1-ol
  参考文献：
  名称：

  蒽系列研究；衍生自9-乙酰基蒽的氨基酮。

  摘要：

  DOI：

  10.1021/ja01182a076
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 磷化氢 、 氢碘酸 、 溶剂黄146 作用下， 生成 9-acetyl-9,10-dihydroanthracene
  参考文献：
  名称：

  蒽系列研究；衍生自9-乙酰基蒽的氨基酮。

  摘要：

  DOI：

  10.1021/ja01182a076

文献信息

• The Mannich reaction of 9-acetyl- and 9,10-dihydro-9-acetylanthracene. Reduction of the Mannich bases, and stereochemistry of the 9,10-dihydro compound
  作者：S. Foldeak、P. Hegyes、J. Molnar

  DOI：10.1016/s0040-4020(01)91430-9

  日期：1985.1

  The Mannich derivatives ( and ) of 9-acetyl-9,10-dihydroanthracene () with amines of different sizes were prepared for study of their biological effects. It was found that formation of the normal Mannich product in acetic acid was accompanied by formation of a secondary Mannich product containing a methylidene group ( and ). Reduction of compounds with NaBH4 gave aminoalcohols (), and amino-olefins

  制备了具有不同尺寸的胺的9-乙酰基-9,10-二氢蒽（）的曼尼希衍生物（和），以研究其生物学效应。发现正常的曼尼希产物在乙酸中的形成伴随着含有亚甲基（和）的二级曼尼希产物的形成。用NaBH 4还原化合物，得到氨基醇（），然后通过消除反应制得氨基烯烃（）。在酸性和碱性条件下，研究了化合物在Pd / C，阮内镍和亚当斯催化剂上的催化还原反应。在Pd / C上的酸性介质中，9,10-二氢化合物（）成立；在碱性条件下，所有这三种催化剂上的氢化都会导致脱氨作用。但是，出于“位阻”的原因，在任何情况下，酮基均未减少。在化合物中，文献数据和1 H-NMR谱表明9-取代基的取向是假轴
• Ultra-Sensitive Chemiluminescent Substrates for Enzymes and Their Conjugates
  申请人：Giri Pal Brij

  公开号：US20070225498A1

  公开（公告）日：2007-09-27

  New chemiluminescent compounds, stable in aqueous buffers, for use in biological assaying include acridanebased compounds and (1,2)-dioxetanes. Among the new acridanebased compounds are water-soluble acridanes, enhancer coupled acridanes, bis and trisacridanes as well as acridane-(1,2)-dioxetanes. Among the new (1,2)-dioxetanes are electron deficient group-containing dioxetanes and tethered bis-1,2-dioxetanes. The (1,2)-dioxetanes are useful as substrates for various enzymes. The acridanes can be admixed with an oxidizing agent. An aqueous buffer and, optionally, a stabilizer to form a substrate or reagent formulation useful for assaying, inter alia, HRP.

  新的化学发光化合物，稳定在水性缓冲液中，用于生物分析包括基于吖啶的化合物和(1,2)-二氧杂环辛烷。在新的基于吖啶的化合物中包括水溶性吖啶、增强剂偶联的吖啶、双吖啶和三吖啶以及吖啶-(1,2)-二氧杂环辛烷。在新的(1,2)-二氧杂环辛烷中包括含电子亏损基团的二氧杂环辛烷和连接的双-1,2-二氧杂环辛烷。这些(1,2)-二氧杂环辛烷可作为各种酶的底物。吖啶可以与氧化剂混合。水性缓冲液和可选的稳定剂可形成用于分析的底物或试剂配方，用于分析，包括HRP等。
• ULTRA-SENSITIVE CHEMILUMINESCENT SUBSTRATES FOR ENZYMES AND THEIR CONJUGATES
  申请人：Giri Brij Pal

  公开号：US20100317031A1

  公开（公告）日：2010-12-16

  New chemiluminescent compounds, stable in aqueous buffers, for use in biological assaying include acridane-based compounds and 1,2-dioxetanes. Among the new acridane-based compounds are water-soluble acridanes, enhancer coupled acridanes, bis and tris-acridanes as well as acridane-1,2-dioxetanes. Among the new 1,2-dioxetanes are electron deficient group-containing dioxetanes and tethered bis-1,2-dioxetanes. The 1,2-dioxetanes are useful as substrates for various enzymes. The acridanes can be admixed with an oxidizing agent an aqueous buffer and, optionally, a stabilizer to form a substrate or reagent formulation useful for assaying, inter alia, HRP.

  新的化学发光化合物，可以在水溶液缓冲液中稳定使用，用于生物测定，包括基于吖啶醚的化合物和1,2-二氧杂环烷。在新的基于吖啶醚的化合物中，包括水溶性吖啶醚、增强剂偶联的吖啶醚、双吖啶醚和三吖啶醚以及吖啶醚-1,2-二氧杂环烷。在新的1,2-二氧杂环烷中，包括含电子亏损基团的二氧杂环烷和连接的双1,2-二氧杂环烷。1,2-二氧杂环烷可用作各种酶的底物。吖啶醚可以与氧化剂混合在水溶液缓冲液中，并可选择性地加入稳定剂，形成用于测定HRP等的底物或试剂配方。
• Geometry−Affinity Relationships of the Selective Serotonin Receptor Ligand 9-(Aminomethyl)-9,10-dihydroanthracene
  作者：Scott P. Runyon、Srinivas Peddi、Jason E. Savage、Bryan L. Roth、Richard A. Glennon、Richard B. Westkaemper

  DOI：10.1021/jm010354g

  日期：2002.4.1

  With the exception of its two aromatic rings and basic nitrogen atom, 9-(aminomethyl)-9,10-dihydroanthracene (AMDA; 1) is remarkably devoid of the pharmacophore features usually associated with high-affinity receptor ligands such as the heteroatom hydrogen bonding features of the endogenous ligand serotonin. AMDA does contain a phenylethylamine skeleton within a tricyclic ring system, and the presence of the second aromatic group is necessary for optimal receptor affinity. The structural requirements for the binding of AMDA at 5-HT2A receptors were investigated with respect to the geometric relationship between the two aromatic rings. It appears that the geometry of the AMDA parent is in the optimal range for fold angle between aromatic moieties. Evaluation of conformationally constrained derivatives of AMDA suggests that a chain extended trans, gauche form is most likely responsible for high affinity.
• Synthesis of NHC-Oxazoline Pincer Complexes of Rh and Ru and Their Catalytic Activity for Hydrogenation and Conjugate Reduction
  作者：Jun-ichi Ito、Kanae Sugino、Satoru Matsushima、Hiroki Sakaguchi、Hiroshi Iwata、Takahiro Ishihara、Hisao Nishiyama

  DOI：10.1021/acs.organomet.6b00239

  日期：2016.6.13

  We describe the preparation and catalytic reactions of new CCN pincer Rh and Ru complexes containing NCH-oxazoline hybrid ligands. Oxazolinyl-phenyl-imidazolium derivatives (3) were suitable ligand precursors for the CCN pincer scaffold. C-H bond activation of 3 with RhCl3. 3H(2)O in the presence of NEt3 yielded the desired CCN pincer Rh complexes 5 in 13-27% yields. The related CCN pincer Ru complexes 8-10 were synthesized in good yields by C-H bond activation of p-cymene Ru complexes 7 in the presence of NaOAc in DMF. The chiral complexes 8 and 9 had two diastereomers according to the coordination of CO and OAc ligands. The CCN Rh complexes showed catalytic activity for conjugate reduction of ethyl beta-methylcinnamate with hydrosilane, with moderate enantioselectivity. The CCN Ru complexes were found to be active in the hydrogenation of aromatic ketones. In particular, hydrogenation of 9-acetylanthracene took place at not only the C=O bond but also the anthracene ring. The Ru complexes were also used as catalysts in the transfer hydrogenation of 9-acetylanthracene with 2-propanol; again, both the C=O bond and the anthracene ring were hydrogenated.