9-(3-methoxyphenyl)-9-fluorenol | 57028-29-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-(3-methoxyphenyl)-9-fluorenol
• 英文别名: 9-(3-methoxyphenyl)-9H-fluoren-9-ol；9-(3-methoxyphenyl)fluoren-9-ol
• CAS: 57028-29-2
• 化学式: C₂₀H₁₆O₂
• 分子量: 288.346
• InChiKey: UAVUEPYXYFLYKA-UHFFFAOYSA-N

物化性质

• 沸点：
  475.8±33.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-(3-methoxyphenyl)-9-fluorenol 在 四丁基溴化铵 作用下， 以 various solvent(s) 为溶剂， 生成 9-Bromo-9-(3-methoxy-phenyl)-9H-fluorene
  参考文献：
  名称：

  Cozens, Frances L.; Mathivanan, N.; McClelland, Robert A., Journal of the Chemical Society. Perkin transactions II, 1992, # 12, p. 2083 - 2090

  摘要：

  DOI：
• 作为产物：
  描述：

  9-Chlor-9-<3-methoxy-phenyl>-fluoren 在 水 作用下， 以 丙酮 为溶剂， 生成 9-(3-methoxyphenyl)-9-fluorenol
  参考文献：
  名称：

  584.芴化合物的取代作用。第三部分 9-氯-9-苯基芴的水解

  摘要：

  DOI：

  10.1039/jr9610003052

文献信息

• Tricylic amino-acid derivatives
  申请人：Allelix Neuroscience Inc.

  公开号：US06162824A1

  公开（公告）日：2000-12-19

  Described herein are compounds which have the general formula: ##STR1## or a prodrug or pharmaceutically acceptable salt, solvate or hydrate thereof wherein: R.sup.1 is selected from the group consisting of H, alkyl and the counter ion for a basic addition salt; X is selected from the group consisting of CR.sup.9 R.sup.10, S, O, SO, SO.sub.2, NH and N-alkyl; R.sup.2, R.sup.3, R.sup.4, R.sup.9 and R.sup.10 are independently selected from the group consisting of H and alkyl; R.sup.5 and R.sup.6 are independently selected from the group consisting of H, alkyl and phenyl, or, alternatively, R.sup.5 and R.sup.6 together may form a methylene group or a 3- to 6-membered a spirocyclic group; wherein, when X is CR.sup.9 R.sup.10, one or both pairs of R.sup.5 and R.sup.9 or R.sup.6 and R.sup.10 may join to form a double or triple bond R.sup.7 is selected from the group consisting of Formula II-V: ##STR2## which are all optionally substituted, at nodes other than R.sup.8, with 1-4 substituents independently selected from the group consisting of alkyl, halo, aryl (which may be substituted as for R.sup.8), trifluoromethyl, trifluoromethoxy, nitro, cyano, amino, mono-alkylamino, di-alkylamino, alkoxycarbonyl, alkylcarbonyl, alkoxythiocarbonyl, alkylthiocarbonyl, alkoxy, alkylS-, phenoxy, --SO.sub.2 NH.sub.2, --SO.sub.2 NHalkyl, --SO.sub.2 N(alkyl).sub.2 and 1,2-methylenedioxy; and wherein any of the benzo-fused rings in structures II to V may be replaced by a 5- or 6-membered heterocyclic ring selected from the group consisting of pyridine, thiophene, furan and pyrrole; wherein R.sup.8 is selected from the group consisting of H, alkyl, benzyl, cycloalkyl, indanyl and an optionally substituted aryl group, wherein the optional substituents are independently selected from 1-4 members of the group consisting of alkyl, halo, aryl, trifluoromethyl, trifluoromethoxy, nitro, cyano, amino, mono-alkylamino, di-alkylamino, alkoxycarbonyl, alkylcarbonyl, alkoxythiocarbonyl, alkylthiocarbonyl, alkoxy, alkylS-, phenoxy, --SO.sub.2 NH.sub.2, --SO.sub.2 NHalkyl, --SO.sub.2 N(alkyl).sub.2 and 1,2-methylenedioxy; --represents a single or double bond; Y is selected from the group consisting of O, S, SO, NH, N-alkyl, CH.sub.2, CH-alkyl, C(alkyl).sub.2, and C.dbd.O; Z is selected from the group consisting of CH.sub.2, O, S, NH and N-alkyl when--is a single bond; Z is selected from the group consisting of CH and N when--is a double bond. Also described is the use of these compounds as pharmaceuticals.

  本文描述了具有以下一般式的化合物：##STR1##或其前药或药用可接受的盐、溶剂或水合物，其中：R.sup.1选自H、烷基和碱性加成盐的对离子组成的群；X选自CR.sup.9 R.sup.10、S、O、SO、SO.sub.2、NH和N-烷基的群；R.sup.2、R.sup.3、R.sup.4、R.sup.9和R.sup.10独立地选自H和烷基的群；R.sup.5和R.sup.6独立地选自H、烷基和苯基，或者，作为另一选择，R.sup.5和R.sup.6可以一起形成亚甲基基团或3-至6-成员的螺环基团；当X为CR.sup.9 R.sup.10时，R.sup.5和R.sup.9或R.sup.6和R.sup.10中的一个或两个对可能连接以形成双键或三键R.sup.7选自以下式II-V的群：##STR2##它们都可以在除R.sup.8之外的节点上选择性地取代，取代基独立地选自烷基、卤素、芳基（可能像R.sup.8那样被取代）、三氟甲基、三氟甲氧基、硝基、氰基、氨基、单烷基氨基、双烷基氨基、烷氧羰基、烷基羰基、烷氧硫代羰基、烷基硫代羰基、烷氧基、烷基硫、苯氧基、--SO.sub.2 NH.sub.2、--SO.sub.2 NH烷基、--SO.sub.2 N(烷基).sub.2和1,2-亚甲二氧基；结构II至V中的苯并环中的任何一个都可以被选择自吡啶、噻吩、呋喃和吡咯的5-或6-成员杂环环取代；其中R.sup.8选自H、烷基、苄基、环烷基、茚基和一个可选择性取代的芳基，其中可选择性取代基独立地选自烷基、卤素、芳基、三氟甲基、三氟甲氧基、硝基、氰基、氨基、单烷基氨基、双烷基氨基、烷氧羰基、烷基羰基、烷氧硫代羰基、烷基硫代羰基、烷氧基、烷基硫、苯氧基、--SO.sub.2 NH.sub.2、--SO.sub.2 NH烷基、--SO.sub.2 N(烷基).sub.2和1,2-亚甲二氧基；--表示单键或双键；Y选自O、S、SO、NH、N-烷基、CH.sub.2、CH-烷基、C(烷基).sub.2和C.dbd.O的群；当--为单键时，Z选自CH.sub.2、O、S、NH和N-烷基的群；当--为双键时，Z选自CH和N的群。还描述了这些化合物作为药物的用途。
• Direct C–H bond arylation of fluorenes with aryl chlorides catalyzed by N-heterocyclic carbene–palladium(<scp>ii</scp>)–1-methylimidazole complex and further transformation of the products in a one-pot procedure
  作者：Ya-Yun Ji、Li-Li Lu、Yu-Chun Shi、Li-Xiong Shao

  DOI：10.1039/c4ob01594k

  日期：——

  We report here the NHC–Pd(II)–Im complex 1-catalyzed direct C–H bond functionalization of the C9 position of fluorenes with aryl chlorides and further transformation of the resulting products in a one-pot procedure. Under the optimal conditions, arylated fluorenes can be obtained in moderate to almost quantitative yields using various activated and unactivated (hetero)aryl chlorides as the arylating reagents. Furthermore, if the mixture from the arylation reaction is exposed to air, the C9-oxidized products can be obtained in acceptable to good yields in a one-pot procedure. In addition, alkyl groups can also be efficiently introduced to the above mixture from the arylation reaction, producing further C9-alkylated products in good to almost quantitative yields in a one-pot procedure, thus providing an expedient, inexpensive and practical strategy for the mono- and di-functionalization of fluorenes.

  我们在这里报道了NHC–Pd(II)–Im配合物1催化下，通过一步法直接对芴类化合物C9位进行C–H键官能团化，使用芳基氯化物作为芳基化试剂，并进一步转化所得产物。在最佳条件下，可以通过使用各种活化和未活化的（杂）芳基氯化物作为芳基化试剂，以中等至几乎定量的产率获得芳基化芴类化合物。此外，如果将来自芳基化反应的混合物暴露于空气中，可以在一步法中以可接受的至良好产率获得C9氧化产物。此外，还可以有效地将烷基引入上述来自芳基化反应的混合物中，通过一步法以良好至几乎定量的产率产生进一步的C9烷基化产物，从而为芴类化合物的单功能化和二功能化提供了一种便捷、经济且实用的策略。
• Substituent Effects on the Ionization Equilibria of 9-Aryl-9-fluorenols and 10-Aryl-10-hydroxyanthracen-9-ones
  作者：Trevor W. Toone、Edward Lee-Ruff、Alan C. Hopkinson

  DOI：10.1139/v75-230

  日期：1975.6.1

  The title compounds were prepared and their basicities measured. In both systems the major part of the molecule is held planar, while an aryl group is free to rotate. This may interact with the positive charge but steric hindrance to the ortho hydrogens may be expected to oppose planarity. In these systems no evidence was found for a reduction of the normal σ⁺ value due to failure to achieve planarity. A formula is presented which gives the approximate degree of resemblance (α) of the transition state to the products and, in the case of the ionization of triarylmethanols, α is found to be linear with pK_R+. It is suggested that this could resolve the apparent contradiction between the Hammett equation and the Hammond postulate.

  这些标题化合物已经制备并测量了它们的碱性。在这两个体系中，分子的主要部分保持平面，而芳基团可以自由旋转。这可能会与正电荷发生相互作用，但对邻位氢的立体位阻可能会阻碍平面性。在这些体系中，没有发现由于无法实现平面性而导致正常σ⁺值降低的证据。提出了一个公式，该公式给出了过渡态与产物之间近似相似度（α），在三芳基甲醇离子化的情况下，发现α与pK_R+呈线性关系。建议这可能解决汉密特方程与哈蒙德假设之间的明显矛盾。
• Acidity of hydrocarbons. Ionisation constants for some substituted 9-phenylfluorenes
  作者：Anthony F. Cockerill、John E. Lamper

  DOI：10.1039/j29710000503

  日期：——

  The pKa values of a series of substituted 9-phenylfluorenes have been measured. In conjunction with earlier studies, the results enable the establishment of an H– acidity function for 25–97% aqueous dimethyl sulphoxide containing tetramethylammonium hydroxide. It is indicated that this scale does not parallel the acidity function based on the ionisation of aniline indicators in the more aqueous solutions

  已经测量了一系列取代的9-苯基芴的p K a值。在与以前的研究相结合，结果使建立的ħ -为25-97％的含水二甲亚砜含有氢氧化四甲铵酸度函数。结果表明，在更多水溶液中，基于苯胺指示剂的电离，该比例与酸度功能不平行。芴环中的取代基对烃酸度的影响大于9-苯基核中的取代基。通过使用改良的Hammett方程，取代基与烃酸度的影响相关，表明9-苯环与芴核的平面度之间的距离约为。 39°，接近分子轨道计算先前预测的值。
• [EN] HETEROCYCLIC DERIVATIVES AND THEIR USE AS ANTITHROMBOTIC AGENTS<br/>[FR] DERIVES HETEROCYCLIQUES ET LEUR UTILISATION EN TANT QU'AGENTS ANTITHROMBOTIQUES
  申请人：AKZO NOBEL N.V.

  公开号：WO1998047876A1

  公开（公告）日：1998-10-29

  (EN) The present invention relates to antithrombotic compounds comprising the group Q, Q having formula (I), wherein the substructure (i) is a structure selected from (a, b and c), wherein X is O or S; X' being independently CH or N; and m is 0, 1, 2 or 3; wherein the group Q is bound through an oxygen atom or an optionally substituted nitrogen or carbon atom, or a pharmaceutically acceptable salt thereof or a prodrug thereof. The compounds of the invention are therapeutically active and in particular are antithrombotic agents.(FR) La présente invention concerne des composé antithrombotiques comprenant le groupe Q correspondant à la formule (I) dans laquelle la sous-structure (i) est une structure choisie parmi (a), (b) ou (c) où X représente O ou S, X' représente indépendamment CH ou N, et m vaut 0, 1, 2 ou 3, le groupe Q étant fixé au moyen d'un atome d'oxygène ou d'un atome de carbone ou d'azote éventuellement substitué. L'invention concerne également un sel ou un promédicament de ces composés, acceptable sur le plan pharmacologique. Les compositions de l'invention sont actives sur le plan thérapeutique et constituent notamment des agents antithrombotiques.

  该发明涉及抗血栓化合物，包括具有公式（I）的Q基团，其中亚结构（i）是从（a）、（b）和（c）中选择的结构，其中X为O或S；X'独立地为CH或N；m为0、1、2或3；其中Q基团通过氧原子或可选择的取代氮或碳原子结合，或其药学可接受的盐或前药。该发明的化合物具有治疗活性，特别是抗血栓剂。