(2-(trifluoromethyl)phenyl)lithium | 49571-31-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-(trifluoromethyl)phenyl)lithium
• 英文别名: 2-(Trifluoromethyl)phenyllithium
• CAS: 49571-31-5
• 化学式: C₇H₄F₃Li
• 分子量: 152.045
• InChiKey: MMAPWTVQABRDDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-(trifluoromethyl)phenyl)lithium 在 三氯化磷 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 N-[chloro-[2-(trifluoromethyl)phenyl]phosphanyl]-N-methylmethanamine
  参考文献：
  名称：

  A flexible, highly efficient method for the preparation of homochiral oxazaphospholidine-boranes

  摘要：

  An efficient and operationally simple procedure for the synthesis of 2-substituted 3,4-dimethyl-5-phenyloxazaphospholidine derivatives has been developed. This new method permits the large scale preparation of a range of electronically and sterically differentiated homochiral monophosphine precursors.

  DOI：

  10.1016/s0040-4020(01)80637-2
• 作为产物：
  描述：

  (4-trifluoromethylphenyl)lithium 以 四氢呋喃 、 联苯 、 正戊烷 为溶剂， 生成 (2-(trifluoromethyl)phenyl)lithium
  参考文献：
  名称：

  Relative Basicities of ortho-, meta-, and para-Substituted Aryllithiums

  摘要：

  The relative basicities of aryllithiums bearing methoxy, chlorine, fluorine, trifluoromethyl and trifluoromethoxy substituents at the ortho, meta, and para positions have been assessed. To this end, two aryllithiums of comparable basicity were equilibrated together with the corresponding bromo- or iodoarenes in a 1: 2 mixture of pentanes with tetrahydrofuran at -50, -75, or -100 degrees C. The "basicity" (protodelithiation) increments Delta Delta G derived from the equilibrium constants are linearly correlated with the relative protonation enthalpies of the corresponding aryl anions in the gas phase. However, the correlation factor proves to be position-dependent. Compared with "naked" aryl anions, the basicity of aryllithiums mirrors the effects of ortho, meta, and para substituents to the extent of 36%, 30%, and 25%, respectively.

  DOI：

  10.1021/jo8020083
• 作为试剂：
  描述：

  6-溴-N-甲基-2-萘甲酰胺 在 (2-(trifluoromethyl)phenyl)lithium 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 水 为溶剂， 反应 2.33h， 生成 Orteronel; 6-[(7S)-7-羟基-6,7-二氢-5H-吡咯并[1,2-c]咪唑-7-基]-N-甲基-2-萘甲酰胺
  参考文献：
  名称：

  1,1-Diarylalkenes as anticancer agents: Dual inhibitors of tubulin polymerization and phosphodiesterase 4

  摘要：

  A series of 1,1-diarylalkene derivatives were prepared to optimize the properties of CC-5079 (1), a dual inhibitor of tubulin polymerization and phosphodiesterase 4 (PDE4). By using the 3-ethoxy-4-methoxyphenyl PDE4 pharmacophore as one of the aromatic rings, a significant improvement in PDE4 inhibition was achieved. Compound 28 was identified as a dual inhibitor with potent PDE4 (IC(50) = 54 nM) and antitubulin activity (HCT-116 IC(50) = 34 nM and tubulin polymerization IC(50) similar to 1 mu M). While the nitrile group at the alkene terminus was generally required for potent antiproliferative activity, its replacement was tolerated if there was a hydroxyl or amino group on one of the aryl rings. Conveniently, this group could also serve as a handle for amino acid derivatization to improve the compounds' solubility. The glycinamide analog 45 showed significant efficacy in the HCT-116 xenograft model, with 64% inhibition of tumor growth upon dosing at 20 mg/kg qd. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.068

文献信息

• Hydroxamic acid derivatives as metalloprotease inhibitors
  申请人：Burns M. David

  公开号：US20050250789A1

  公开（公告）日：2005-11-10

  The present invention provides compounds of Formula I or II: salt form or prodrug thereof, wherein variables are defined herein, that are modulators of metalloproteases such as matrix metalloproteases (MMPs) and ADAMs. The compounds or compositions described herein can be used to treat diseases associated with metalloprotease activity including, for example, arthritis, cancer, cardiovascular disorders, skin disorders, inflammation or allergic conditions.

  本发明提供了Formula I或II的化合物： 盐形式或其前药，其中变量在此处定义，这些化合物是金属蛋白酶调节剂，如基质金属蛋白酶（MMPs）和ADAMs。本文描述的化合物或组合物可用于治疗与金属蛋白酶活性相关的疾病，包括例如关节炎、癌症、心血管疾病、皮肤疾病、炎症或过敏症状。
• Untersuchungen zum mechanismus der reduktiven photo-eliminierung des biphenyl-systems aus cis-bis(phenyl) platin(II)-verbindungen
  作者：Hans-Albert Brune、Edith Hupfer、Günther Schmidtberg、Andrea Baur

  DOI：10.1016/0022-328x(92)83152-8

  日期：1992.2

  2-bis(diphenylphosphino)benzene), substituents of increasing van der Waals volumes have been introduced into the ortho- or meta-positions of the platinum-bonded phenyl rings in order to influence the relative orientations of these rings with espect to the plane defined by the four valences of the central platinum. The consequences of the different conformations on the photochemical elimination of the biphenyl

  在类型[（η的化合物2 -diphosphine）双（苯基）铂（II）]（二膦= 1,2-双（二苯基膦基）乙烷，顺-1,2-双（二苯基膦基）乙烯，1,2-双（二苯基膦基）苯），范德华体积增加的取代基已引入邻位或间位为了影响这些环相对于由中心铂的四个化合价所定义的平面的相对取向，它们与铂键合的苯环的位置相对应。在结晶和液相中研究了不同构象对从双（苯基）铂化合物光化学消除联苯系统的影响，其结果是，只有当两个苯环都垂直取向（或几乎垂直于铂平面。
• The Photo-Nazarov Reaction: Scope and Application
  作者：Shujun Cai、Zheming Xiao、Yingbo Shi、Shuanhu Gao

  DOI：10.1002/chem.201402993

  日期：2014.7.7

  (254 nm) smoothly yielded hexahydrofluorenones and related structures. This photo‐Nazarov reaction could also be applicable to the substrates carrying β‐alkyl groups on the enone, which gave corresponding polycyclic rings containing quaternary centers. These photo‐electrocyclized products may prove useful for synthesizing a variety of natural products and their derivatives. Further application of this

  研究了芳基乙烯基酮的光-纳扎罗夫反应的反应条件和范围。与传统的酸催化方法相比，这种光解电环化反应在中性或碱性条件下进行。用紫外线（254 nm）照射带有各种芳族环，酸敏感基团，环己烯基，环庚烯基和不饱和吡喃的底物，可以平稳地产生六氢芴酮及其相关结构。这种光-纳扎罗夫反应也可能适用于在烯酮上带有β-烷基的底物，该底物产生了相应的含有季中心的多环。这些光电循环产物可能被证明可用于合成多种天然产物及其衍生物。
• Resorcin derivatives, process for their preparation and pharmaceutical
  申请人：Richter Gedeon Vegyeszeti Gyar Rt.

  公开号：US04510338A1

  公开（公告）日：1985-04-09

  The invention relates to new resorcin derivatives of the formula (I) ##STR1## wherein R.sub.1 and R.sub.2 independently represent hydrogen, halogen, trihalomethyl, alkyl having from one to 3 carbon atoms or alkoxy having from one to 3 carbon atoms. According to another aspect of the invention there are provided processes for the preparation of these compounds. The compounds of the formula (I) are pharmacologically active. In particular, they are suitable for the treatment of acute ethanolic intoxication. Pharmaceutical compositions containing them as active ingredient are also within the scope of the invention.

  该发明涉及公式（I）的新间苯二酚衍生物，其中R.sub.1和R.sub.2独立地代表氢、卤素、三卤甲基、具有1至3个碳原子的烷基或具有1至3个碳原子的烷氧基。根据该发明的另一个方面，提供了制备这些化合物的方法。公式（I）的化合物具有药理活性。特别地，它们适用于治疗急性乙醇中毒。含有它们作为活性成分的药物组合物也在该发明的范围内。
• Fundamental Study on Arsenic(III) Halides (AsX₃; X = Br, I) toward the Construction of <i>C</i>₃-Symmetrical Monodentate Arsenic Ligands
  作者：Susumu Tanaka、Masafumi Konishi、Hiroaki Imoto、Yuma Nakamura、Masatoshi Ishida、Hiroyuki Furuta、Kensuke Naka

  DOI：10.1021/acs.inorgchem.0c00598

  日期：2020.7.20

  Arsenic ligands have attracted considerable attention in coordination chemistry. Arsenic(III) halides are the most important starting materials in the preparation of monodentate arsenic ligands. In this work, we optimized the synthetic methodologies of arsenic(III) halides (AsX3; X = Br, I) and examined the difference of their physical properties such as solubility to organic solvent and reactivity

  砷配体在配位化学中引起了相当大的关注。卤化砷（III）是制备单齿砷配体的最重要原料。在这项工作中，我们优化了卤化砷（III）（AsX 3； X = Br，I）的合成方法，并研究了其物理性质的差异，例如对有机溶剂的溶解度和对亲核试剂的反应性。此外，用获得的AsX 3制备了多种单齿砷配体。最后，将所获得的单齿砷配体用于与卟啉的反应体系中的无铜Sonogashira交叉偶联反应。结果表明，单齿砷配体比三苯基膦具有更高的催化活性，这是由于砷和磷原子之间的孤对电子特性不同。