1-(2-氟苯基)-哌啶-4-酮 | 115012-46-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 1-(2-氟苯基)-哌啶-4-酮
• 中文别名: 1-(2-氟苯基)-4-哌啶酮；1-(2-氟苯基)-4-哌啶基酮
• 英文名称: 1-(2-fluorophenyl)piperidin-4-one
• CAS: 115012-46-9
• 化学式: C₁₁H₁₂FNO
• mdl: MFCD05864574
• 分子量: 193.221
• InChiKey: VXTRVLMTMGCKIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-(2-氟苯基)-哌啶-4-酮 在 对甲苯磺酸 potassium carbonate 、 sodium iodide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.17h， 生成 1-(3-chloro-4-tolyl)piperidin-4-ol
  参考文献：
  名称：

  Reese, Colin B.; Thompson, Elizabeth A., Journal of the Chemical Society. Perkin transactions I, 1988, p. 2881 - 2886

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(2-fluorophenyl)piperidin-4-ol 在 吡啶 、 二甲基亚砜 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 苯 为溶剂， 以67.5%的产率得到1-(2-氟苯基)-哌啶-4-酮
  参考文献：
  名称：

  Reese, Colin B.; Thompson, Elizabeth A., Journal of the Chemical Society. Perkin transactions I, 1988, p. 2881 - 2886

  摘要：

  DOI：

文献信息

• [EN] BENZOXAZEPINES AS INHIBITORS OF PI3K/m TOR AND METHODS OF THEIR USE AND MANUFACTURE<br/>[FR] BENZOXAZÉPINES COMME INHIBITEURS DE PI3K/M TOR, MÉTHODES D'UTILISATION ET DE FABRICATION BENZOXAZEPINES AS INHIBITORS OF PI3K/M TOR AND METHODS OF THEIR USE AND MANUFACTURE
  申请人：EXELIXIS INC

  公开号：WO2010138487A1

  公开（公告）日：2010-12-02

  The invention is directed to Compounds of Formula (I): the invention provides compounds that inhibit, regulate, and/or modulate P13K and/or mTOR that are useful in the treatment of hyperproliferative diseases, such as cancer, in mammals. This invention also provides methods of making the compound methods of using such compounds in the treatment of hyperproliferative diseases in mammals, especially humans, and to pharmaceutical compositions containing such compounds. For example, cancer in which activity against PI3fC-alph mTOR, or both contributes to its pathology and/or symptomatology include breast cancer mantle cell lymphoma, renal cell carcinoma, acute myelogenous leukemia, chronic myelogenous leukemia, NPM/ALK- transformed anaplastic large cell lymphoma, diffu large B cell lymphoma, rhabdomyosarcoma, ovarian cancer, endometrial cancer, cervic cancer, non small cell lung carcinoma, small cell lung carcinoma, adenocarcinoma, col cancer, rectal cancer, gastric carcinoma, hepatocellular carcinoma, melanoma, pancreat cancer, prostate carcinoma, thyroid carcinoma, anaplastic large cell lymphoma, hemangiom glioblastoma, or head and neck cancer.

  这项发明涉及式(I)的化合物：该发明提供了抑制、调节和/或调节P13K和/或mTOR的化合物，这些化合物在治疗哺乳动物的高增殖性疾病，如癌症，方面非常有用。该发明还提供了制备该化合物的方法，以及在治疗哺乳动物，特别是人类的高增殖性疾病中使用这些化合物的方法，以及含有这些化合物的药物组合物。例如，对PI3fC-α mTOR或两者都具有活性有助于其病理学和/或症状学的癌症包括乳腺癌、套细胞淋巴瘤、肾细胞癌、急性髓细胞白血病、慢性髓细胞白血病、NPM/ALK转化的间变性大细胞淋巴瘤、弥漫性大B细胞淋巴瘤、横纹肌肉瘤、卵巢癌、子宫内膜癌、宫颈癌、非小细胞肺癌、小细胞肺癌、腺癌、结肠癌、直肠癌、胃癌、肝细胞癌、黑色素瘤、胰腺癌、前列腺癌、甲状腺癌、间变性大细胞淋巴瘤、血管瘤、胶质母细胞瘤或头颈癌。
• Some observations relating to the use of 1-aryl-4-alkoxypiperidin-4-yl groups for the protection of the 2′-hydroxy functions in the chemical synthesis of oligoribonucleotides
  作者：Wayne Lloyd、Colin B. Reese、Quanlai Song、Anthony M. Vandersteen、Cristina Visintin、Pei-Zhou Zhang

  DOI：10.1039/a908149f

  日期：——

  The comparative rates of acid-catalysed removal of ten 1-aryl-4-methoxypiperidin-4-yl 8 (R = Me) [including the previously reported Ctmp 5 and Fpmp 6] protecting groups for the 2′-hydroxy functions in oligoribonucleotide synthesis are discussed. These studies have led to the development of the 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl (Cpep) protecting group 8 (R = Et, R1 = R2 = H, R3 = Cl) which is both more stable than the Ctmp and Fpmp groups at pH 0.5 and more labile at pH 3.75. The influence of the ribonucleoside aglycone on the stability of the 2′-O-Fpmp and 2′-O-Ctmp protecting groups both at low and high pH is examined.

  讨论了在寡核苷酸合成中，十个1-芳基-4-甲氧基哌啶-4-基（R = Me，包括先前报道的Ctmp 5和Fpmp 6）保护基对2'-羟基功能的酸催化去除的相对速率。这些研究导致开发了1-(4-氯苯基)-4-乙氧基哌啶-4-基（Cpep）保护基8（R = Et，R1 = R2 = H，R3 = Cl），其在pH 0.5下比Ctmp和Fpmp群更加稳定，而在pH 3.75下更加不稳定。研究了核苷酸基在低pH和高pH下对2'-O-Fpmp和2'-O-Ctmp保护基稳定性的影响。
• NOVEL ANTIFUNGAL TRIAZOLE DERIVATIVES
  申请人：Park Joon Seok

  公开号：US20120309771A1

  公开（公告）日：2012-12-06

  Disclosed are novel triazole derivatives. Exhibiting excellent antifungal activity and in vivo safety, they are useful for the treatment or prevention of fungal infections caused by a wide spectrum of fungi.

  揭示了新型三唑衍生物。表现出优异的抗真菌活性和体内安全性，对治疗或预防由广谱真菌引起的真菌感染有用。
• Facile preparation of acetals and enol ethers derived from 1-arylpiperidin-4-ones
  作者：Montserrat Faja、Colin B. Reese、Quanlai Song、Pei-Zhuo Zhang

  DOI：10.1039/a606191e

  日期：——

  When primary aromatic amines 6 are heated under reflux with slight excesses each of crude 1,5-dichloropentan-3-one 4 and toluene-4-sulfonic acid monohydrate in dry methanol solution, and an excess of trimethyl orthoformate is then added to the reactants, the corresponding 1-arylpiperidin-4-one dimethyl acetals 9 are obtained in good (74–81%) overall yields. The dimethyl acetals 9 undergo hydrolysis in formic acid–water (9∶1 v/v) at room temperature to give the parent 1-arylpiperidin-4-ones 8 in virtually quantitative yields. When the dimethyl acetals 9 are allowed to react with an excess each of N,N-diisopropylethylamine and boron trifluoride–diethyl ether complex in dichloromethane solution at 0 °C they are converted in good yields into the corresponding enol ethers 10, which are required as reagents in the solid phase synthesis of oligoribonucleotides.

  将芳香族伯胺 6 与粗 1,5-二氯戊烷-3-酮 4 和甲苯-4-磺酸一水合物在干燥的甲醇溶液中各自略微过量后在回流下加热，然后向反应物中加入过量的原甲酸三甲酯，即可得到相应的 1-芳基哌啶-4-酮二甲基乙缩醛 9，总产率为 74-81%。二甲基乙缩醛 9 在室温下于甲酸-水（9∶1 v/v）中水解，得到母体 1-芳基哌啶-4-酮 8，产率几乎为定量。当二甲基乙醛 9 与过量的 N,N-二异丙基乙胺和三氟化硼二乙基醚络合物在 0 °C 的二氯甲烷溶液中反应时，它们会以良好的收率转化为相应的烯醇醚 10，这些烯醇醚是固相合成寡核苷酸所需的试剂。
• Compounds useful as antagonists of CCR2
  申请人：Millennium Pharmaceuticals, Inc.

  公开号：US08067457B2

  公开（公告）日：2011-11-29

  The present invention provides compounds of general formula I: or a pharmaceutically acceptable salt thereof, wherein X, n, Y, and R1 are defined generally and in subsets herein. Compounds of the invention are inhibitors of CCR2 and accordingly are useful for the treatment of a variety of inflammatory, allergic, and autoimmune diseases, disorders, or conditions.

  本发明提供了通式I的化合物：或其药学上可接受的盐，其中X，n，Y和R1在此总体上和子集中被定义。本发明的化合物是CCR2的抑制剂，因此可用于治疗各种炎症、过敏和自身免疫性疾病、疾病或病况。