1-oxo-2,3-dihydro-1H-inden-5-yl trifluoromethanesulfonate | 154122-32-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1-oxo-2,3-dihydro-1H-inden-5-yl trifluoromethanesulfonate
• 英文别名: (1-Oxo-2,3-dihydroinden-5-yl) trifluoromethanesulfonate
• CAS: 154122-32-4
• 化学式: C₁₀H₇F₃O₄S
• 分子量: 280.224
• InChiKey: SHJBJQYGEUKMHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-oxo-2,3-dihydro-1H-inden-5-yl trifluoromethanesulfonate 在 四(三苯基膦)钯 、 碳酸氢铵 、 三乙胺 作用下， 生成 6-Diethoxyphosphorylspiro[1,2-dihydroindene-3,5'-imidazolidine]-2',4'-dione
  参考文献：
  名称：

  Synthesis and biological activity of cyclic analogues of MPPG and MCPG as metabotropic glutamate receptor antagonists

  摘要：

  The synthesis of two rigidified phenylglycine analogues is disclosed. The cyclic analogue 1 of (R,S)-alpha-methyl-4-phosphonophenylglycine (MPPG) is shown to be a particularly interesting pharmacological tool, for it is a group II selective mGluR antagonist that possesses an inverse agonist-like action

  DOI：

  10.1016/s0960-894x(97)00177-7
• 作为产物：
  描述：

  5-甲氧基-1-茚酮 在 2,6-二甲基吡啶 、 三溴化硼 作用下， 生成 1-oxo-2,3-dihydro-1H-inden-5-yl trifluoromethanesulfonate
  参考文献：
  名称：

  Synthesis and biological activity of cyclic analogues of MPPG and MCPG as metabotropic glutamate receptor antagonists

  摘要：

  The synthesis of two rigidified phenylglycine analogues is disclosed. The cyclic analogue 1 of (R,S)-alpha-methyl-4-phosphonophenylglycine (MPPG) is shown to be a particularly interesting pharmacological tool, for it is a group II selective mGluR antagonist that possesses an inverse agonist-like action

  DOI：

  10.1016/s0960-894x(97)00177-7

文献信息

• [EN] BICYCLIC COMPOUNDS HAVING BRADYKININ RECEPTORS AFFINITY AND PHARMACEUTICAL COMPOSITIONS THEREOF<br/>[FR] COMPOSES BICYCLIQUES PRESENTANT UNE AFFINITE POUR LES RECEPTEURS DE LA BRADYKININE ET COMPOSITIONS PHARMACEUTIQUES EN CONTENANT
  申请人：AMGEN INC

  公开号：WO2004092116A1

  公开（公告）日：2004-10-28

  Selected compounds are effective for treatment of pain and diseases, such as inflammation mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable derivatives thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving pain, inflammation, and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  所选化合物对于治疗疼痛和炎症介导的疾病等方面有效。该发明涵盖了新颖的化合物、类似物、前药和其药学上可接受的衍生物，以及用于预防和治疗涉及疼痛、炎症等疾病和其他疾病或病况的药物组合物和方法。该发明还涉及制备这类化合物的方法，以及在这类方法中有用的中间体。
• Heterogeneous Pd/C-Catalyzed Ligand-Free, Room-Temperature Suzuki–Miyaura Coupling Reactions in Aqueous Media
  作者：Tomohiro Maegawa、Yoshiaki Kitamura、Satoko Sako、Takahiro Udzu、Ai Sakurai、Asami Tanaka、Yusuke Kobayashi、Koichi Endo、Utpal Bora、Takanori Kurita、Atsushi Kozaki、Yasunari Monguchi、Hironao Sajiki

  DOI：10.1002/chem.200601795

  日期：2007.7.6

  A mild and efficient ligand-free Suzuki-Miyaura coupling reaction catalyzed by heterogeneous Pd/C was developed. Aryl bromides and triflates undergo the cross-coupling with aryl boronic acids in excellent yields without the presence of any additives in aqueous media at room temperature. Aryl vinyl boronic acids are also applicable to this coupling reaction and provide the trans-stilbene derivatives

  建立了温和有效的无规Pd / C催化的无配体Suzuki-Miyaura偶联反应。在室温下，水性介质中不存在任何添加剂的情况下，芳基溴化物和三氟甲磺酸酯与芳基硼酸进行交叉偶联，收率极高。芳基乙烯基硼酸也可用于该偶联反应，并以高收率提供反式-二苯乙烯衍生物。在有氧条件下，湿式Pd / C在偶合反应中的应用没有发生任何活性损失，并且Pd / C的再使用对于第五次运行是可行的，而没有明显的活性损失。
• Synthesis and Evaluation of Imidazolylmethylenetetrahydronaphthalenes and Imidazolylmethyleneindanes:  Potent Inhibitors of Aldosterone Synthase
  作者：Sarah Ulmschneider、Ursula Müller-Vieira、Markus Mitrenga、Rolf W. Hartmann、Sandrine Oberwinkler-Marchais、Christian D. Klein、Matthias Bureik、Rita Bernhardt、Iris Antes、Thomas Lengauer

  DOI：10.1021/jm049600p

  日期：2005.3.1

  Elevated plasma aldosterone levels play a detrimental role in certain forms of congestive heart failure and myocardial fibrosis. We proposed aldosterone synthase (CYP11B2) as a novel target for the treatment of these diseases. In this study, the synthesis and biological evaluation of substituted E- and Z-imidazolylmethylenetetrahydronaphthalenes and E- and Z-imidazolylmethyleneindanes (compounds 1a

  血浆醛固酮水平升高在某些形式的充血性心力衰竭和心肌纤维化中起有害作用。我们提出了醛固酮合酶（CYP11B2）作为治疗这些疾病的新目标。在这项研究中，描述了取代的E-和Z-咪唑基亚甲基四氢萘以及E-和Z-咪唑基亚甲基茚满（化合物1a，b-9a，b）的合成和生物学评估。该化合物通过类似Wittig的反应制备。使用裂变酵母和V79 MZh细胞中表达的牛CYP11B和人CYP11B2对其活性进行了测试。确定了对人CYP11B1，CYP19和CYP17的选择性。尤其是在CYP11B1（类固醇11β-羟化酶）的情况下，选择性是一个关键问题，因为该酶与目标酶之间的序列同源性非常高（93％）。基于人CYP2C9的X射线结构，建立了CYP11B2的蛋白质模型，并与标题化合物进行了对接实验。生物学结果显示CYP11B2的高效抑制剂（IC（50）= 4-93 nM）。Z-异构体通常比相应的E-异构体更具活性。可
• [EN] CYCLIC AMINE DERIVATIVES AND THEIR USE IN THE TREATMENT OF INFLAMMATION-RELATED DISORDERS MEDIATED BY BRADYKININ<br/>[FR] DERIVES AMINES CYCLIQUES ET LEUR UTILISATION DANS LE TRAITEMENT DE TROUBLES LIES A L'INFLAMMATION INDUITS PAR LA BRADYKININE
  申请人：AMGEN INC

  公开号：WO2004092164A1

  公开（公告）日：2004-10-28

  Compounds of formula (I) are effective for treatment of pain and diseases, such as inflammation mediated diseases. The invention encompasses novel compounds, pharmaceutically acceptable derivatives thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving pain, inflammation mediated by Bradykinin. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes wherein q, t, R, Ra, Rb, Rc and R2 are as defined herein.

  公式（I）的化合物对于治疗疼痛和疾病，如由炎症介导的疾病，具有有效性。该发明涵盖了新型化合物，其药学上可接受的衍生物，药物组合物以及用于预防和治疗涉及疼痛、由Bradykinin介导的炎症等疾病和其他疾病或病况的方法。该发明还涉及制备此类化合物的方法，以及在这些方法中有用的中间体，其中q、t、R、Ra、Rb、Rc和R2如本文所定义。
• Cyclic amine derivatives and methods of use
  申请人：Groneberg D. Robert

  公开号：US20050234044A1

  公开（公告）日：2005-10-20

  Selected compounds are effective for treatment of pain and diseases, such as inflammation mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable derivatives thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving pain, inflammation, and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  选定的化合物对于治疗疼痛和疾病，如炎症介导的疾病，具有有效性。该发明涵盖了新颖的化合物、类似物、前药和其药学上可接受的衍生物，药物组合物以及用于预防和治疗涉及疼痛、炎症等疾病和其他疾病或病症的方法。该发明还涉及制备这些化合物的过程，以及在这些过程中有用的中间体。