trimethyl{[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethynyl}silane | 150508-72-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: trimethyl{[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethynyl}silane
• 英文别名: 4-tetrahydropyranyloxy-1-(trimethylsilylethynyl)benzene；4-tetrahydropyranyloxy-1-(trimethylsilylethynyl) benzene；Silane, trimethyl[[4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]ethynyl]-；trimethyl-[2-[4-(oxan-2-yloxy)phenyl]ethynyl]silane
• CAS: 150508-72-8
• 化学式: C₁₆H₂₂O₂Si
• 分子量: 274.435
• InChiKey: CBXCICSTYGWFPY-UHFFFAOYSA-N

物化性质

• 沸点：
  349.7±42.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trimethyl{[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethynyl}silane 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以1.30 g的产率得到[4-(tetrahydropyran-2-yloxy)phenyl]ethyne
  参考文献：
  名称：

  羟基十字形：胺反应性荧光团。

  摘要：

  三种羟基取代的十字形（XF，1,4-双（4'-羟基苯乙烯基）-2,5-双（4''-甲氧基苯基乙炔基）苯，1,4-双（4'-甲氧基苯乙烯基）-2的合成，5-双（4''-羟基苯基乙炔基）苯和1,4-双（4'-羟基苯乙烯基）-2,5-双（4''-羟基苯基乙炔基）苯）以霍纳反应开始，然后进行Sonogashira偶联以及随后的脱保护。本文所述的三个XF包含两个或四个游离酚羟基。所有三个XF在甲醇/水混合物中进行光度UV / Vis滴定。通过数据反卷积获得各个pK（a）值。由于三个XF在光诱导的去质子化后显示出显着的发射颜色变化，因此XF被吸收在不同的溶剂中并暴露于十二种胺中。在八种溶剂中，四羟基XF的取决于胺的发射率变化足够明显，因此可以通过线性判别分析来识别所有被检查的胺。不同溶剂中的四羟基XF形成传感器阵列，其响应基于激发态质子转移（ESPT）对胺的反应，并通过选择所用溶剂的电池来介导。

  DOI：

  10.1002/chem.200800296
• 作为产物：
  描述：

  4-碘苯酚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 对甲苯磺酸 、 三乙胺 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 15.5h， 生成 trimethyl{[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethynyl}silane
  参考文献：
  名称：

  Synthesis, Structure, and SAR of Tetrahydropyran-Based LpxC Inhibitors

  摘要：

  In the search for novel Gram-negative agents, we performed a comprehensive search of the AstraZeneca collection and identified a tetrahydropyran-based matrix metalloprotease (MMP) inhibitor that demonstrated nanomolar inhibition of UDP-3-O-(acyl)-N-acetylglucosamine deacetylase (LpxC). Crystallographic studies in Aquifex aeolicus LpxC indicated the tetrahydropyran engaged in the same hydrogen bonds and van der Waals interactions as other known inhibitors. Systematic optimization of three locales on the scaffold provided compounds with improved Gram-negative activity. However, the optimization of LpxC activity was not accompanied by reduced inhibition of MMPs. Comparison of the crystal structure of the native product, UDP-3-O-(acyl)-glucosamine, in Aquifex aeolicus to the structure of a tetrahydropyran-based inhibitor indicates pathways for future optimization.

  DOI：

  10.1021/ml500210x

文献信息

• Methods for treating subjects infected with a herpes virus or neisseria gonorrheae
  申请人：——

  公开号：US20020103262A1

  公开（公告）日：2002-08-01

  The present invention provides a method of inhibiting the formation of infectious herpes virus particles, particularly infectious herpes simplex virus (HSV) particles, in a host cell. The method involves administering an effective amount of a hydroxylated tolan, particularly a polyhydroxylated tolan, to a herpes virus infected host cell. The present invention also provides a method of treating a herpes virus infection, particularly an HSV infection. The method comprises administering a topical composition comprising a therapeutically effective amount of a hydroxylated tolan to a herpes virus-infected site. The present invention also relates to a topical composition for treating a herpes virus infection selected from the group consisting of an HSV infection, a cytomegalovirus infection, and a varicella zoster virus infection. The present invention also provides a method of treating a subject infected with Neisseria gonorrhea.

  本发明提供了一种抑制感染性疱疹病毒颗粒形成的方法，特别是在宿主细胞中抑制感染性单纯疱疹病毒（HSV）颗粒的方法。该方法涉及向感染疱疹病毒的宿主细胞中投入有效量的羟基化托兰，特别是多羟基化托兰。本发明还提供了一种治疗疱疹病毒感染，特别是HSV感染的方法。该方法包括向疱疹病毒感染部位投入含有治疗有效量羟基化托兰的局部组合物。本发明还涉及一种用于治疗疱疹病毒感染的局部组合物，所述感染可以是HSV感染、巨细胞病毒感染或水痘带状疱疹病毒感染。本发明还提供了一种治疗被淋病奈瑟氏菌感染的受试者的方法。
• Designing banana-shaped liquid crystals without Schiff's base units: m-terphenyls, 2,6-diphenylpyridines and V-shaped tolane derivatives
  作者：Dong Shen、Siegmar Diele、Gerhard Pelzl、Ina Wirth、Carsten Tschierske

  DOI：10.1039/a808275h

  日期：——

  This paper reports attempts to obtain (anti)ferroelectric switchable achiral banana-shaped molecules without Schiff's base units. For this purpose we have synthesized novel V-shaped molecules consisting of rigid angular central units [1,3-disubstituted benzene, 2,7-disubstituted naphthalene, 1,3-diphenylbenzene, 2,6-diphenylnitrobenzene, 2,6-diphenylpyridine, 1,3-bis(phenylethynyl)benzene, 1-phenyl-3-(phenylethynyl)benzene] connected via ester linkages to two rigid cores (1,4-disubstituted benzenes, biphenyls, 2-phenylpyrimidines, phenylbenzoates). Most compounds have rather high melting points. Only molecules with seven aromatic rings show liquid crystalline properties. Two-dimensional modulated smectic phases (rectangular columnar phases) were found for molecules with phenylbenzoate rigid units. Intercalated fluid smectic phases were detected for the corresponding 2-phenylpyrimidine derivatives. For the first time in the case of banana-shaped molecules a nematic phase was observed for a 2′-nitro-m-terphenyl-4,4″-diyl bisbenzoate. However, none of the synthesized compounds exhibit the typical texture of the (anti)ferroelectric switchable mesophases, known from the Schiff's base derivatives.

  这篇论文报告了在没有施夫碱单元的情况下，获得可切换的反铁电和铁电非手性香蕉形状分子的尝试。为此，我们合成了新型的V形分子，这些分子由刚性角形中心单元（1,3-二取代苯、2,7-二取代萘、1,3-二苯基苯、2,6-二苯基硝基苯、2,6-二苯基吡啶、1,3-双（苯乙炔）苯、1-苯基-3-（苯乙炔）苯）通过酯连接物连接至两个刚性核心（1,4-二取代苯、联苯、2-苯基吡啶、苯基苯甲酸酯）。大多数化合物的熔点相当高。只有七个芳香环的分子显示出液晶特性。具有苯基苯甲酸酯刚性单元的分子观察到二维调制的层状相（矩形柱状相）。相应的2-苯基吡啶衍生物检测到了夹层流体层状相。在香蕉形状分子的情况下，首次观察到2′-硝基-m-三苯基-4,4″-二苯甲酸酯的涡旋相。然而，合成的化合物中没有任何显示出施夫碱衍生物所知的典型（反）铁电可切换介相的纹理。
• Methods for treating subjects infected with a herpes virus
  申请人：Northeastern Ohio Universities College of Medicine

  公开号：US06599945B2

  公开（公告）日：2003-07-29

  The present invention provides a method of inhibiting the formation of infectious herpes virus particles, particularly infectious herpes simplex virus (HSV) particles, in a host cell. The method involves administering an effective amount of a hydroxylated tolan, particularly a polyhydroxylated tolan, to a herpes virus infected host cell. The present invention also provides a method of treating a herpes virus infection, particularly an HSV infection. The method comprises administering a topical composition comprising a therapeutically effective amount of a hydroxylated tolan to a herpes virus-infected site. The present invention also relates to a topical composition for treating a herpes virus infection selected from the group consisting of an HSV infection, a cytomegalovirus infection, and a varicella zoster virus infection. The present invention also provides a method of treating a subject infected with Neisseria gonorrhea.

  本发明提供了一种抑制宿主细胞中感染性疱疹病毒颗粒，特别是感染性单纯疱疹病毒（HSV）颗粒形成的方法。该方法涉及向感染疱疹病毒的宿主细胞中施加有效量的羟基化甲苯，特别是多羟基化甲苯。本发明还提供了一种治疗疱疹病毒感染，特别是HSV感染的方法。该方法包括向疱疹病毒感染部位施加含有羟基化甲苯治疗剂量的局部组成物。本发明还涉及一种用于治疗疱疹病毒感染的局部组成物，所述疱疹病毒感染包括HSV感染、巨细胞病毒感染和水痘带状疱疹病毒感染。本发明还提供了一种治疗感染淋病奈瑟菌的受试者的方法。
• ASCORBATE, VITAMIN K3 AND HYDROXYTOLANS IN THE TREATMENT OF CANCER
  申请人：Tsai Chun-che

  公开号：US20110160301A1

  公开（公告）日：2011-06-30

  The combination of compounds of the hydroxytolan family with ascorbate plus naphthoquinone (Vitamin K3; VK3), or a quinone or semiquinone analogue of VK3, kill tumor cells, inhibit tumor growth and development, and treat cancer in subjects in need thereof.

  羟基甲苯系列化合物与抗坏血酸加萘醌（维生素K3; VK3）或VK3的醌或半醌类似物的组合，可杀死肿瘤细胞，抑制肿瘤生长和发展，并治疗需要的患者的癌症。
• HYDROXYLATED TOLANS AND RELATED COMPOUNDS IN THE TREATMENT OF A CANCER
  申请人：Tsai Chun-Che

  公开号：US20110130468A1

  公开（公告）日：2011-06-02

  Compounds of the hydroxytolan family kill tumor cells, inhibit tumor growth and development, and are thus useful in method for treating a tumor or cancer in subjects in need thereof. These compounds are also active in preventing or treating a variety of skin diseases and conditions. The most preferred hydroxytolan compounds are 4,4′-dihydroxytolan. (KST-201), 4 hydroxy 4′ trifluoromethyltolan or 4′ hydroxy 4 trifluoromethyltolan (KST-213), 3,4′,5-trihydroxytolan or 3′,4,5′-trihydroxytolan (KST-301) and 3,3′,5,5′-tetrahydroxytolan (KST-401). The compounds and methods of using them alone and in combination with ascorbate and certain cyclic compounds to inhibit the development, growth or metastasis of tumor/cancer or preneoplastic cells, or to prevent or treat skin disorders in a subject are disclosed.

  羟基托兰家族的化合物可以杀死肿瘤细胞，抑制肿瘤的生长和发展，因此在治疗需要此类方法的患者的肿瘤或癌症中非常有用。这些化合物也可以预防或治疗各种皮肤疾病和状况。最受欢迎的羟基托兰化合物是4,4'-二羟基托兰（KST-201），4-羟基-4'-三氟甲基托兰或4'-羟基-4-三氟甲基托兰（KST-213），3,4'，5-三羟基托兰或3'，4，5'-三羟基托兰（KST-301）和3,3'，5,5'-四羟基托兰（KST-401）。本文揭示了使用这些化合物及其与抗坏血酸和某些环状化合物的组合物单独或联合使用的方法，以抑制肿瘤/癌症或癌前细胞的发展，生长或转移，或预防或治疗主体的皮肤疾病。