trimethyl{[4-(propan-2-yloxy)phenyl]ethynyl}silane | 877603-48-0

• 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-(propan-2-yloxy)phenyl]ethynyl}silane
• 英文别名: 4-isopropoxy-1-(2-trimethylsilyl-1-ethynyl)benzene；Trimethyl-[2-(4-propan-2-yloxyphenyl)ethynyl]silane
• CAS: 877603-48-0
• 化学式: C₁₄H₂₀OSi
• 分子量: 232.398
• InChiKey: DNOFNACKVNXFIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  trimethyl{[4-(propan-2-yloxy)phenyl]ethynyl}silane 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.5h， 以71%的产率得到1-乙炔基-4-异丙氧基苯
  参考文献：
  名称：

  [EN] NOVEL HETEROCYCLIC AMIDE DERIVATIVES HAVING DIHYDROOROTATE DEHYDROGENASE INHIBITING ACTIVITY
  [FR] NOUVEAUX DERIVES D'AMIDES HETEROCYCLIQUES AYANT UNE ACTIVITE D'INHIBITION DE LA DIHYDROOROTATE DESHYDROGENASE

  摘要：

  This invention provides a novel cyclic amide derivative with pharmacological activity. The compound of the present invention is a compound represented by the following general formula (1) or a salt thereof. In the formula, X1-X2 is S-CH2, etc.; R1 is an alkyl group, etc.; p is 0-7; R2 is hydrogen, alkyl, etc.; R3 is hydrogen, alkyl group, etc.; Y1-Y2 is CH=CH, etc.; R4 is halogen, alkyl group, etc.; q is 0-4; R5 represents halogen, hydrogen, alkyl group, etc.

  公开号：

  WO2006022442A1
• 作为产物：
  描述：

  4-碘苯酚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 trimethyl{[4-(propan-2-yloxy)phenyl]ethynyl}silane
  参考文献：
  名称：

  Halogen Bonding of (Iodoethynyl)benzene Derivatives in Solution

  摘要：

  Halogen bonding (XB) between (iodoethynyl)benzene donors and quinuclidine in benzene affords binding free enthalpies (ΔG, 298 K) between -1.1 and -2.4 kcal mol(-1), with a strong LFER with the Hammett parameter σpara. The enthalpic driving force is compensated by an unfavorable entropic term. The binding affinity of XB acceptors increases in the order pyridine < C═O < S═O < P═O < quinuclidine. Diverse XB packing motifs are observed in the solid state.

  DOI：

  10.1021/ol502099j

文献信息

• [EN] NOVEL HETEROCYCLIC AMIDE DERIVATIVES HAVING DIHYDROOROTATE DEHYDROGENASE INHIBITING ACTIVITY<br/>[FR] NOUVEAUX DERIVES D'AMIDES HETEROCYCLIQUES AYANT UNE ACTIVITE D'INHIBITION DE LA DIHYDROOROTATE DESHYDROGENASE
  申请人：SANTEN PHARMACEUTICAL CO LTD

  公开号：WO2006022442A1

  公开（公告）日：2006-03-02

  本発明は、薬理活性を有する新規複素環アミド誘導体を提供する。本発明化合物は、下記一般式（１）で表される化合物又はその塩である。式中、Ｘ1−Ｘ2はＳ−ＣＨ2等；Ｒ1はアルキル基等；ｐは０～７；Ｒ2は水素、アルキル等；Ｒ3は水素、アルキル基等；Ｙ1−Ｙ2はＣＨ＝ＣＨ等；Ｒ4はハロゲン、アルキル基等；ｑは０～４；Ｒ5はハロゲン、水素、アルキル基等を示す。

  This invention provides a novel cyclic amide derivative with pharmacological activity. The compound of the present invention is a compound represented by the following general formula (1) or a salt thereof. In the formula, X1-X2 is S-CH2, etc.; R1 is an alkyl group, etc.; p is 0-7; R2 is hydrogen, alkyl, etc.; R3 is hydrogen, alkyl group, etc.; Y1-Y2 is CH=CH, etc.; R4 is halogen, alkyl group, etc.; q is 0-4; R5 represents halogen, hydrogen, alkyl group, etc.
• Synthesis of poly(1-chloro-2-arylacetylene)s with high cis-content and examination of their absorption/emission properties
  作者：Jesus Rodriguez Castanon、Natsuhiro Sano、Masashi Shiotsuki、Fumio Sanda

  DOI：10.1002/pola.28397

  日期：2017.2.1

  A series of 1‐chloro‐2‐arylacetylenes [Cl‐CC‐Ar, Ar = C6H5 (1), C6H4‐p‐iPr (2), C6H4‐p‐OiPr (3), C6H4‐p‐NHC(O)OtBu (4), and C6H4‐o‐iPr (5)] were polymerized using (tBu3P)PdMeCl/silver trifluoromethanesulfonate (AgOTf) and MoCl5/SnBu4 catalysts. The corresponding polymers [poly(1)–poly(5)] with weight‐average molecular weights of 6,500–690,000 were obtained in 10–91% yields. THF‐insoluble parts, presumably

  一系列1-氯-2-芳基乙炔[Cl-CC-Ar，Ar = C 6 H 5（1），C 6 H 4 - p - i Pr（2），C 6 H 4 - p- O我PR（3），C 6 H ^ 4 - p -NHC（O）O吨卜（4），和C 6 H ^ 4 - ö -我PR（5）]使用聚合（TBU 3P）PdMeCl /三氟甲磺酸银（AgOTf）和MoCl 5 / SnBu 4催化剂。重均分子量为6,500-690,000的相应聚合物[poly（1）-poly（5）]以10-91％的产率获得。通过Pd催化的聚合反应，与THF可溶性聚合物一起形成了不溶于THF的部分，可能是高分子聚合物。Pd催化剂聚合非极性单体1和2的产率低于Mo催化剂，而Pd催化剂聚合极性单体3和4的产率较高的相应聚合物。在1聚合物的1 H NMR和UV-vis吸收光谱表明，Pd基聚合物的顺式含量高于Mo基聚合物，而Pd基聚合物的共轭长
• Synthesis and Antiplasmodial Activity of New Indolone <i>N</i>-Oxide Derivatives
  作者：Françoise Nepveu、Sothea Kim、Jeremie Boyer、Olivier Chatriant、Hany Ibrahim、Karine Reybier、Marie-Carmen Monje、Severine Chevalley、Pierre Perio、Barbora H. Lajoie、Jalloul Bouajila、Eric Deharo、Michel Sauvain、Rachida Tahar、Leonardo Basco、Antonella Pantaleo、Francesco Turini、Paolo Arese、Alexis Valentin、Eloise Thompson、Livia Vivas、Serge Petit、Jean-Pierre Nallet

  DOI：10.1021/jm901300d

  日期：2010.1.28

  A series of 66 new indolone-N-oxide derivatives was synthesized with three different methods. Compounds were evaluated for in vitro activity against CQ-sensitive (3D7), CQ-resistant (FcB1), and CQ and pyrimethamine cross-resistant (K1) strains of Plasmodium falciparum (P.f.), its well as for cytotoxic concentration (CC50) on MCF7 and KB human tumor Cell lines. Compound 26 (5-methoxy-indolone-N-oxide analogue) had the most potent antiplasmodial activity in vitro (< 3 nM on FcB1 and = 1.7 nM on 3D7) with a very satisfactory selectivity index (CC50 MCF7/IC50 FcB1: 14623; CC50 KB/IC50 3D7: 198823). In in vivo experiments, compound 1 (dioxymethylene derivatives of the indolone-N-oxide) showed the best antiplasmodial activity against Plasmodium berghei, 62% inhibition of the parasitaemia at 30 mg/kg/day.
• 2-Aryl-3H-indol-3-ones: Synthesis, electrochemical behaviour and antiplasmodial activities
  作者：Ennaji Najahi、Alexis Valentin、Paul-Louis Fabre、Karine Reybier、Françoise Nepveu

  DOI：10.1016/j.ejmech.2014.03.059

  日期：2014.5

  The synthesis of indolone derivatives and their antiplasmodial activity in vitro against Plasmodium falciparum at the blood stage are described. The 2-aryl-3H-indol-3-ones were synthesized via deoxygenation of indolone-N-oxides. Electrochemical behaviour, antiplasmodial activity and cytotoxicity on human tumor cell lines were compared to those of indolone-N-oxides. The antiplasmodial IC50 (concentrations at 50% inhibition) of these compounds ranged between 49 and 1327 nM. Among them, the 2(4-dimethylaminophenyl)-5-methoxy-indol-3-one, 7, had the best antiplasmodial activity in vitro (IC50 = 49 nM; FcB1 strain) and selectivity index (SI (CC50 MCF7/IC50 FcB1) = 423.4). Thus, the hits identified in this deoxygenated series correspond to their structural homologs in the N-oxide series with comparable electrochemical behaviour at the nitrogen-carbon double bond. (C) 2014 Elsevier Masson SAS. All rights reserved.
• Halogen Bonding of (Iodoethynyl)benzene Derivatives in Solution
  作者：Oliver Dumele、Dino Wu、Nils Trapp、Nancy Goroff、François Diederich

  DOI：10.1021/ol502099j

  日期：2014.9.19

  Halogen bonding (XB) between (iodoethynyl)benzene donors and quinuclidine in benzene affords binding free enthalpies (ΔG, 298 K) between -1.1 and -2.4 kcal mol(-1), with a strong LFER with the Hammett parameter σpara. The enthalpic driving force is compensated by an unfavorable entropic term. The binding affinity of XB acceptors increases in the order pyridine < C═O < S═O < P═O < quinuclidine. Diverse XB packing motifs are observed in the solid state.