<4-Brom-phenacyl>-<4-chlor-phenyl>-sulfid | 100874-02-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: <4-Brom-phenacyl>-<4-chlor-phenyl>-sulfid
• 英文别名: 4-Brom-ω-<4-chlor-phenylmercapto>-acetophenon；1-(4-Bromophenyl)-2-[(4-chlorophenyl)sulfanyl]ethan-1-one；1-(4-bromophenyl)-2-(4-chlorophenyl)sulfanylethanone
• CAS: 100874-02-0
• 化学式: C₁₄H₁₀BrClOS
• mdl: MFCD00098694
• 分子量: 341.656
• InChiKey: RRIRUUDKPGOCHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <4-Brom-phenacyl>-<4-chlor-phenyl>-sulfid 生成 4-bromo(thiobenzoic) acid S-(4-chlorophenyl) ester
  参考文献：
  名称：

  [关于硫原子的邻近基团效应]。

  摘要：

  DOI：

  10.1002/ardp.19632960806
• 作为产物：
  描述：

  2,4'-二溴苯乙酮 、 苯硫醇,4-氯-,盐钠 以 甲醇 为溶剂， 生成 <4-Brom-phenacyl>-<4-chlor-phenyl>-sulfid
  参考文献：
  名称：

  Groebel,W., Chemische Berichte, 1960, vol. 93, p. 896 - 901

  摘要：

  DOI：

文献信息

• Selective one-pot multicomponent synthesis and anti-tubercular evaluation of 5-(aryl/cyclohexylsulfanyl)-2-alkoxy-4,6-diarylnicotinonitriles
  作者：Ramaiyan Manikannan、Shanmugam Muthusubramanian、Perumal Yogeeswari、Dharmarajan Sriram

  DOI：10.1016/j.bmcl.2010.04.025

  日期：2010.6

  A new set of highly substituted pyridine derivatives has been synthesized by a product selective four component reaction of aryl aldehyde, malononitrile and 2-aryl/cyclohexylsulfanyl-1-aryl-1-ethanones in presence of sodium hydroxide in methyl/ethyl alcohol. Among the compounds, 4,6-bis(4-chlorophenyl)-5-[(4-chlorophenyl)sulfanyl]-2-methoxynicotinonitrile (4n) inhibited Mycobacterium tuberculosis (MTB)

  通过在甲醇/乙醇中存在氢氧化钠的情况下，通过芳基醛，丙二腈和2-芳基/环己基硫烷基-1-芳基-乙酮的产物选择性四组分反应合成了一组新的高度取代的吡啶衍生物。在这些化合物中，4,6-双（4-氯苯基）-5-[（4-氯苯基）硫烷基] -2-甲氧基烟腈（4n）抑制结核分枝杆菌（MTB）的最小抑制浓度（MIC）为3.1μM，为比乙胺丁醇和吡嗪酰胺更有效。
• Unprecedented C-2 arylation of indole with diazonium salts: Syntheses of 2,3-disubstituted indoles and their antimicrobial activity
  作者：Seth Daly、Kathryn Hayden、Indranil Malik、Nikki Porch、Hong Tang、Snezna Rogelj、Liliya V. Frolova、Katrina Lepthien、Alexander Kornienko、Igor V. Magedov

  DOI：10.1016/j.bmcl.2011.06.081

  日期：2011.8

  A novel reaction of indole with aryldiazonium salts leading to the formation of 2-aryl-3-(arylazo)indoles was discovered. The products were found to possess potent anti-MRSA and anti-LLVRE activities. The SAR studies indicate that the potentially metabolically labile azo functionality can be replaced with ether oxygen and thioether sulfur atoms without any loss of activity. (C) 2011 Elsevier Ltd. All rights reserved.
• Antiproliferative activity of 2,3-disubstituted indoles toward apoptosis-resistant cancers cells
  作者：Igor V. Magedov、Florence Lefranc、Liliya V. Frolova、Laetitia Moreno Y. Banuls、Amanda S. Peretti、Snezna Rogelj、Véronique Mathieu、Robert Kiss、Alexander Kornienko

  DOI：10.1016/j.bmcl.2013.03.110

  日期：2013.6

  Many types of cancer, including glioma, melanoma, NSCLC, among others, are resistant to apoptosis induction and poorly responsive to current therapies with propaptotic agents. We describe a series of 2,3-disubstituted indoles, which display cytostatic rather than cytotoxic effects in cancer cells, and serve as a new chemical scaffold to develop anticancer agents capable of combating apoptosis-resistant cancers associated with dismal prognoses. (C) 2013 Elsevier Ltd. All rights reserved.
• Groebel,W., Chemische Berichte, 1960, vol. 93, p. 896 - 901
  作者：Groebel,W.

  DOI：——

  日期：——
• Zum Nachbargruppeneffekt des Schwefelatoms
  作者：W. Groebel

  DOI：10.1002/ardp.19632960806

  日期：——