3-(4-(methylthio)phenyl)acryloyl chloride | 153142-45-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(4-(methylthio)phenyl)acryloyl chloride
• 英文别名: 3-(4-methylsulfanyl-phenyl)-acryloyl chloride；3-[4-(Methylthio)phenyl]-2-propenoyl chloride；3-(4-methylsulfanylphenyl)prop-2-enoyl chloride
• CAS: 153142-45-1
• 化学式: C₁₀H₉ClOS
• 分子量: 212.7
• InChiKey: NSMKDABBIRFABB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  6-nitro-2-(4-aminophenyl)-1-hydroxybenzimidazole 、 3-(4-(methylthio)phenyl)acryloyl chloride 在 吡啶 作用下， 生成
  参考文献：
  名称：

  N-Hydroxybenzimidazole inhibitors of ExsA MAR transcription factor in Pseudomonas aeruginosa: In vitro anti-virulence activity and metabolic stability

  摘要：

  ExsA is a multiple adaptational response (MAR) transcription factor, regulating the expression of a virulence determinant, the type III secretion system (T3SS) in Pseudomonas aeruginosa. Non-cytotoxic, non-antibacterial N-hydroxybenzimidazoles were identified as effective inhibitors of ExsA-DNA binding, and their potential utility as anti-virulence agents for P. aeruginosa was demonstrated in a whole cell assay. Select N-hydroxybenzimidazole inhibitors were stable in an in vitro human liver microsomal assay. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.014
• 作为产物：
  描述：

  4-Methylmercapto-zimtsaeure 在 草酰氯 作用下， 以 四氢呋喃 为溶剂， 生成 3-(4-(methylthio)phenyl)acryloyl chloride
  参考文献：
  名称：

  N-Hydroxybenzimidazole inhibitors of ExsA MAR transcription factor in Pseudomonas aeruginosa: In vitro anti-virulence activity and metabolic stability

  摘要：

  ExsA is a multiple adaptational response (MAR) transcription factor, regulating the expression of a virulence determinant, the type III secretion system (T3SS) in Pseudomonas aeruginosa. Non-cytotoxic, non-antibacterial N-hydroxybenzimidazoles were identified as effective inhibitors of ExsA-DNA binding, and their potential utility as anti-virulence agents for P. aeruginosa was demonstrated in a whole cell assay. Select N-hydroxybenzimidazole inhibitors were stable in an in vitro human liver microsomal assay. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.014

文献信息

• Antimalarials. Synthesis and antimalarial activity of 1-(4-methoxycinnamoyl)-4-(5-phenyl-4-oxo-2-oxazolin-2-yl)piperazine and derivatives
  作者：Thomas R. Herrin、Jeanne M. Pauvlik、Evelyn V. Schuber、Adolph O. Geiszler

  DOI：10.1021/jm00246a009

  日期：1975.12

  The preparation and activity against Plasmodium berghei of derivatives of 1-(4-methoxycinnamoyl)-4-(5-phenyl-4-oxo-2-oxazolin-2-yl)piperazine are described. Replacement of the cinnamoyl group was accomplished by acylation or alkylation of 1-(5-phenyl-4-oxo-2-oxazolin-2-yl)piperazine. Modifications of the 5-phenyl group were prepared either by a sequence of reactions involving mandelic ester-pemoline-piperazine

  描述了1-（4-甲氧基肉桂酰基）-4-（5-苯基-4-氧代-2-恶唑啉-2-基）哌嗪的衍生物的制备及其对伯氏疟原虫的活性。通过1-（5-苯基-4-氧代-2-恶唑啉-2-基）哌嗪的酰化或烷基化来完成肉桂酰基的取代。5-苯基的修饰可以通过一系列涉及扁桃酸酯-二氢萘-哌嗪-哌莫啉的反应或通过5-芳基-2-硫-2,4-恶唑烷二酮与哌嗪或N-取代的哌嗪的反应来制备。以类似的方式，使匹莫林与N-芳基哌嗪，六氢-1H-1,4-二氮杂和2,6-二甲基哌嗪反应，以提供N-芳基哌嗪匹莫林衍生物和哌嗪部分的变异。制备了几种化合物，其中2-恶唑啉-4-酮环被其他杂环取代，以及几种开链类似物。发现有五个化合物（其中三个被5-苯基对位取代）和两个N-芳基哌嗪哌莫林衍生物对柏氏疟原虫有活性。剩余的活性化合物具有肉桂酰基的变化和5-苯基的取代。
• 单或双肉桂酸酯类光引发剂及其制备方法和应用
  申请人：湖北固润科技股份有限公司

  公开号：CN110563588B

  公开（公告）日：2023-02-17

  本发明涉及式(I)的肉桂酸酯类化合物，其中式(I)化合物中的各变量如说明书中所定义。本发明还涉及一种制备本发明肉桂酸酯类化合物的方法，包括使式(II)化合物与式(III)化合物进行酯化反应。本发明的肉桂酸酯类化合物可用作光引发剂，能够吸收200‑400nm范围内的辐射热、稳定性良好、耐黄变，而且更为重要的是，该类引发剂相比于现有α‑羟基酮类光引发剂，大大改善了异味和迁移性强的问题，而且光引发剂紫外吸收红移至300nm‑400nm左右，可适用于UV‑LED光源固化中。本发明还涉及本发明肉桂酸酯类化合物作为光引发剂的用途。