acetonyl 3,4-dimethoxyphenyl sulfide | 110057-62-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: acetonyl 3,4-dimethoxyphenyl sulfide
• 英文别名: 3,4-dimethoxyphenylmercaptopropanone；((3,4-dimethoxyphenyl)thio)acetone；(3,4-dimethoxy-phenylsulfanyl)-acetone；(3,4-Dimethoxy-phenylmercapto)-aceton；1-(3.4-Dimethoxy-phenylmercapto)-2-oxo-propan；3.4-Dimethoxy-1-acetonylmercapto-benzol；(3.4-Dimethoxy-phenyl)-acetonyl-sulfid；1-(3,4-Dimethoxyphenyl)sulfanylpropan-2-one；1-(3,4-dimethoxyphenyl)sulfanylpropan-2-one
• CAS: 110057-62-0
• 化学式: C₁₁H₁₄O₃S
• 分子量: 226.296
• InChiKey: SYGRYJLIHJQXTA-UHFFFAOYSA-N

物化性质

• 沸点：
  202 °C(Press: 32 Torr)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  acetonyl 3,4-dimethoxyphenyl sulfide 在 phosphorus pentoxide 作用下， 生成 5,6-dimethoxy-3-methyl-benzo[b]thiophene
  参考文献：
  名称：

  Banfield et al., Journal of the Chemical Society, 1956, p. 4791,4798

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-二甲氧基苯硫酚 、 一氯丙酮 在 吡啶 作用下， 反应 1.0h， 以73%的产率得到acetonyl 3,4-dimethoxyphenyl sulfide
  参考文献：
  名称：

  Synthesis, anti-mycobacterial, anti-trichomonas and anti-candida in vitro activities of 2-substituted-6,7-difluoro-3-methylquinoxaline 1,4-dioxides

  摘要：

  A new series of 23 6,7-difluoro-3-methyl-2-phenylthio/phenylsulfonyl/phenylsulfinyl/benzylamino/phenylamino-quinoxaline 1,4-dioxides variously substituted in the phenyl moiety, was synthesized and submitted to in vitro evaluation for anti-mycobacterial, anti-trichomonas, anti-candida, anti-mycoplasma and antibacterial activities. In anti-mycobacterial assays, several compounds resulted active (MIC90 = 2.0-4.0 mug/ml) against Mycobacterium tuberculosis H37Rv. Anti-trichomonas screening showed a generally good activity of all compounds (MBC = 0.39-25.0 mug/ml) versus Trichomonas vaginalis, in particular the derivatives 5a,d, 7a, 9 and 11c ranged 0.39-0.78 mug/ml (metronidazole MBC = 12.5 mug/ml). Results of anti-candida assays showed that derivatives 7a, 8a,d and 9 were active against several species of Candida (C. albicans, C. krusei, C. parapsilosis and C. glabrata), having MIC50 between 3.9 and 31.25 mug/ml. The latter compounds were also submitted to anti-mycoplasma assay against Mycoplasma hominis. the results obtained showed that 7a, 8a,d and 9 inhibited the growth of the mycoplasma at the concentration of 0.1 mg/ml. In antibacterial tests only a few compounds showed an MIC50 lower than 62.5 mug/ml against representative strains of Gram-positive and Gram-negative bacteria (Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus, Vibrio alginolyticus and Pseudomonas aeruginosa). (C) 2003 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2003.11.008

文献信息

• Total Synthesis of the Reported Structure of Stresgenin B Enabled by the Diastereoselective Cyanation of an Oxocarbenium
  作者：Wei Chuen Chan、Kazunori Koide

  DOI：10.1021/acs.orglett.8b03219

  日期：2018.12.21

  We report the first total synthesis of the reported structure of the heat shock protein expression inhibitor stresgenin B. The synthesis features (1) diastereoselective cyanation of an oxocarbenium intermediate en route to the synthetically challenging α-amido dioxolane, (2) Pd-catalyzed hydration of an unstable nitrile, and (3) late-stage Au-catalyzed Meyer–Schuster rearrangement or Ce-mediated Peterson

  我们报告了热休克蛋白表达抑制剂雌激素B的报道结构的第一个全合成。该合成特征（1）氧碳intermediate中间体在合成困难的α-酰胺基二氧戊环的途中非对映选择性氰化，（2）Pd催化的水合作用不稳定的腈，以及（3）后期Au催化的Meyer-Schuster重排或Ce介导的Peterson烯化反应以提供环外α，β-不饱和酯。我们的合成努力使我们得出结论，雌激素B的结构需要修改。
• Novelli; Zwaig, Anales des la Asociacion Quimica Argentina, 1944, vol. 32, p. 89,91
  作者：Novelli、Zwaig

  DOI：——

  日期：——
• Banfield et al., Journal of the Chemical Society, 1956, p. 4791,4798
  作者：Banfield et al.

  DOI：——

  日期：——
• Synthesis, anti-mycobacterial, anti-trichomonas and anti-candida in vitro activities of 2-substituted-6,7-difluoro-3-methylquinoxaline 1,4-dioxides
  作者：Antonio Carta、Mario Loriga、Giuseppe Paglietti、Antonella Mattana、Pier Luigi Fiori、Paola Mollicotti、Leonardo Sechi、Stefania Zanetti

  DOI：10.1016/j.ejmech.2003.11.008

  日期：2004.2

  A new series of 23 6,7-difluoro-3-methyl-2-phenylthio/phenylsulfonyl/phenylsulfinyl/benzylamino/phenylamino-quinoxaline 1,4-dioxides variously substituted in the phenyl moiety, was synthesized and submitted to in vitro evaluation for anti-mycobacterial, anti-trichomonas, anti-candida, anti-mycoplasma and antibacterial activities. In anti-mycobacterial assays, several compounds resulted active (MIC90 = 2.0-4.0 mug/ml) against Mycobacterium tuberculosis H37Rv. Anti-trichomonas screening showed a generally good activity of all compounds (MBC = 0.39-25.0 mug/ml) versus Trichomonas vaginalis, in particular the derivatives 5a,d, 7a, 9 and 11c ranged 0.39-0.78 mug/ml (metronidazole MBC = 12.5 mug/ml). Results of anti-candida assays showed that derivatives 7a, 8a,d and 9 were active against several species of Candida (C. albicans, C. krusei, C. parapsilosis and C. glabrata), having MIC50 between 3.9 and 31.25 mug/ml. The latter compounds were also submitted to anti-mycoplasma assay against Mycoplasma hominis. the results obtained showed that 7a, 8a,d and 9 inhibited the growth of the mycoplasma at the concentration of 0.1 mg/ml. In antibacterial tests only a few compounds showed an MIC50 lower than 62.5 mug/ml against representative strains of Gram-positive and Gram-negative bacteria (Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus, Vibrio alginolyticus and Pseudomonas aeruginosa). (C) 2003 Elsevier SAS. All rights reserved.