4-methyl-4-(4-methylpent-3-enyl)thietan-2-one | 1416058-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环丁烷
• 英文名称: 4-methyl-4-(4-methylpent-3-enyl)thietan-2-one
• CAS: 1416058-89-3
• 化学式: C₁₀H₁₆OS
• 分子量: 184.302
• InChiKey: DKTNTRCFEONVPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 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-methyl-4-(4-methylpent-3-enyl)thietan-2-one 在 硫化氢 、 二甲基二环氧乙烷 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 14.0h， 生成 5-methyl-5-(4-methylpent-3-enyl)-1-oxo[1,2]dithiolan-3-one
  参考文献：
  名称：

  Synthesis and characterization of a small analogue of the anticancer natural product leinamycin

  摘要：

  Leinamycin (1) is a Streptomyces-derived natural product that displays nanomolar IC50 values against human cancer cell lines. In the work described here, we report the synthesis and characterization of a small leinamycin analogue 19 that closely resembles the 'upper-right quadrant' of the natural product, consisting of an alicyclic 1,2-dithiolan-3-one 1-oxide heterocycle connected to an alkene by a two-carbon linker. The results indicate that this small analogue contains the core set of functional groups required to enable thiol-triggered generation of both redox active polysulfides and an episulfonium ion intermediate via the complex reaction cascade first seen in the natural product leinamycin. The small leinamycin analogue 19 caused thiol-triggered oxidative DNA strand cleavage in a manner similar to the natural product, but did not alkyate duplex DNA effectively. This highlights the central role of the 18-membered macrocycle of leinamycin in driving efficient DNA alkylation by the natural product. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.10.021
• 作为产物：
  描述：

  3-benzylsulfanyl-3,7-dimethyloct-6-enoic acid 在 4-二甲氨基吡啶 、 氨 、 sodium 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 49.0h， 生成 4-methyl-4-(4-methylpent-3-enyl)thietan-2-one
  参考文献：
  名称：

  Synthesis and characterization of a small analogue of the anticancer natural product leinamycin

  摘要：

  Leinamycin (1) is a Streptomyces-derived natural product that displays nanomolar IC50 values against human cancer cell lines. In the work described here, we report the synthesis and characterization of a small leinamycin analogue 19 that closely resembles the 'upper-right quadrant' of the natural product, consisting of an alicyclic 1,2-dithiolan-3-one 1-oxide heterocycle connected to an alkene by a two-carbon linker. The results indicate that this small analogue contains the core set of functional groups required to enable thiol-triggered generation of both redox active polysulfides and an episulfonium ion intermediate via the complex reaction cascade first seen in the natural product leinamycin. The small leinamycin analogue 19 caused thiol-triggered oxidative DNA strand cleavage in a manner similar to the natural product, but did not alkyate duplex DNA effectively. This highlights the central role of the 18-membered macrocycle of leinamycin in driving efficient DNA alkylation by the natural product. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.10.021

文献信息

• [EN] AQUEOUS COMPOSITION COMPRISING A COMPOUND OF THIOLACTONE TYPE AND A SILICONE AND PROCESS FOR TREATING KERATIN MATERIALS WITH THE COMPOSITION<br/>[FR] COMPOSITION AQUEUSE COMPRENANT UN COMPOSÉ DE TYPE THIOLACTONE ET UNE SILICONE ET PROCÉDÉ DE TRAITEMENT DE MATIÈRES KÉRATINIQUES AVEC LA COMPOSITION
  申请人：OREAL

  公开号：WO2018115279A1

  公开（公告）日：2018-06-28

  The present invention relates to a composition comprising: (a) one more compound(s) of thiolactone type, and (b) one or more silicones.
• [EN] COMPOSITION COMPRISING A COMPOUND OF THIOLACTONE TYPE AND A PARTICULAR SOLVENT AND PROCESS FOR TREATING KERATIN MATERIALS WITH THE COMPOSITION<br/>[FR] COMPOSITION COMPRENANT UN COMPOSÉ DE TYPE THIOLACTONE ET UN SOLVANT PARTICULIER ET PROCÉDÉ DE TRAITEMENT DE MATIÈRES KÉRATINIQUES AVEC LA COMPOSITION
  申请人：OREAL

  公开号：WO2018115273A1

  公开（公告）日：2018-06-28

  The present invention relates to a composition comprising: (a) at least one compound of thiolactone type, and (b) one or more solvents, which may be identical or different, chosen from polar (non-)protic organic solvents; the pH of said composition being less than or equal to 7.