6-Methanesulfonyloxy-hexanoic acid | 25677-75-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-Methanesulfonyloxy-hexanoic acid
• 英文别名: 6-Methylsulfonyloxyhexanoic acid；6-methylsulfonyloxyhexanoic acid
• CAS: 25677-75-2
• 化学式: C₇H₁₄O₅S
• 分子量: 210.251
• InChiKey: IKSCNISXWGXXFA-UHFFFAOYSA-N

物化性质

• 熔点：
  175-176 °C
• 沸点：
  413.7±28.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  89
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-Methanesulfonyloxy-hexanoic acid 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 6-Benzyloxyamino-hexanoic acid phenylamide
  参考文献：
  名称：

  Design, synthesis, and activity of HDAC inhibitors with a N-formyl hydroxylamine head group

  摘要：

  Histone deacetylases (HDAC) are promising targets for cancer chemotherapy. HDAC inhibitors are thought to act in part by disrupting normal cell cycle regulation, resulting in apoptosis and/or differentiation of transformed cells. Several HDAC inhibitors, which contain hydrophobic tails and the Zn2+ chelator hydroxyamic acid as a head group, are potent inhibitors of HDACs both in vitro and in vivo. In this study, a related class of compounds with a N-formyl hydroxylamino head group has been synthesized and their ability to inhibit HDACs have been assayed in biochemical and cellular assays. These compounds were found to have comparable activities to suberoylanilide hydroxyamic acid (SAHA) in HDAC enzymatic assays and histone hyperacetylation cellular assays. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.055
• 作为产物：
  描述：

  6-羟基己酸 在 sodium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 6-Methanesulfonyloxy-hexanoic acid
  参考文献：
  名称：

  Design, synthesis, and activity of HDAC inhibitors with a N-formyl hydroxylamine head group

  摘要：

  Histone deacetylases (HDAC) are promising targets for cancer chemotherapy. HDAC inhibitors are thought to act in part by disrupting normal cell cycle regulation, resulting in apoptosis and/or differentiation of transformed cells. Several HDAC inhibitors, which contain hydrophobic tails and the Zn2+ chelator hydroxyamic acid as a head group, are potent inhibitors of HDACs both in vitro and in vivo. In this study, a related class of compounds with a N-formyl hydroxylamino head group has been synthesized and their ability to inhibit HDACs have been assayed in biochemical and cellular assays. These compounds were found to have comparable activities to suberoylanilide hydroxyamic acid (SAHA) in HDAC enzymatic assays and histone hyperacetylation cellular assays. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.055

文献信息

• Preparation of six membered carbocycles by aryl-tellurium mediated free-radical cyclisation
  作者：Derek H.R. Barton、Peter I. Dalko、Stephan D. Géro

  DOI：10.1016/s0040-4039(00)92289-5

  日期：1991.1

  Radical cyclisation of various telluro-compounds was examined. Olefins conjugated to an electron withdrawing group, (7, 8, 9, 10, and 11) gave high yields of the corresponding six membered products. Non-activated olefin 23 gave the corresponding thiopyridyl derivative 24 as the only product. The photolysis, using oxime 18 as radicophile for the cylisation, proceeded slowly at room temperature, and

  检查了各种碲化合物的自由基环化作用。与吸电子基团（7、8、9、10和11）共轭的烯烃得到高产率的相应六元产物。未活化的烯烃23给出相应的硫代吡啶基衍生物24作为唯一产物。使用肟18作为亲核试剂进行环化反应的光解反应在室温下缓慢进行，仅产生了较低的产物19和20收率。
• [EN] PPAR AGONISTS, COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF USE THEREOF<br/>[FR] AGONISTES DE PPAR, COMPOSÉS, COMPOSITIONS PHARMACEUTIQUES ET MÉTHODES D'UTILISATION DE CEUX-CI
  申请人：MITOBRIDGE INC

  公开号：WO2017062468A1

  公开（公告）日：2017-04-13

  Provided herein are compounds and compositions useful in increasing PPAR8 activity. The compounds and compositions provided herein are useful for the treatment of PPAR8 related diseases (e.g., muscular diseases, vascular disease, demyelinating disease, and metabolic diseases).
• Design, synthesis, and activity of HDAC inhibitors with a N-formyl hydroxylamine head group
  作者：Tom Y.H. Wu、Christian Hassig、Yiqin Wu、Sheng Ding、Peter G. Schultz

  DOI：10.1016/j.bmcl.2003.10.055

  日期：2004.1

  Histone deacetylases (HDAC) are promising targets for cancer chemotherapy. HDAC inhibitors are thought to act in part by disrupting normal cell cycle regulation, resulting in apoptosis and/or differentiation of transformed cells. Several HDAC inhibitors, which contain hydrophobic tails and the Zn2+ chelator hydroxyamic acid as a head group, are potent inhibitors of HDACs both in vitro and in vivo. In this study, a related class of compounds with a N-formyl hydroxylamino head group has been synthesized and their ability to inhibit HDACs have been assayed in biochemical and cellular assays. These compounds were found to have comparable activities to suberoylanilide hydroxyamic acid (SAHA) in HDAC enzymatic assays and histone hyperacetylation cellular assays. (C) 2003 Elsevier Ltd. All rights reserved.