[10-Hydroxy-18-(4-methylphenyl)sulfonyloxyoctadecyl] 4-methylbenzenesulfonate | 719287-14-6

• 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: [10-Hydroxy-18-(4-methylphenyl)sulfonyloxyoctadecyl] 4-methylbenzenesulfonate
• CAS: 719287-14-6
• 化学式: C₃₂H₅₀O₇S₂
• 分子量: 610.877
• InChiKey: YVBAVIWSGOIECJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  41
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [10-Hydroxy-18-(4-methylphenyl)sulfonyloxyoctadecyl] 4-methylbenzenesulfonate 、 potassium thioacyanate 以 四氢呋喃 为溶剂， 反应 20.0h， 以62%的产率得到9-hydroxy-1,18-dithiocyanato-octadecane
  参考文献：
  名称：

  Nematocidal Thiocyanatins from a Southern Australian Marine Sponge Oceanapia sp.

  摘要：

  Investigations of a southern Australian marine sponge, Oceanapia sp., have yielded two new methyl branched bisthiocyanates, thiocyanatins D-1 (3a) and D-2 (3b), along with two new thiocarbamate thiocyanates, thiocyanatins E-l (4a) and E-2 (4b). The new thiocyanatins belong to a rare class of bioactive marine metabolite previously only represented by thiocyanatins A-C (1, 2a/b). Structures were assigned on the basis of detailed spectroscopic analysis, with comparisons to the known bisthiocyanate thiocyanatin A (1) and synthetic model compounds (5-7). The thiocyanatins exhibit potent nematocidal activity, and preliminary structure-activity relationship investigations have confirmed key characteristics of the thiocyanatin pharmacophore.

  DOI：

  10.1021/np049977y
• 作为产物：
  描述：

  2-(9-溴壬基-1-氧基)四氢吡喃 在 4-二甲氨基吡啶 、 N,N-二甲基丙烯基脲 、 lithium aluminium tetrahydride 、 硫酸 、 sodium hexamethyldisilazane 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 乙腈 为溶剂， 反应 114.5h， 生成 [10-Hydroxy-18-(4-methylphenyl)sulfonyloxyoctadecyl] 4-methylbenzenesulfonate
  参考文献：
  名称：

  Nematocidal Thiocyanatins from a Southern Australian Marine Sponge Oceanapia sp.

  摘要：

  Investigations of a southern Australian marine sponge, Oceanapia sp., have yielded two new methyl branched bisthiocyanates, thiocyanatins D-1 (3a) and D-2 (3b), along with two new thiocarbamate thiocyanates, thiocyanatins E-l (4a) and E-2 (4b). The new thiocyanatins belong to a rare class of bioactive marine metabolite previously only represented by thiocyanatins A-C (1, 2a/b). Structures were assigned on the basis of detailed spectroscopic analysis, with comparisons to the known bisthiocyanate thiocyanatin A (1) and synthetic model compounds (5-7). The thiocyanatins exhibit potent nematocidal activity, and preliminary structure-activity relationship investigations have confirmed key characteristics of the thiocyanatin pharmacophore.

  DOI：

  10.1021/np049977y

文献信息

• Nematocidal Thiocyanatins from a Southern Australian Marine Sponge <i>Oceanapia</i> sp.
  作者：Robert J. Capon、Colin Skene、Edward Hsiang-Te Liu、Ernest Lacey、Jennifer H. Gill、Kirstin Heiland、Thomas Friedel

  DOI：10.1021/np049977y

  日期：2004.8.1

  Investigations of a southern Australian marine sponge, Oceanapia sp., have yielded two new methyl branched bisthiocyanates, thiocyanatins D-1 (3a) and D-2 (3b), along with two new thiocarbamate thiocyanates, thiocyanatins E-l (4a) and E-2 (4b). The new thiocyanatins belong to a rare class of bioactive marine metabolite previously only represented by thiocyanatins A-C (1, 2a/b). Structures were assigned on the basis of detailed spectroscopic analysis, with comparisons to the known bisthiocyanate thiocyanatin A (1) and synthetic model compounds (5-7). The thiocyanatins exhibit potent nematocidal activity, and preliminary structure-activity relationship investigations have confirmed key characteristics of the thiocyanatin pharmacophore.