non-3-ynyl triphenyl phosphonium iodide | 85612-96-0

• 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: non-3-ynyl triphenyl phosphonium iodide
• 英文别名: non-3-ynyl(triphenyl)phosphanium;iodide
• CAS: 85612-96-0
• 化学式: C₂₇H₃₀P*I
• 分子量: 512.413
• InChiKey: NXWNCJMWPQXHSJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  non-3-ynyl triphenyl phosphonium iodide 在 sodium tetrahydroborate 、 Pd-BaSO₄ 、 lead acetate 正丁基锂 、 超重氢 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， -78.0~20.0 ℃ 、40.0 kPa 条件下， 反应 3.43h， 生成 <14,15-3H2>-leukotriene A₄ methyl ester
  参考文献：
  名称：

  Synthesis of labelled oxylipins: leukotriene A4 and 8-epi-prostaglandin F2α

  摘要：

  Tritiated leukotriene A(4) and 8-epi-prostaglandin F-2 alpha methyl esters were prepared from the corresponding acetylenic precursors by selective reduction with tritium gas to provide a probe for the metabolite identification of these oxylipins. Partially deactivated Pd-catalysts were prepared from commercial products and their composition was optimized to achieve the better selectivity. A micro-method for the saponification of labelled oxylipins methyl esters was used.

  DOI：

  10.1002/(sici)1099-1344(199907)42:7<663::aid-jlcr228>3.0.co;2-k
• 作为产物：
  描述：

  顺-3-壬烯-1-醇 在 吡啶 、 sodium iodide 作用下， 以 丙酮 、 苯 为溶剂， 反应 116.5h， 生成 non-3-ynyl triphenyl phosphonium iodide
  参考文献：
  名称：

  Enantiospecific syntheses of leukotrienes C4, D4, and E4, and [14,15-3H2]leukotriene E4 dimethyl ester

  摘要：

  DOI：

  10.1021/ja00349a053

文献信息

• Smooth muscle contractile activities of leukotriene analogues.
  作者：Hidetsura Cho、Masaru Ueda、Kazuteru Funahashi、Keiko Koda

  DOI：10.1248/cpb.31.3326

  日期：——

  Chemical modification in the hydrophilic and hydrophobic regions of leukotrienes was investigated in relation to their smooth muscle contractile activities. The conjugated diene or triene moiety in the hydrophobic region is crucial for potent contractile activity. The hydrophilic region at the C-6 position is not dependent only on amino acid or peptide for potent contractile activity ; some heterocyclic compounds can be used instead.

  对白三烯亲水和疏水区域的化学修饰进行了研究，以探讨其对平滑肌收缩活性的影响。疏水区域的共轭二烯或三烯部分对强大的收缩活性至关重要。C-6位置的亲水区域的活性不仅依赖于氨基酸或肽；某些含杂环化合物也可以替代使用。
• Synthesis and Biological Evaluation of Chlorinated Analogs of Leukotoxin Diol
  作者：Christian Nilewski、Camille Le Chapelain、Susanne Wolfrum、Erick M. Carreira

  DOI：10.1021/acs.orglett.5b02814

  日期：2015.11.20

  This study documents that chlorinated analogs of leukotoxin diol 1, in which the vic-diol has been replaced with vic-chlorides (2), induce caspase 3 activity and apoptosis on HepG2 cells in a dose-dependent manner in analogy to the parent diol. This suggests that chlorides may substitute for hydroxyls in certain lipids as bioisosteres in defined biological settings.
• Synthesis and biological evaluation of 14,15-dehydro-LTA4 analog
  作者：Mylène Garcia、Thierry Durand、Jean Claude Rossi、Simona Zarini、Manlio Bolla、Giancarlo Folco、Pat Wheelan、Angelo Sala

  DOI：10.1016/s0960-894x(96)00598-7

  日期：1997.1

  New stable leukotriene A(4) analog with acetylenic function in positions 14,15 has been synthesized. Conversion of this analog to the corresponding LTC(4) derivative and the structural and biological characterization are presented. (C) 1997, Elsevier Science Ltd.
• Enantiospecific syntheses of leukotrienes C4, D4, and E4, and [14,15-3H2]leukotriene E4 dimethyl ester
  作者：Noal Cohen、Bruce L. Banner、Rocco J. Lopresti、Frederick Wong、Michael Rosenberger、Yu Ying Liu、Edna Thom、Arnold A. Liebman

  DOI：10.1021/ja00349a053

  日期：1983.6
• Synthesis of labelled oxylipins: leukotriene A4 and 8-epi-prostaglandin F2α
  作者：V. P. Shevchenko、I. Yu. Nagaev、N. F. Myasoedov、A. Guy、T. Durand、A. Vidal、J-P. Vidal、J-C. Rossi、V. V. Bezuglov

  DOI：10.1002/(sici)1099-1344(199907)42:7<663::aid-jlcr228>3.0.co;2-k

  日期：1999.7

  Tritiated leukotriene A(4) and 8-epi-prostaglandin F-2 alpha methyl esters were prepared from the corresponding acetylenic precursors by selective reduction with tritium gas to provide a probe for the metabolite identification of these oxylipins. Partially deactivated Pd-catalysts were prepared from commercial products and their composition was optimized to achieve the better selectivity. A micro-method for the saponification of labelled oxylipins methyl esters was used.