1,4-pentadecadiyne | 130112-18-4

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: 1,4-pentadecadiyne
• 英文别名: pentadeca-1,4-diyne
• CAS: 130112-18-4
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: OGYSHEGLNSXTEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  15.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  1,4-pentadecadiyne 在 18-冠醚-6 copper(l) iodide 、 dimethyl sulfide borane 、 potassium tert-butylate 、 magnesium 、 环己烯 作用下， 以 正己烷 为溶剂， 反应 17.33h， 生成 (3Z,6Z,9Z)-eicosa-1,3,6,9-tetraene
  参考文献：
  名称：

  Millar, Jocelyn G.; Underhill, Edward W., Canadian Journal of Chemistry, 1986, vol. 64, p. 2427 - 2430

  摘要：

  DOI：
• 作为产物：
  描述：

  1-十二炔 、 3-溴丙炔 在 乙基溴化镁 、 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 反应 17.33h， 以76%的产率得到1,4-pentadecadiyne
  参考文献：
  名称：

  Synthesis and biological activity of alkynoic acids derivatives against mycobacteria

  摘要：

  2-Alkynoic acids have bactericidal activity against Mycobacterium smegmatis but their activity fall sharply as the length of the carbon chain increased. In this study, derivatives of 2-alkynoic acids were synthesized and tested against fast- and slow-growing mycobacteria. Their activity was first evaluated in M. smegmatis against their parental 2-alkynoic acids, as well as isoniazid, a first-line antituberculosis drug. The introduction of additional unsaturation or heteroatoms into the carbon chain enhanced the antimycobacterial activity of longer chain alkynoic acids (more than 19 carbons long). In contrast, although the modification of the carboxylic group did not improve the antimycobacterial activity, it significantly reduced the toxicity of the compounds against eukaryotic cells. Importantly, 4-(alkylthio) but-2-ynoic acids, had better bactericidal activity than the parental 2-alkynoic acids and on a par with isoniazid against the slow-grower Mycobacterium bovis BCG. These compounds had also low toxicity against eukaryotic cells, suggesting that they could be potential therapeutic agents against other types of topical mycobacterial infections causing skin diseases including Mycobacterium abscessus, Mycobacterium ulcerans, and Mycobacterium leprae. Moreover, they provide a possible scaffold for future drug development. (C) 2015 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2015.08.001

文献信息

• MILLAR, J. G.;GIBLIN, M.;BARTON, D.;MORRISON, A.;UNDERHILL, E. W., J. CHEM. ECOL., 16,(1990) N, C. 2317-2339
  作者：MILLAR, J. G.、GIBLIN, M.、BARTON, D.、MORRISON, A.、UNDERHILL, E. W.

  DOI：——

  日期：——