(Z)-4-tridecenoic acid | 49580-60-1

• 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: (Z)-4-tridecenoic acid
• 英文别名: (Z)-4-Tridecensaeure；cis-4-Tridecensaeure；(Z)-tridec-4-enoic acid
• CAS: 49580-60-1
• 化学式: C₁₃H₂₄O₂
• 分子量: 212.332
• InChiKey: HVTVUFYALPFJMH-KTKRTIGZSA-N

物化性质

• 沸点：
  324.6±11.0 °C(Predicted)
• 密度：
  0.917±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-4-tridecenoic acid 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 正庚烷 、 乙基苯 为溶剂， 反应 4.5h， 生成 1-methyl-2-[(Z)-3'-dodecenyl]-4(1H)-quinolone
  参考文献：
  名称：

  Design, synthesis and antimycobacterial activities of 1-methyl-2-alkenyl-4(1H)-quinolones

  摘要：

  A series of 23 new 1-methyl-2-alkenyl-4(1H)quinolones have been synthesized and evaluated in vitro for their antimycobacterial activities against fast growing species of mycobacteria, such as Mycobacterium fortuitum, M. smegmatis and M. phlei. The compounds displayed good to excellent inhibition of the growth of the mycobacterial test strains with improved antimycobacterial activity compared to the hit compound, evocarpine. The most active compounds, which possessed chain length of 11-13 carbons at position-2 displayed potent inhibitory effects with an MIC value of 1.0 mg/L. In a human diploid embryonic lung cell line, MRC-5 cytotoxicity assay, the alkaloids showed weak to moderate cytotoxic activity. Biological evaluation of these evocarpine analogues on the less pathogenic fast growing strains of mycobacteria showed an interesting antimycobacterial profile and provided significant insight into the structure-activity relationships. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.060
• 作为产物：
  描述：

  壬醛 、 (3-丙羧基)三苯基溴化膦 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以82%的产率得到(Z)-4-tridecenoic acid
  参考文献：
  名称：

  Design, synthesis and antimycobacterial activities of 1-methyl-2-alkenyl-4(1H)-quinolones

  摘要：

  A series of 23 new 1-methyl-2-alkenyl-4(1H)quinolones have been synthesized and evaluated in vitro for their antimycobacterial activities against fast growing species of mycobacteria, such as Mycobacterium fortuitum, M. smegmatis and M. phlei. The compounds displayed good to excellent inhibition of the growth of the mycobacterial test strains with improved antimycobacterial activity compared to the hit compound, evocarpine. The most active compounds, which possessed chain length of 11-13 carbons at position-2 displayed potent inhibitory effects with an MIC value of 1.0 mg/L. In a human diploid embryonic lung cell line, MRC-5 cytotoxicity assay, the alkaloids showed weak to moderate cytotoxic activity. Biological evaluation of these evocarpine analogues on the less pathogenic fast growing strains of mycobacteria showed an interesting antimycobacterial profile and provided significant insight into the structure-activity relationships. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.060

文献信息

• ONE-POT SYNTHESIS OF (<i>Z</i>)-4-ALKENOIC ACIDS
  作者：Tamotsu Fujisawa、Toshio Sato、Tatsuo Kawara、Kouichi Naruse

  DOI：10.1246/cl.1980.1123

  日期：1980.9.5

  The reaction of β-propiolactone with di-(Z)-1-alkenylcuprates, prepared from Grignard reagents, copper(I) iodide and acetylene, gave (Z)-4-alkenoic acids in high yields in one-pot operation.

  β-丙内酯与由格氏试剂、碘化铜（I）和乙炔制备的二-（Z）-1-烯基铜酸盐反应，在一锅操作中以高产率得到（Z）-4-烯酸。
• 1H-Nuclear magnetic resonance spectroscopic studies of saturated, acetylenic and ethylenic triacylglycerols
  作者：Marcel S.F. Lie Ken Jie、C.C. Lam

  DOI：10.1016/0009-3084(95)02463-s

  日期：1995.8
• Scholz, Dieter, Chemische Berichte, 1981, vol. 114, # 3, p. 909 - 915
  作者：Scholz, Dieter

  DOI：——

  日期：——
• FUJISAWA TAMOTSU; SATO TOSHIO; KAWARA TATSUO; NARUSE KOUICHI, CHEM. LETT., 1980, NO 9, 1123-1124
  作者：FUJISAWA TAMOTSU、 SATO TOSHIO、 KAWARA TATSUO、 NARUSE KOUICHI

  DOI：——

  日期：——