(E)-N,N'-Di-n-butyl-1,4-diaminobut-2-ene | 20088-49-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-N,N'-Di-n-butyl-1,4-diaminobut-2-ene
• 英文别名: (E)-N,N'-dibutylbut-2-ene-1,4-diamine
• CAS: 20088-49-7
• 化学式: C₁₂H₂₆N₂
• 分子量: 198.352
• InChiKey: COUQGOZOSVVCCR-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-二溴-2-丁烯 、 正丁胺 以 氯仿 为溶剂， 反应 24.0h， 以45%的产率得到(E)-N,N'-Di-n-butyl-1,4-diaminobut-2-ene
  参考文献：
  名称：

  Fungicidal activity of the synthetic putrescine analogue, (E)-l,4-diaminobut-2-ene, and derivatives

  摘要：

  AbstractThe putrescine analogue. (E)‐1,4‐diaminobut‐2‐ene (E‐BED), synthesized as the dihydrochloride salt, controlled five economically important crop pathogens, Erysiphe qraminis DC f.sp. hordei Marchal. Uromyces viciae‐fabae (Pers.) Schroet, Botrytis fabae Sardina, Podosphaera leucotricha (Ell. & Ev.) Salm. and Phytophthora infestans (Mont) De Bary. The Z‐isomer. Z‐BED. was also fungicidal, although less so than E‐BED. Post‐inoculation treatment with E‐BED gave greater control of powdery mildew infection on barley and rust and chocolate spot on broad bean than did pre‐inoculation application. It was also effective in vitro against Botrytis cinerea Pers. ex Fr., Pyricularia oxyzae Br. & Cav. and Pyrenophora avenae Ito & Karibay. When P. avenae was grown in the presence of E‐BED dihydrochloride at 81·5 mg litre−1, growth was reduced by 58% and there were significant reductions in soluble ornithine decarboxylase (ODC) and S‐adenosylmethionine decarboxylase (AdoMetDC) activity. These changes were accompanied by a sevenfold increase in putrescine concentration, a 60% increase in spermine concentration and a 32% reduction in spermidine concentration within the fungal tissue.

  DOI：

  10.1002/ps.2780410111

文献信息

• US5599847A
  申请人：——

  公开号：US5599847A

  公开（公告）日：1997-02-04
• Fungicidal activity of the synthetic putrescine analogue, (<i>E</i>)-l,4-diaminobut-2-ene, and derivatives
  作者：Neil D. Havis、Dale R. Walters、Sally A. Foster、William P. Martin、Fiona M. Cook、David J. Robins

  DOI：10.1002/ps.2780410111

  日期：1994.5

  AbstractThe putrescine analogue. (E)‐1,4‐diaminobut‐2‐ene (E‐BED), synthesized as the dihydrochloride salt, controlled five economically important crop pathogens, Erysiphe qraminis DC f.sp. hordei Marchal. Uromyces viciae‐fabae (Pers.) Schroet, Botrytis fabae Sardina, Podosphaera leucotricha (Ell. & Ev.) Salm. and Phytophthora infestans (Mont) De Bary. The Z‐isomer. Z‐BED. was also fungicidal, although less so than E‐BED. Post‐inoculation treatment with E‐BED gave greater control of powdery mildew infection on barley and rust and chocolate spot on broad bean than did pre‐inoculation application. It was also effective in vitro against Botrytis cinerea Pers. ex Fr., Pyricularia oxyzae Br. & Cav. and Pyrenophora avenae Ito & Karibay. When P. avenae was grown in the presence of E‐BED dihydrochloride at 81·5 mg litre−1, growth was reduced by 58% and there were significant reductions in soluble ornithine decarboxylase (ODC) and S‐adenosylmethionine decarboxylase (AdoMetDC) activity. These changes were accompanied by a sevenfold increase in putrescine concentration, a 60% increase in spermine concentration and a 32% reduction in spermidine concentration within the fungal tissue.