8-propylsulfanyloctan-1-ol

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 8-propylsulfanyloctan-1-ol
• 英文别名: 8-Propylsulfanyloctan-1-ol
• 化学式: C₁₁H₂₄OS
• 分子量: 204.377
• InChiKey: KXOAVCDKDVABPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 8-propylsulfanyloctan-1-ol 在 吡啶 作用下， 反应 12.0h， 生成 Acetic acid 8-propylsulfanyl-octyl ester
  参考文献：
  名称：

  New Potential Inhibitors of Pheromonal Attractionin the Oriental Fruit Moth, Cydia molesta

  摘要：

  设计了东方果蛾主要性信息素成分(Z)-十二烯酸乙酯 (Z8-12:OAc, 1) 的新类似物，通过正式将C-9的末端丙基基团转移到C-7位置形成乙烯支链 (2, 3) 或异构化后形成乙烯基支链 (4) 结构，并通过用 -S-CH₂- 部分取代 -CH=CH- 组合 (5, 6)。它们的生物活性通过电生理学和行为学研究（实验室交配和风洞实验）进行了研究。所有结构修改导致的类似物的电触角活性均低于 1，顺序为 1 >> 6 ≈ 5 >> 2 ≈ 4 ≈ 3。单感器记录活性表明，所有类似物均刺激相同的 Z8-12:OAc 受体神经元。在行为实验中，类似物通常减少雄性找到信息素来源的能力，但减少程度不同。对于硫类类似物 5 和 6 观察到最高的抑制效应（90%）。结果支持这样一种观点，即类似物的抑制性质不应完全与它们的信息素模拟能力相关联。

  DOI：

  10.1135/cccc19981031
• 作为产物：
  描述：

  8-allylsulfanyl-1-octanol 在 5%-palladium/activated carbon 、 氢气 作用下， 以100%的产率得到8-propylsulfanyloctan-1-ol
  参考文献：
  名称：

  Compounds and methods for repelling blood-feeding arthropods and deterring their landing and feeding

  摘要：

  这项发明涉及一组化合物，用于驱赶吸血外寄生节肢动物，并通过在动物（包括人类）的皮肤、衣物或环境中应用包含一种或多种硫化物和一种或多种羟基基团的化合物的一个或多个配方来阻止它们着陆和吸食。一种通过在动物的皮肤、衣物或环境中应用包含烷基硫化物和醇基团、或烷基硫化物和酰胺基团、或烷基硫化物和酰胺基团的一种或多种化合物的有效量来驱赶和阻止吸血节肢动物在动物身上着陆和吸食的方法。

  公开号：

  US09789044B2

文献信息

• COMPOUNDS AND METHODS FOR REPELLING BLOOD-FEEDING ARTHROPODS AND DETERRING THEIR LANDING AND FEEDING
  申请人：Gries Regine M

  公开号：US20110251270A1

  公开（公告）日：2011-10-13

  This invention relates to a group of compounds for repelling blood-feeding ectoparasitic arthropods, and a method of deterring their landing and feeding on animals including humans, by applying in one or more formulations compounds that incorporate one or more sulfide and one or more hydroxyl groups to the skin, clothing or environment of animals, including humans. A method of repelling and deterring landing and feeding by blood-feeding arthropods on an animal by applying in effective amount one or more compounds that incorporate alkyl sulfide and alcohol moieties, or alkyl sulfide and amide moieties, or alkyl sulfide and amide moieties to the skin, clothing or environment of an animal.

  本发明涉及一类化合物，用于驱避吸血性外寄生节肢动物，并通过将含有一种或多种硫化物和一种或多种羟基的化合物应用于动物（包括人类）的皮肤、衣服或环境中的一种或多种制剂来防止它们降落和吸血。本发明还涉及一种通过在动物的皮肤、衣服或环境中应用一种或多种含有烷基硫醇和醇基或烷基硫醇和酰胺基或烷基硫醇和酰胺基的化合物的有效量来驱避和防止血吸虫降落和吸血的方法。
• US8889731B2
  申请人：——

  公开号：US8889731B2

  公开（公告）日：2014-11-18
• US9789044B2
  申请人：——

  公开号：US9789044B2

  公开（公告）日：2017-10-17
• [EN] COMPOUNDS AND METHODS FOR REPELLING BLOOD-FEEDING ARTHROPODS AND DETERRING THEIR LANDING AND FEEDING<br/>[FR] COMPOSÉS ET PROCÉDÉS POUR REPOUSSER LES ARTHROPODES HÉMATOPHAGES ET POUR LES DISSUADER DE SE POSER ET DE SE NOURRIR
  申请人：CONTECH ENTPR INC

  公开号：WO2010034127A1

  公开（公告）日：2010-04-01

  This invention relates to a group of compounds for repelling blood-feeding ectoparasitic arthropods, and a method of deterring their landing and feeding on animals including humans, by applying in one or more formulations compounds that incorporate one or more sulfide and one or more hydroxyl groups to the skin, clothing or environment of animals, including humans. A method of repelling and deterring landing and feeding by blood-feeding arthropods on an animal by applying in effective amount one or more compounds that incorporate alkyl sulfide and alcohol moieties, or alkyl sulfide and amide moieties, or alkyl sulfide and amide moieties to the skin, clothing or environment of an animal.
• New Potential Inhibitors of Pheromonal Attractionin the Oriental Fruit Moth, Cydia molesta
  作者：Michal Hoskovec、Oldřich Hovorka、Blanka Kalinová、Bohumír Koutek、Aleš Svatoš、David Šaman、Kamil Vlček、Jan Vrkoč

  DOI：10.1135/cccc19981031

  日期：——

  New analogues of (Z)-dodec-8-en-1-yl acetate (Z8-12:OAc, 1), the main sex pheromone component of the Oriental fruit moth, Cydia molesta, were designed by formally transferring the terminal propyl group from the C-9 to the C-7 position to form vinyl-branched (2, 3) or, after isomerization, ethylidene-branched (4) structures and by replacing the -CH=CH- grouping by the -S-CH₂- moiety (5, 6). Their biological activities were studied both electrophysiologically and behaviourally (laboratory mating and wind tunnel experiments). All the structural modifications resulted in analogues whose electroantennographic activities were lower than that of 1 following the order 1 >> 6 ≈ 5 >> 2 ≈ 4 ≈ 3. The single sensillum recording activities indicated that all the analogues stimulate the same Z8-12:OAc receptor neurone. In behavioural experiments, the analogues were generally found to reduce the ability of males to find a pheromone source, however, to different degrees. The highest inhibitory effect (90%) was observed for the thia analogues 5 and 6. The results support the view that the inhibitory properties of the analogues should not be entirely associated with their pheromone-mimicking capabilities.

  设计了东方果蛾主要性信息素成分(Z)-十二烯酸乙酯 (Z8-12:OAc, 1) 的新类似物，通过正式将C-9的末端丙基基团转移到C-7位置形成乙烯支链 (2, 3) 或异构化后形成乙烯基支链 (4) 结构，并通过用 -S-CH₂- 部分取代 -CH=CH- 组合 (5, 6)。它们的生物活性通过电生理学和行为学研究（实验室交配和风洞实验）进行了研究。所有结构修改导致的类似物的电触角活性均低于 1，顺序为 1 >> 6 ≈ 5 >> 2 ≈ 4 ≈ 3。单感器记录活性表明，所有类似物均刺激相同的 Z8-12:OAc 受体神经元。在行为实验中，类似物通常减少雄性找到信息素来源的能力，但减少程度不同。对于硫类类似物 5 和 6 观察到最高的抑制效应（90%）。结果支持这样一种观点，即类似物的抑制性质不应完全与它们的信息素模拟能力相关联。