Iridomirmecina | 1127-68-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Iridomirmecina
• 英文别名: 4,7-dimethyl-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-3-one
• CAS: 1127-68-0；485-43-8
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.23
• InChiKey: LYEFRAMOOLOUKA-UHFFFAOYSA-N

物化性质

• 熔点：
  60-61°
• 比旋光度：
  D20 +210° (c = 4 in ethanol); D17 +205° (c = 0.223 in carbon tetrachloride)
• 沸点：
  bp1.5 104-108°
• 密度：
  1.000±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  7-Methylhexahydrocyclopenta[c]pyran-3(1H)-one 、 碘甲烷 、 lithium diisopropyl amide 生成 Iridomirmecina
  参考文献：
  名称：

  FRIEDRICH, DIRK;PAQUETTE, LEO A., J. ORG. CHEM., 56,(1991) N2, C. 3831-3840

  摘要：

  DOI：

文献信息

• [EN] INSECT REPELLENT COMPOSITIONS COMPRISING DIHYDRONEPETALACTONE<br/>[FR] COMPOSITIONS INSECTIFUGES COMPRENANT DU DIHYDRONEPETALACTONE
  申请人：DU PONT

  公开号：WO2005034626A1

  公开（公告）日：2005-04-21

  Dihydronepetalactone, a minor natural constituent of the essential oil of catmints (Nepeta spp.) such as Nepeta cataria, has been identified as an effective insect repellent compound. Synthesis of dihydronepetalactone may be achieved by hydrogenation of nepetalactone, the major constituent of catmint essential oils. This compound, which also has fragrance properties, may be used commercially for its insect repellent properties.

  二水合薄荷内酯是猫薄荷精油（Nepeta spp.）中的次要天然成分，例如在马齿苋属（Nepeta cataria）中发现，已被确认为有效的驱虫化合物。通过薄荷内酯的氢化反应可以合成二水合薄荷内酯，薄荷内酯是猫薄荷精油的主要成分。这种化合物除了具有芳香性质外，还可以商业化用于其驱虫性质。
• Methods of separating ZE-nepetalactone and EZ-nepetalactone from catnip oil
  申请人：Chauhan R. Kamlesh

  公开号：US20060121134A1

  公开（公告）日：2006-06-08

  A method of separating ZE-nepetalactone and EZ-nepetalactone from catnip oil involving mixing catnip oil dissolved in at least one water immiscible, non-halogenated organic solvent with at least one inorganic base dissolved in water to form a biphasic mixture, stirring the biphasic mixture to hydrolyze ZE-nepetalactone to form ZE-nepetalic acid, separating the aqueous phase containing ZE-nepetalic acid from the organic phase containing EZ-nepetalactone in the biphasic mixture, and optionally acidifying the aqueous phase to about pH 4.5 and adding at least one water immiscible, non-halogenated organic solvent to azeotropically lactonize the ZE-nepetalic acid in the presence of a catalytic amount of p-toluene sulfonic acid to form ZE-nepetalactone.

  一种从猫薄荷油中分离ZE-尼泊酮和EZ-尼泊酮的方法，涉及将溶解在至少一种不与水混溶的非卤代有机溶剂中的猫薄荷油与至少一种溶解在水中的无机碱混合，形成两相混合物，搅拌两相混合物以水解ZE-尼泊酮形成ZE-尼泊酸，从两相混合物中分离含有ZE-尼泊酸的水相和含有EZ-尼泊酮的有机相，可选地将水相酸化至约pH 4.5，并添加至少一种不与水混溶的非卤代有机溶剂，在对甲苯磺酸的催化作用下，使ZE-尼泊酸发生共沸烯酮化反应形成ZE-尼泊酮。
• Insect repellent compounds
  申请人：——

  公开号：US20030235601A1

  公开（公告）日：2003-12-25

  Dihydronepetalactone, a minor natural constituent of the essential oil of catmints (Nepeta spp.) such as Nepeta cataria , has been identified as an effective insect repellent compound. Synthesis of dihydronepetalactone may be achieved by hydrogenation of nepetalactone, the major constituent of catmint essential oils. This compound, which also has fragrance properties, may be used commercially for its insect repellent properties.

  迷迭香油(Nepeta spp.)中的一种次要天然成分二水迷迭香内酯已被鉴定为有效的驱虫化合物。可以通过将猫薄荷精油的主要成分迷迭香内酯加氢来合成二水迷迭香内酯。这种化合物除了具有香气特性外，还可以商业上用于其驱虫特性。
• Formulations Containing Insect Repellent Compounds
  申请人：Scialdone Mark A.

  公开号：US20140288167A1

  公开（公告）日：2014-09-25

  Dihydronepetalactone, a minor natural constituent of the essential oil of catmints ( Nepeta spp.) such as Nepeta cataria , has been identified as an effective insect repellent compound. Synthesis of dihydronepetalactone may be achieved by hydrogenation of nepetalactone, the major constituent of catmint essential oils. This compound, and compositions thereof, which also has fragrance properties, may be used commercially for its insect repellent properties.

  二水合薄荷内酯是猫薄荷(Nepeta spp.)精油中的一种次要成分，如猫草(Nepeta cataria)。已确定其为有效的驱虫化合物。可以通过对猫薄荷精油的主要成分薄荷内酯进行氢化来合成二水合薄荷内酯。这种化合物及其组合物也具有香味特性，可以商业上用于其驱虫特性。
• Method of repelling insects
  申请人：COULSTON INTERNATIONAL CORPORATION

  公开号：EP0167265A1

  公开（公告）日：1986-01-08

  Compositions containing certain bicyclic lactones and having insect repellent properties are disclosed. Such compositions comprise a compound of the formula: or the corresponding unsaturated compound thereof having the formula: wherein R, R', R" and R''' each are lower alkyl or hydrogen; wherein y is an integer from 1-3, and x and z each are 0 or 1, with the proviso that y is 1 or 2 when x is 1; and a carrier. A method of using such a repellent composition to repel an insect from a situs comprises applying to such situs an effective amount of the composition, with or without the carrier, and thereby repelling the insect from the situs.

  本发明公开了含有某些双环内酯并具有昆虫驱避特性的组合物。 这种组合物包括式中的化合物：或其相应的不饱和化合物，其式为： 其中R、R'、R "和R'''各自为低级烷基或氢；其中y为1-3的整数，x和z各自为0或1，但当x为1时，y为1或2；以及载体。 使用这种驱避组合物来驱赶昆虫的方法包括将有效量的组合物（含或不含载体）施用于该部位，从而将昆虫从该部位驱赶出去。