4-n-hexyl-methylenedioxybenzene | 126236-09-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 4-n-hexyl-methylenedioxybenzene
• 英文别名: 5-n-hexylbenzo[d][1,3]dioxole；5-hexyl-benzo[1,3]dioxole；5-Hexyl-benzo[1,3]dioxol；5-Hexyl-1,3-benzodioxole
• CAS: 126236-09-7
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: UYKVBMOYHOTUDM-UHFFFAOYSA-N

物化性质

• 沸点：
  286.6±25.0 °C(Predicted)
• 密度：
  1.034±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-n-hexyl-methylenedioxybenzene 在 三溴化硼 作用下， 反应 2.0h， 以70%的产率得到4-n-hexyl-catechol
  参考文献：
  名称：

  Differential induction of cytochrome P450 gene expression by 4n-alkyl-methylenedioxybenzenes in primary rat hepatocyte cultures

  摘要：

  A well-characterized primary rat hepatocyte culture system was used to examine induction patterns of cytochrome 450 gene expression by a series of 4-n-alkyl-methylenedioxybenzene (MDBs) derivatives. Hepatocytes were treated for 24, 48, or 72 hours with 0-500 microM of the MDB compounds, and total cellular RNA and protein from each treatment was evaluated by hybridization and immunochemical techniques. Exposure to MDB congeners possessing increasing 4-n-alkyl side-chain length (C0-C8) resulted in dose- and structure-dependent activation of CYP2B1, 2B2, 3A1, 1A1, and 1A2 gene expression. At equivalent 100 microM concentrations, the C6 and C8 MDB congeners were more effective than the prototypical inducer phenobarbital (PB) with respect to induction potency of CYP2B1, CYP2B2, and CYP3A1 gene expression. In contrast to PB, longer side-chain-substituted MDBs effectively induced CYP1A1 and CYP1A2 gene expression, in addition to the CYP2B and CYP3A genes. At equivalent molar concentrations, the catechol derivative of C6-MDB was ineffective in its ability to induce CYP gene expression, indicating the importance of the intact methylenedioxy bridge in the induction mechanism. Levels of MDB-inducible CYP2B1 and CYP2B2 mRNA were highly correlated with CYP2B1/2 apoprotein levels, ascertained by immunoblot analysis of cultured hepatocyte S9 fractions. Compared with results from previous in vivo analysis (12), the current data indicate that pharmacodynamic factors may influence MDB induction profiles and that differences in MDB effects on CYP gene expression result depending on distinct structure-activity relationships.

  DOI：

  10.1002/(sici)1099-0461(1998)12:5<253::aid-jbt1>3.0.co;2-k
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 溶剂黄146 、 铂 作用下， 生成 4-n-hexyl-methylenedioxybenzene
  参考文献：
  名称：

  除虫菊酯的杀虫协同作用：3:4-亚甲基二氧苯基化合物化学结构与协同活性关系的研究

  摘要：

  已经合成了一系列具有分级复杂性的 3:4-亚甲二氧苯基化合物，并测试了与除虫菊酯对成年黑木耳甲虫 Alphitobius laevigatus 的协同作用。结果确定了这种协同作用的最低分子要求，并指出亚甲基是活性的基础。根据作用模式的当前理论考虑逐步修饰最小增效剂分子的效果。

  DOI：

  10.1002/jsfa.2740091007

文献信息

• [EN] SUBSTITUTED METHYLENEDIOXYBENZYL COMPOUNDS AND THEIR USE AS SYNERGISTS<br/>[FR] COMPOSÉS MÉTHYLÈNEDIOXYBENZYLES SUBSTITUÉS ET LEUR UTILISATION COMME SYNERGISTES
  申请人：ENDURA SPA

  公开号：WO2017042184A1

  公开（公告）日：2017-03-16

  The present invention relates to a pesticide composition comprising at least one pesticidal active ingredient and at least one methylendioxyphenyl derivative compound of Formula (I), wherein R1 is a linear (C4-C6)alkyl.

  本发明涉及一种杀虫剂组合物，包括至少一种杀虫活性成分和至少一种式(I)的甲氧基二苯基衍生物化合物，其中R1是线性(C4-C6)烷基。
• SUBSTITUTED METHYLENEDIOXYBENZYL COMPOUNDS AND THEIR USES AS SYNERGISTS
  申请人：Endura S.p.A.

  公开号：EP3141115A1

  公开（公告）日：2017-03-15

  The present invention relates to a pesticide composition comprising at least one pesticidal active ingredient and at least one methylendioxyphenyl derivative compound of Formula (I), wherein R1 is a linear (C4-C6)alkyl.

  本发明涉及一种农药组合物，它包含至少一种杀虫活性成分和至少一种式（I）的甲叉二氧苯基衍生物化合物，其中 R1 是线性（C4-C6）烷基。
• SUBSTITUTED METHYLENEDIOXYBENZYL COMPOUNDS AND THEIR USE AS SYNERGISTS
  申请人：Endura S.p.A.

  公开号：EP3346834B1

  公开（公告）日：2020-10-21
• PRODRUGS OF GAMMA-HYDROXYBUTYRIC ACID, COMPOSITIONS AND USES THEREOF
  申请人：XW Laboratories Inc.

  公开号：US20200039917A1

  公开（公告）日：2020-02-06

  The present disclosure discloses prodrugs of gamma-hydroxybutyric acid as well as compositions and uses thereof.
• US3962415A
  申请人：——

  公开号：US3962415A

  公开（公告）日：1976-06-08