9-(3-chlorophenyl)-6,6-dimethyl-5,6,7,9-tetrahydro[1,3]dioxolo[4,5-g]thieno[3,2-b]quinoline 8,8-dioxide | 1175700-07-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-(3-chlorophenyl)-6,6-dimethyl-5,6,7,9-tetrahydro[1,3]dioxolo[4,5-g]thieno[3,2-b]quinoline 8,8-dioxide
• 英文别名: 8-(3-Chlorophenyl)-4,4-dimethyl-12,14-dioxa-6lambda6-thia-2-azatetracyclo[7.7.0.03,7.011,15]hexadeca-1(16),3(7),9,11(15)-tetraene 6,6-dioxide；8-(3-chlorophenyl)-4,4-dimethyl-12,14-dioxa-6λ6-thia-2-azatetracyclo[7.7.0.03,7.011,15]hexadeca-1(16),3(7),9,11(15)-tetraene 6,6-dioxide
• CAS: 1175700-07-8
• 化学式: C₂₀H₁₈ClNO₄S
• 分子量: 403.886
• InChiKey: JWMAZBLMIJBXTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  、 3,4-亚甲二氧基苯胺 、 3-氯苯甲醛 以57.7%的产率得到9-(3-chlorophenyl)-6,6-dimethyl-5,6,7,9-tetrahydro[1,3]dioxolo[4,5-g]thieno[3,2-b]quinoline 8,8-dioxide
  参考文献：
  名称：

  Insecticidal heterolignans—Tubuline polymerization inhibitors with activity against chewing pests

  摘要：

  Starting from natural product podophyllotoxin 1 substituted heterolignans were identified with promising insecticidal in vivo activity. The impact of substitution in each segment of the core structure was investigated in a detailed SAR study, and variation of substituents in both aromatic moieties afforded derivatives 5 and 43 with broad insecticidal activity against lepidopteran and coleopteran species. In vitro measurements supported by modeling studies indicate that heterolignans 3-134 act as tubuline polymerization inhibitors interacting with the colchicine-binding site. Insect specific structure-activity effects were observed showing that the insecticidal SAR described herein differs from reported cytotoxicity studies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.01.042