S-(+)-7-sec-butoxychromone | 1338059-05-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: S-(+)-7-sec-butoxychromone
• 英文别名: 7-sec-butoxychromone；EV04058；EV06188；7-Butan-2-yloxychromen-2-one
• CAS: 1338059-05-4
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: AIKBXVHFVKVZKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-羟基香豆素 、 2-溴丁烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.42h， 生成 S-(+)-7-sec-butoxychromone
  参考文献：
  名称：

  Pancreatic anticancer activity of a novel geranylgeranylated coumarin derivative

  摘要：

  A series of hydroxycoumarin derivatives has been synthesized and evaluated against human pancreatic PANC-1 cancer cells under nutrient-deprived conditions. Several compounds exhibited 100% preferential cytotoxicity at low micromolar concentrations under nutrition starvation, and showed no cytotoxicity under nutrient-rich conditions. In this study, a novel geranylgeranylated ether coumarin derivative 9 was found to exhibit the highest cytotoxic activity of 6.25 mu M within 24 h. The preferential anti-tumor activity exhibited by compound 9 against PANC-1 under low oxygen and nutrient environment illustrates its great potential as a promising lead structure for the development of novel agents to combat pancreatic cancer. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.005

文献信息

• Novel Insect-Repellent Coumarin Derivatives, Syntheses, and Methods of Use
  申请人：Delaveau Jean

  公开号：US20120329832A1

  公开（公告）日：2012-12-27

  This invention relates to novel coumarin derivative, formulations comprising same, and to methods of making and using these compounds and formulations, which are useful as repellents against insects and/or pests. The compounds also prevent illness and disease caused by insect/pest-borne vectors, and provide safer, more effective alternatives to existing repellents.

  本发明涉及新型香豆素衍生物、包含该衍生物的配方，以及制备和使用这些化合物和配方的方法，这些化合物和配方可作为驱虫剂防止昆虫和/或害虫。这些化合物还可以预防因昆虫/害虫传播的疾病和疾病，并提供比现有驱虫剂更安全、更有效的替代品。
• Indirect modeling of new repellent molecules active against insects, acarids, and other arthropods
  申请人：Delaveau Jean

  公开号：US20130079394A1

  公开（公告）日：2013-03-28

  This invention relates to novel coumarin derivatives, formulations comprising same, and to methods of making and using these compounds and formulations, which are useful as repellents against insects and/or pests. The compounds also prevent illness and disease caused by insect/pest-borne vectors, and provide safer, more effective alternatives to existing repellents. This invention also relates to novel methods for modeling and/or predicting the repellency of unknown compounds.
• [EN] INDIRECT MODELING OF NEW REPELLENT MOLECULES ACTIVE AGAINST INSECTS, ACARIDS, AND OTHER ARTHROPODS<br/>[FR] MODÉLISATION INDIRECTE DE MOLÉCULES RÉPULSIVES INÉDITES ACTIVES CONTRE LES INSECTES, LES ACARIENS ET AUTRES ARTHROPODES
  申请人：MERIAL LTD

  公开号：WO2013044118A2

  公开（公告）日：2013-03-28

  This invention relates to novel coumarin derivatives, formulations comprising same, and to methods of making and using these compounds and formulations, which are useful as repellents against insects and/or pests. The compounds also prevent illness and disease caused by insect/pest-borne vectors, and provide safer, more effective alternatives to existing repellents. This invention also relates to novel methods for modeling and/or predicting the repeilency of unknown compounds.
• Pancreatic anticancer activity of a novel geranylgeranylated coumarin derivative
  作者：Tehsina Devji、Claire Reddy、Christina Woo、Suresh Awale、Shigetoshi Kadota、Dora Carrico-Moniz

  DOI：10.1016/j.bmcl.2011.08.005

  日期：2011.10

  A series of hydroxycoumarin derivatives has been synthesized and evaluated against human pancreatic PANC-1 cancer cells under nutrient-deprived conditions. Several compounds exhibited 100% preferential cytotoxicity at low micromolar concentrations under nutrition starvation, and showed no cytotoxicity under nutrient-rich conditions. In this study, a novel geranylgeranylated ether coumarin derivative 9 was found to exhibit the highest cytotoxic activity of 6.25 mu M within 24 h. The preferential anti-tumor activity exhibited by compound 9 against PANC-1 under low oxygen and nutrient environment illustrates its great potential as a promising lead structure for the development of novel agents to combat pancreatic cancer. (C) 2011 Elsevier Ltd. All rights reserved.