2-dodecylmorpholine | 90343-83-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 2-dodecylmorpholine
• 英文别名: dodecylmorpholine
• CAS: 90343-83-2
• 化学式: C₁₆H₃₃NO
• 分子量: 255.444
• InChiKey: ZHZSCYXOJMAUHR-UHFFFAOYSA-N

物化性质

• 沸点：
  347.1±17.0 °C(Predicted)
• 密度：
  0.862±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  18
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-十八碳-9-烯基氯甲酸酯 、 2-dodecylmorpholine 在 4-二甲氨基吡啶 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以78%的产率得到N-<(oleyloxy)carbonyl>-2-n-dodecylmorpholine
  参考文献：
  名称：

  Selective delivery of cytotoxic compounds to cells by the LDL pathway

  摘要：

  Cancer cells need cholesterol to make new membrane. They get it either by de novo synthesis or from low-density lipoprotein (LDL), or both. Some types of cancer have very high LDL requirements. LDL particles, which circulate in the blood, contain a cholesteryl ester core surrounded by a phospholipid coat containing apoproteins that are recognized by LDL receptors on cell surfaces. After attachment to cells, LDL is endocytosed into lysosomes, where the core is exposed and hydrolyzed. A technique is known whereby LDL can be isolated, its core removed and replaced by a compatible lipophilic substance, and then reconstituted into intact LDL particles that are recognized and internalized by cells in the normal manner. A series of cytotoxic compounds has been synthesized, designed to be compatible with reconstituted LDL, and directed against cancers that copiously internalize LDL. They were evaluated by measuring the toxicity of reconstituted LDL toward test cells bearing LDL receptors. Selectivity was determined by comparison, either with mutant cells with few LDL receptors or with reconstituted methylated LDL (which is not recognized by LDL receptors) on normal cells. Two compounds, 19 and 25, were found that reconstitute well, kill or arrest the test cells at reasonably low concentrations, and are completely selective, suggesting that they are delivered to cells exclusively via the LDL pathway.

  DOI：

  10.1021/jm00374a017
• 作为产物：
  描述：

  1-十四烯 在 吡啶 、 盐酸 、 正丁基锂 、 15-冠醚-5 、 sodium hydride 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 65.08h， 生成 2-dodecylmorpholine
  参考文献：
  名称：

  Selective delivery of cytotoxic compounds to cells by the LDL pathway

  摘要：

  Cancer cells need cholesterol to make new membrane. They get it either by de novo synthesis or from low-density lipoprotein (LDL), or both. Some types of cancer have very high LDL requirements. LDL particles, which circulate in the blood, contain a cholesteryl ester core surrounded by a phospholipid coat containing apoproteins that are recognized by LDL receptors on cell surfaces. After attachment to cells, LDL is endocytosed into lysosomes, where the core is exposed and hydrolyzed. A technique is known whereby LDL can be isolated, its core removed and replaced by a compatible lipophilic substance, and then reconstituted into intact LDL particles that are recognized and internalized by cells in the normal manner. A series of cytotoxic compounds has been synthesized, designed to be compatible with reconstituted LDL, and directed against cancers that copiously internalize LDL. They were evaluated by measuring the toxicity of reconstituted LDL toward test cells bearing LDL receptors. Selectivity was determined by comparison, either with mutant cells with few LDL receptors or with reconstituted methylated LDL (which is not recognized by LDL receptors) on normal cells. Two compounds, 19 and 25, were found that reconstitute well, kill or arrest the test cells at reasonably low concentrations, and are completely selective, suggesting that they are delivered to cells exclusively via the LDL pathway.

  DOI：

  10.1021/jm00374a017

文献信息

• [EN] COMPOSITION COMPRISING BENZYLAMINE ACARICIDE AND USE THEREOF<br/>[FR] COMPOSITION COMPRENANT UN ACARICIDE BENZYLAMINE ET SON UTILISATION<br/>[ZH] 含有苄胺类杀螨剂的组合物及其应用
  申请人：[en]SHANDONG KANGQIAO BIO-TECHNOLOGY CO., LTD;[zh]山东康乔生物科技有限公司

  公开号：WO2022166842A1

  公开（公告）日：2022-08-11

  一种组合物及其应用，该组合物包括活性组分a和活性组分b，其中，活性组分a为通式A所示的化合物，活性组分b为不同于通式A所示的化合物的具有杀虫、杀螨或杀菌活性的化合物中的至少一种。该组合物具有增效、扩大防治谱等优点，可用于防治多种害虫(特别是螨害)及由多种真菌、细菌、线虫、病毒引起的植物病害。
• N-DODECYL HETEROCYCLIC COMPOUNDS USEFUL AS INDUSTRIAL MICROBICIDES AND PRESERVATIVES
  申请人：BUCKMAN LABORATORIES INTERNATIONAL, INC.

  公开号：EP0697813A1

  公开（公告）日：1996-02-28
• POTENTIATION OF THE MICROBICIDE 2-(THIOCYANOMETHYLTHIO)BENZOTHIAZOLE USING AN N-ALKYL HETEROCYCLIC COMPOUND
  申请人：BUCKMAN LABORATORIES INTERNATIONAL, INC.

  公开号：EP0837631B1

  公开（公告）日：2001-09-05
• POTENTIATION OF BIOCIDE ACTIVITY USING AN N-ALKYL HETEROCYCLIC COMPOUND
  申请人：BUCKMAN LABORATORIES INTERNATIONAL, INC.

  公开号：EP0857021B1

  公开（公告）日：2003-08-27
• METHODS AND COMPOSITIONS FOR CONTROLLING BIOFOULING USING N-ALKYL HETEROCYCLIC COMPOUNDS
  申请人：BUCKMAN LABORATORIES INTERNATIONAL, INC.

  公开号：EP0874783A1

  公开（公告）日：1998-11-04