ethyl 16-amino-3-nonyl-4,8,13-triazahexadecanoate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 16-amino-3-nonyl-4,8,13-triazahexadecanoate
• 英文别名: Ethyl 3-[3-[4-(3-aminopropylamino)butylamino]propylamino]dodecanoate
• 化学式: C₂₄H₅₂N₄O₂
• 分子量: 428.702
• InChiKey: SJSCUIXGLLWAPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  30
• 可旋转键数：
  25
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  88.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 16-amino-3-nonyl-4,8,13-triazahexadecanoate 在 molecular sieve 、 antimony(III) ethoxide 作用下， 以 苯 为溶剂， 反应 16.0h， 以76%的产率得到4-nonyl-1,5,9,14-tetraazacycloheptadecan-2-one
  参考文献：
  名称：

  大环精胺生物碱(±)-Budmunchiamine A-C的合成

  摘要：

  四种大环精胺生物碱 (±)-budmunchiamine A – C (1a – c) 和 (±)-budmunchiamine L4 (1) 的合成是通过 Michael 将精胺添加到 α,β-不饱和酯 3a – d 中完成的，然后用三乙氧基锑环化所得的 α,ω-四氨基酯 4a-d；氨基内酰胺 6a – c 的 N-甲基化产生 budmunchiamines A – C (1a – c)。

  DOI：

  10.1002/1522-2675(20010131)84:1<180::aid-hlca180>3.0.co;2-f
• 作为产物：
  描述：

  癸醛 、 精胺 、 乙氧甲酰基甲基三苯基溴化膦 在 sodium ethanolate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 97.0h， 以5.2 g的产率得到ethyl 16-amino-3-nonyl-4,8,13-triazahexadecanoate
  参考文献：
  名称：

  大环精胺生物碱(±)-Budmunchiamine A-C的合成

  摘要：

  四种大环精胺生物碱 (±)-budmunchiamine A – C (1a – c) 和 (±)-budmunchiamine L4 (1) 的合成是通过 Michael 将精胺添加到 α,β-不饱和酯 3a – d 中完成的，然后用三乙氧基锑环化所得的 α,ω-四氨基酯 4a-d；氨基内酰胺 6a – c 的 N-甲基化产生 budmunchiamines A – C (1a – c)。

  DOI：

  10.1002/1522-2675(20010131)84:1<180::aid-hlca180>3.0.co;2-f

文献信息

• Cyclic polyamine compounds for cancer therapy
  申请人：Frydman Benjamin

  公开号：US20050130949A1

  公开（公告）日：2005-06-16

  Novel cyclic polyamine compounds of the form where A 1 , each A 2 (if present), and A 3 are independently selected from C 1 -C 8 alkyl, where each Y is independently selected from H or C 1 -C 4 alkyl, where M is selected from C 1 -C 4 alkyl, where k is 0, 2, or 3, and where R is selected from C 1 -C 32 alkyl, as well as all stereoisomers and salts thereof, are disclosed. Additional compounds where k is 1 and A 2 is independently selected from C 1 -C 3 alkyl or C 5 -C 8 alkyl are also disclosed. Cyclic polyamines, where the amide group is reduced to a secondary amino group, and various derivatives of these compounds, are also described. Synthetic methods for the compounds are described. The compounds are useful for treating diseases caused by uncontrolled proliferation of cells, such as cancer, especially prostate cancer, and for inducing intracellular ATP hydrolysis for treatment of other disorders.

  本发明揭示了具有以下形式的新型环状多胺化合物：其中A1，每个A2（如果存在）和A3独立地选自C1-C8烷基，每个Y独立地选自H或C1-C4烷基，M选自C1-C4烷基，k为0、2或3，R选自C1-C32烷基，以及所有立体异构体和其盐。还揭示了k为1且A2独立地选自C1-C3烷基或C5-C8烷基的其他化合物。还描述了将酰胺基还原为二级氨基的环状多胺以及这些化合物的各种衍生物。还描述了这些化合物的合成方法。这些化合物可用于治疗细胞无限增殖引起的疾病，如癌症，特别是前列腺癌，并用于诱导细胞内ATP水解以治疗其他疾病。
• CYCLIC POLYAMINE COMPOUNDS FOR CANCER THERAPY
  申请人：SLIL Biomedical Corporation

  公开号：EP1305299A1

  公开（公告）日：2003-05-02
• [EN] CYCLIC POLYAMINE COMPOUNDS FOR CANCER THERAPY<br/>[FR] COMPOSES DE POLYAMINE CYCLIQUE POUR LA CANCEROTHERAPIE
  申请人：SLIL BIOMEDICAL CORP

  公开号：WO2002010142A1

  公开（公告）日：2002-02-07

  Novel cyclic polyamine compounds of the form (I) where A1, each A2 (if present), and A3 are independently selected from C1-C8 alkyl, where each Y is independently selected from H or C1-C4 alkyl, where M is selected from C1-C4 alkyl, where k is 0, 2, or 3, and where R is selected from C1-C32 alkyl, as well as all stereoisomers and salts thereof, are disclosed. Additional compounds where k is 1 and A2 is independently selected from C1-C3 alkyl or C5-C8 alkyl ar also disclosed. Cyclic polyamines, where the amide group is reduced to a secondary amino group, and various derivatives of these compounds, are also described. Synthetic methods for the compounds are described. The compounds are useful for treating diseases caused by uncontrolled proliferation of cells, such as cancer, especially prostate cancer, and for inducing intracellular ATP hydrolysis for treatment of other disorders.
• Syntheses of the Macrocyclic Spermine Alkaloids (±)-Budmunchiamine A - C
  作者：Kasim Popaj、Manfred Hesse

  DOI：10.1002/1522-2675(20010131)84:1<180::aid-hlca180>3.0.co;2-f

  日期：2001.1.31

  The syntheses of four macrocyclic spermine alkaloids, (±)-budmunchiamine A – C (1a – c) and (±)-budmunchiamine L4 (1), were accomplished by Michael addition of spermine to the α,β-unsaturated esters 3a – d, followed by cyclization of the resulting α,ω-tetraamino esters 4a – d with triethoxyantimony; N-methylation of the amino lactams 6a – c yielded the budmunchiamines A – C (1a – c).

  四种大环精胺生物碱 (±)-budmunchiamine A – C (1a – c) 和 (±)-budmunchiamine L4 (1) 的合成是通过 Michael 将精胺添加到 α,β-不饱和酯 3a – d 中完成的，然后用三乙氧基锑环化所得的 α,ω-四氨基酯 4a-d；氨基内酰胺 6a – c 的 N-甲基化产生 budmunchiamines A – C (1a – c)。