tert-butyl (3-((tert-butoxycarbonyl)amino)propyl)(3-(cyclopentadecylamino)-propyl)carbamate | 1462243-35-1

• 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: tert-butyl (3-((tert-butoxycarbonyl)amino)propyl)(3-(cyclopentadecylamino)-propyl)carbamate
• 英文别名: tert-Butyl (3-((tert-butoxycarbonyl)amino)propyl)(3-(cyclopentadecylamino)-propyl)-carbamate；tert-butyl N-[3-(cyclopentadecylamino)propyl]-N-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]carbamate
• CAS: 1462243-35-1
• 化学式: C₃₁H₆₁N₃O₄
• 分子量: 539.843
• InChiKey: YTLQMPSRIZBQNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  38
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  79.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl (3-((tert-butoxycarbonyl)amino)propyl)(3-(cyclopentadecylamino)-propyl)carbamate 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 4.5h， 以98%的产率得到N1-(3-aminopropyl)-N3-cyclopentadecylpropane-1,3-diamine trihydrochloride
  参考文献：
  名称：

  [EN] ANTI-METATSTATIC AGENTS PREDICATED UPON POLYAMINE-MACROCYCLIC CONJUGATES
  [FR] AGENTS ANTIMÉTASTASIQUES À BASE DE CONJUGUÉS MACROCYCLIQUES DE POLYAMINE

  摘要：

  本文披露了一种新型的莫托波拉明化合物，其作为低毒性且具有高抗迁移活性的抗转移剂。这种无毒的抗转移剂可以单独或与已知和/或新疗法联合给予患有潜在或实际转移性癌症（如胰腺癌）的患者，以帮助阻止肿瘤的生长和扩散。

  公开号：

  WO2013148219A1
• 作为产物：
  描述：

  环十五烷酮 、 1,5-双-叔丁氧羰基-1,5,9-里亚萨壬 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以75%的产率得到tert-butyl (3-((tert-butoxycarbonyl)amino)propyl)(3-(cyclopentadecylamino)-propyl)carbamate
  参考文献：
  名称：

  [EN] ANTI-METATSTATIC AGENTS PREDICATED UPON POLYAMINE-MACROCYCLIC CONJUGATES
  [FR] AGENTS ANTIMÉTASTASIQUES À BASE DE CONJUGUÉS MACROCYCLIQUES DE POLYAMINE

  摘要：

  本文披露了一种新型的莫托波拉明化合物，其作为低毒性且具有高抗迁移活性的抗转移剂。这种无毒的抗转移剂可以单独或与已知和/或新疗法联合给予患有潜在或实际转移性癌症（如胰腺癌）的患者，以帮助阻止肿瘤的生长和扩散。

  公开号：

  WO2013148219A1

文献信息

• [EN] ANTI-METATSTATIC AGENTS PREDICATED UPON POLYAMINE-MACROCYCLIC CONJUGATES<br/>[FR] AGENTS ANTIMÉTASTASIQUES À BASE DE CONJUGUÉS MACROCYCLIQUES DE POLYAMINE
  申请人：UNIV CENTRAL FLORIDA RES FOUND

  公开号：WO2013148219A1

  公开（公告）日：2013-10-03

  Disclosed herein are novel motuporamine compounds that act as anti-metastatic agents with low toxicity and high anti-migration activity. The non-toxic, anti-metastatic agents may be given to patients with potential or actual metastatic cancers, such as pancreatic cancers, alone in combination with known and/or new therapies to help block the growth and spread of tumor(s)..

  本文披露了一种新型的莫托波拉明化合物，其作为低毒性且具有高抗迁移活性的抗转移剂。这种无毒的抗转移剂可以单独或与已知和/或新疗法联合给予患有潜在或实际转移性癌症（如胰腺癌）的患者，以帮助阻止肿瘤的生长和扩散。
• ANTI-METASTATIC AGENTS PREDICATED UPON POLYAMINE MACROCYCLIC CONJUGATES
  申请人：Phanstiel, IV Otto

  公开号：US20150057361A1

  公开（公告）日：2015-02-26

  Disclosed herein are novel motuporamine compounds that act as anti-metastatic agents with low toxicity and high anti-migration activity. The non-toxic, anti-metastatic agents may be given to patients with potential or actual metastatic cancers, such as pancreatic cancers, alone in combination with known and/or new therapies to help block the growth and spread of tumor(s).

  本文披露了一种新型的motuporamine化合物，其作为低毒性和高抗迁移活性的抗转移剂。这种无毒的抗转移剂可以单独或与已知和/或新的治疗方法结合使用，用于治疗患有潜在或实际的转移性癌症，如胰腺癌等，以帮助阻止肿瘤的生长和扩散。
• Anti-metastatic agents predicated upon polyamine macrocyclic conjugates
  申请人：Phanstiel, IV Otto

  公开号：US09266815B2

  公开（公告）日：2016-02-23

  Disclosed herein are novel motuporamine compounds that act as anti-metastatic agents with low toxicity and high anti-migration activity. The non-toxic, anti-metastatic agents may be given to patients with potential or actual metastatic cancers, such as pancreatic cancers, alone in combination with known and/or new therapies to help block the growth and spread of tumor(s).

  本文披露了一种新型的Motuporamine化合物，其具有低毒性和高抗迁移活性，可作为抗转移剂。这种无毒、抗转移的剂量可以单独或与已知和/或新的治疗方法结合使用，用于治疗患有潜在或实际转移性癌症（如胰腺癌）的患者，以帮助阻止肿瘤的生长和扩散。
• Synthesis and Biological Evaluation of Antimetastatic Agents Predicated upon Dihydromotuporamine C and Its Carbocyclic Derivatives
  作者：Aaron Muth、Veethika Pandey、Navneet Kaur、Melissa Wason、Cheryl Baker、Xianlin Han、Teresa R. Johnson、Deborah A. Altomare、Otto Phanstiel

  DOI：10.1021/jm401906v

  日期：2014.5.22

  The motuporamines isolated from the sea sponge Xestospongia exigua are of biological interest because of their unique antimigration and antiangiogenic properties. Key bioactive features were found to be a saturated 15-membered heterocycle and a norspermidine motif. This paper describes new analogues that modulate the cytotoxicity of this compound class and have enhanced antimigration properties. By movement of the polyamine chain outside the ring, new carbocycles were discovered that doubled the antimigration potency and reduced compound toxicity by 133-fold. Mice injected with metastatic human L3.6pl pancreatic cancer cells demonstrated significant reduction in liver metastases when treated with N-1-(3-aminopropyl)-N-3-(cyclopentadecylmethyl)propane-1,3-diamine compared with dihydromotuporamine C. Significant changes in specific ceramide populations (N16:0 and N22:1) were noted in L3.6pl cells treated with dihydromotuporamine C but not for the cyclopentadecylmethylnorspermidine derivative, which had lower toxicity. Both compounds gave increased levels of specific low molecular weight sphingomyelins, suggesting that they may act upon sphingomyelin processing enzymes.