1,4,8,11-tetraethyl-1,4,8,11-tetraazacyclotetradecane | 128207-33-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,4,8,11-tetraethyl-1,4,8,11-tetraazacyclotetradecane
• 英文别名: 1,4,8,11-tetraethylcyclam；1,4,8,11-tetraaza-1,4,8,11-tetraethylcyclotetradecane；1,4,8,11-Tetraazacyclotetradecane, 1,4,8,11-tetraethyl-；1,4,8,11-tetraethyl-1,4,8,11-tetrazacyclotetradecane
• CAS: 128207-33-0
• 化学式: C₁₈H₄₀N₄
• 分子量: 312.542
• InChiKey: SUFAWONXXWKZQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  13
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  盐酸 、 1,4,8,11-tetraethyl-1,4,8,11-tetraazacyclotetradecane 、 Ni(dimethylformamide)6(2+) 以 N,N-二甲基甲酰胺 为溶剂， 生成 Ni(1,4,8,11-tetraethyl-1,4,8,11-tetraazacyclotetradecane)Cl(1+)
  参考文献：
  名称：

  N，N-二甲基甲酰胺（DMF）中四-N-烷基化的环糊精与镍（II）络合形成的动力学和机理：Ni（DMF）6（2+）和Ni物种的反应性和溶剂交换的比较研究（DMF）5Cl +。

  摘要：

  使用13 C NMR研究在193-395温度范围内具有13 C标记DMF的镍（II）阳离子Ni（DMF）6（2+）和一氯物种Ni（DMF）5 Cl +中DMF的交换速率。 DMF中的K（DMF = N，N-二甲基甲酰胺）。溶剂交换的动力学参数为kex =（3.7 +/- 0.4）x 10（3）s-1，δH ++ = 59.3 +/- 5 kJ mol-1，δS ++ = +22.3 +/- 14 J mol Ni（DMF）6（2+）和kex =（5.3 +/- 1）x 10（5）s-1时为-1 K-1，δH ++ = 42.4 +/- 4 kJ mol-1和δS ++对于Ni（DMF）5Cl + = +6.7 +/- 15 J mol-1 K-1。多波长停止流光度法用于研究阳离子Ni（DMF）6（2+）和100倍不稳定的阳离子Ni（DMF）5Cl +与TMC（1,4,8,11 -于298 K和I

  DOI：

  10.1021/ic991139h
• 作为产物：
  描述：

  N,N'-二乙基-1,3-丙二胺 在 potassium carbonate 、 diborane(6) 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 1,4,8,11-tetraethyl-1,4,8,11-tetraazacyclotetradecane
  参考文献：
  名称：

  New high yield syntheses of cyclams using the crab-like cyclization reaction

  摘要：

  DOI：

  10.1016/s0040-4039(00)88730-4

文献信息

• Composition, synthesis and therapeutic applications of polyamines
  申请人：Murphy A Michael

  公开号：US20050085555A1

  公开（公告）日：2005-04-21

  This invention relates to a process of synthesis and composition of open chain (ring), closed ring, linear branched and or substituted polyamines, polyamine derived tyrosine phosphatase inhibitors and PPAR partial agonists/partial antagonists via a series of substitution reactions and optimizing the bioavailability and biological activities of the compounds. Polyamines prevent the toxicty of neutoxins and diabetogenic toxins including paraquat, methyphenyl pyridine radical, rotenone, diazoxide, streptozotocin and alloxan. These polyamines can be to treat neurological, cardiovascular, endocrine acquired and inherited mitochondrial DNA damage diseases and other disorders in mammalian subjects, and more specifically to the therapy of Parkinson's disease, Alzheimer's disease, Lou Gehrig's disease, Binswanger's disease, Olivopontine Cerebellar Degeneration, Lewy Body disease, Diabetes, Stroke, Atherosclerosis, Myocardial Ischemia, Cardiomyopathy, Nephropathy, Ischemia, Glaucoma, Presbycussis, Cancer, Osteoporosis, Rheumatoid Arthritis, Inflammatory Bowel Disease, Multiple Sclerosis and as Antidotes to Toxin Exposure.

  这项发明涉及一种合成和构成开链（环）、闭环、线性分支和/或取代聚胺、聚胺衍生的酪氨酸磷酸酶抑制剂和PPAR部分激动剂/部分拮抗剂的过程，通过一系列的取代反应来优化化合物的生物利用度和生物活性。聚胺可以预防神经毒素和导致糖尿病的毒素的毒性，包括百草枯、甲基苯基吡啶自由基、洛特侬、重组蛋白酶和阿洛克瑞。这些聚胺可以用于治疗哺乳动物主体中的神经系统、心血管系统、内分泌系统获得性和遗传性线粒体DNA损伤疾病以及其他疾病，更具体地用于治疗帕金森病、阿尔茨海默病、路易氏氏病、宾斯旺格氏病、橄榄桥小脑变性、Lewy小体病、糖尿病、中风、动脉粥样硬化、心肌缺血、心肌病、肾病、缺血、青光眼、老年性耳聋、癌症、骨质疏松症、类风湿性关节炎、炎症性肠病、多发性硬化症以及作为毒素暴露的解毒剂。
• N,N?,N?,N?-tetraalkylcyclam derivatives: synthesis,99mTc-labelling and biological properties
  作者：Jae Min Jeong、Sung Hyun Hong、Young Joo Kim、Dong Soo Lee、June-Key Chung、Jung-Hyuck Cho、Myung Chul Lee

  DOI：10.1002/jlcr.448

  日期：2001.3.30

  We synthesized N,N′,N″,N‴-tetraalkylcyclam derivatives in which alkyl groups were ethyl, propyl, butyl, methoxyethyl, and ethoxyethyl. We attempted to label the compounds with 99mTc. The cyclams with methyl, ethyl, and propyl could be labelled. The labelled N,N′,N″,N‴-tetraalkylcyclam derivatives showed +1 charge. They excreted rapidly through the kidney in mice. The liver-uptake increased slightly as the lipophilicity increased. However, the myocardial uptake was low unlikely with the +1 charged myocardial imaging agents. Copyright © 2001 John Wiley & Sons, Ltd.

  我们合成了 N,N′,N″,N‴-四烷基环丙胺衍生物，其中的烷基包括乙基、丙基、丁基、甲氧基乙基和乙氧基乙基。我们尝试用 99mTc 标记这些化合物。含有甲基、乙基和丙基的环戊烷可以被标记。被标记的 N,N′,N″,N‴-四烷基环丙烷衍生物显示+1电荷。它们在小鼠体内通过肾脏迅速排泄。随着亲脂性的增加，肝脏摄取量也略有增加。不过，心肌摄取量较低，这与+1电荷心肌成像剂的摄取量不同。Copyright © 2001 John Wiley & Sons, Ltd. All Rights Reserved.
• Therapeutic polyamine compositions and their synthesis
  申请人：Murphy Michael A.

  公开号：US20140057877A1

  公开（公告）日：2014-02-27

  This invention relates to a process of synthesis and composition of open chain (ring), closed ring, linear branched and or substituted polyamines, polyamine derived tyrosine phosphatase inhibitors and PPAR partial agonists/partial antagonists via a series of substitution reactions and optimizing the bioavailability and biological activities of the compounds. Polyamines prevent the toxicity of neurotoxins and diabetogenic toxins including paraquat, methyphenyl pyridine radical, rotenone, diazoxide, streptozotocin and alloxan. These polyamines can be utilized to treat neurological, cardiovascular, endocrine acquired and inherited mitochondrial DNA damage diseases and other disorders in mammalian subjects, and more specifically to the therapy of Parkinson's disease, Alzheimer's disease, Lou Gehrig's disease, Binswanger's disease, Olivopontine Cerebellar Degeneration, Lewy Body disease, Diabetes, Stroke, Atherosclerosis, Myocardial Ischemia, Cardiomyopathy, Nephropathy, Ischemia, Glaucoma, Presbycussis, Cancer, Osteoporosis, Rheumatoid Arthritis, Inflammatory Bowel Disease, Multiple Sclerosis and as Antidotes to Toxin Exposure.

  本发明涉及一种通过一系列取代反应合成和组成开链（环）、闭合环、线性支链和/或取代的多胺、多胺衍生的酪氨酸磷酸酶抑制剂和PPAR部分激动剂/部分拮抗剂的过程，并优化化合物的生物利用度和生物活性。多胺可以预防神经毒素和糖尿病毒素（包括百草枯、甲基苯基吡啶自由基、罗滕酮、重组胰岛素和阿洛酮）的毒性。这些多胺可用于治疗哺乳动物主体的神经、心血管、内分泌获得性和遗传性线粒体DNA损伤疾病和其他疾病，更具体地说是治疗帕金森病、阿尔茨海默病、路易·格里格病、宾斯旺格病、橄榄桥小脑变性、Lewy体病、糖尿病、中风、动脉粥样硬化、心肌缺血、心肌病、肾病、缺血、青光眼、老年性耳聋、癌症、骨质疏松症、类风湿性关节炎、炎症性肠病、多发性硬化症以及作为毒素暴露的解毒剂。
• Jeong; Hong; Kim, Journal of labelled compounds and radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S732-S734
  作者：Jeong、Hong、Kim、Lee、Chung、Lee、Cho、Oh、Kang

  DOI：——

  日期：——