1,4,7,10-tetra-azacyclotetradecane | 70072-63-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,4,7,10-tetra-azacyclotetradecane
• 英文别名: 1,4,7,10-tetraazacyclotetradecane；1,4,7,10-tetrazacyclotetradecane
• CAS: 70072-63-8
• 化学式: C₁₀H₂₄N₄
• 分子量: 200.327
• InChiKey: HLRWRACNIJFYEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  48.1
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4,7,10-tetra-azacyclotetradecane 、 3-氯-1,2-丙二醇 生成 N,N',N'',N'''-Tetrakis(2,3-dihydroxypropyl)-1,4,7,10-tetraazacyclotetradecane
  参考文献：
  名称：

  COMPOUNDS WITH CHELATION AFFINITY AND SELECTIVITY FOR FIRST TRANSITION SERIES ELEMENTS AND THEIR USE IN COSMETICS AND PERSONAL CARE PRODUCTS, INHIBITION OF METALLOENZYMES, AND INHIBITION OF REPERFUSION INJURY

  摘要：

  这项发明涉及一类具有螯合亲和力和选择性的化合物，用于第一过渡系列元素。应用或给予自由或结合化合物，或自由或结合化合物的生理盐，可导致第一过渡系列元素生物利用度和/或化学作用的降低。这些特性使得这种化合物在化妆品和个人护理产品中非常有用，可减少微生物在身体表面和体腔上生长引起的气味，减少在牙齿、牙菌斑和牙龈上生长引起的龋齿和牙龈疾病，抑制皮肤氧化损伤，抑制依赖于第一过渡系列元素的金属酶的酶促作用，以及抑制再灌注损伤。

  公开号：

  US06387891B2
• 作为产物：
  描述：

  (1,4,7,10-tetraazacyclotetradecane)nickel(II) perchlorate 在 sodium hydroxide 、 氰化钠 作用下， 以 水 为溶剂， 以98%的产率得到tetracyanonickelate(2-)
  参考文献：
  名称：

  Micheloni, Mauro; Paoletti, Piero; Poggi, Antonio, Journal of the Chemical Society, Dalton Transactions, 1982, p. 61 - 66

  摘要：

  DOI：

文献信息

• Complexes of cyclic polyaza chelators with cations of alkaline earth metals for enhanced biological activity
  申请人：Winchell S. Harry

  公开号：US20050112066A1

  公开（公告）日：2005-05-26

  Cyclic polyaza chelators that possess high affinity and specificity for first transition series metal cations exhibit an unanticipated improvement in biological activity when administered as complexes with cations of the alkaline earth metals, Ca(II) and Mg(II), most notably Ca(II). By virtue of this improvement, these complexes are particularly effective in the treatment of pathological conditions, including ischemia and ischemia-reperfusion injury.

  具有高亲和力和特异性的环状多氮螯合剂，当与碱土金属阳离子的络合物一起给药时，表现出生物活性的意外改善，其中以Ca(II)和Mg(II)的络合物最为显著，尤其是Ca(II)。由于这种改善，这些络合物在治疗病理条件，包括缺血和缺血再灌注损伤方面特别有效。
• [EN] SYNTHESIS OF TRIS N-ALKYLATED 1,4,7,10-TETRAAZACYCLODODECANES<br/>[FR] SYNTHESE DE 1,4,7,10-TETRAAZA-CYCLODODECANES TRIS N-ALKYLES
  申请人：UNIV HONG KONG

  公开号：WO2005003105A1

  公开（公告）日：2005-01-13

  A directly synthetic method for preparing tris-alkylated 1,4,7,10-tetraazacyclododecanes by the reactions of 1,4,7,10-tetraazacyclododecane (cyclen) and appropriate electrophiles is accomplished in high yield. The method provides operational convenience, starting material availability, cost economy, atom efficiency and reaction insensitivity to temperature, moisture, and concentrations of starting materials. With this method, the yield of tris-(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane can be 77%, the highest reported. The yield of other tris-N alkylated products can be in the range of 65-84%.

  通过对1,4,7,10-四氮杂环十二烷（cyclen）和适当的亲电试剂反应，实现了一种直接合成三烷基化1,4,7,10-四氮杂环十二烷的方法，收率高。该方法提供操作方便、起始物质易得、成本经济、原子效率高，且对温度、湿度和起始物质浓度的反应不敏感。利用这种方法，三-(叔丁氧羰基甲基)-1,4,7,10-四氮杂环十二烷的产率可达77%，为目前报道的最高。其他三N烷基化产物的产率可在65-84%的范围内。
• Neuroprotection and cardioprotection afforded by chelators with high affinity and specificity for cations of first transition series elements
  申请人：CONCAT, LTD. a California Limited Partnership

  公开号：US20040006055A1

  公开（公告）日：2004-01-08

  Compounds that demonstrate chelation affinity and selectivity for first transition series elements are administered to patients suffering from such conditions as ischemia, prolonged seizures and trauma to provide neuroprotection, cardioprotection, or both. These compounds when administered form complexes with chelatable iron and copper cations and thereby mitigate the ability of these cations to catalyze Haber-Weiss reactions that form toxic hydroxy free radicals that cause tissue injury. These compounds also form complexes with chelatable zinc cations thereby inhibiting the cytotoxicity associated with excess chelatable zinc.

  表现出对第一过渡系列元素具有螯合亲和力和选择性的化合物被用于治疗患有缺血、持续性癫痫和创伤等疾病的患者，以提供神经保护、心脏保护或两者兼而有之。这些化合物在被给药时会与可螯合的铁和铜阳离子形成络合物，从而减轻这些阳离子催化哈伯-魏斯反应的能力，这些反应会产生导致组织损伤的有毒羟自由基。这些化合物还会与可螯合的锌阳离子形成络合物，从而抑制与过多可螯合锌相关的细胞毒性。
• Chemokine combinations to mobilize progenitor/stem cells
  申请人：Bridger J. Gary

  公开号：US20060035829A1

  公开（公告）日：2006-02-16

  Methods to elevate progenitor and stem cell counts in animal subjects using compounds which bind to the chemokine receptor CXCR4 in combination with the CXCR2 chemokine GROβ, including its modified forms, are disclosed.

  使用与趋化因子受体CXCR4结合的化合物与CXCR2趋化因子GROβ及其改良形式结合，揭示了提高动物主体中祖细胞和干细胞数量的方法。
• Methods to mobilize progenitor/stem cells
  申请人：——

  公开号：US20030130250A1

  公开（公告）日：2003-07-10

  Methods to elevate progenitor and stem cell counts in animal subjects using compounds which bind to the chemokine receptor CXCR4 are disclosed. Preferred embodiments of such compounds are of the formula Z-linker-Z′  (1) or pharmaceutically acceptable salt thereof wherein Z is a cyclic polyamine containing 9-32 ring members of which 3-8 are nitrogen atoms, said nitrogen atoms separated from each other by at least 2 carbon atoms, and wherein said heterocycle may optionally contain additional heteroatoms besides nitrogen and/or may be fused to an additional ring system; or Z is of the formula 1 wherein A comprises a monocyclic or bicyclic fused ring system containing at least one N and B is H or an organic moiety of 1-20 atoms, Z′ may be embodied in a form as defined by Z above, or alternatively may be of the formula —N(R)—(CR 2 ) n —X wherein each R is independently H or straight, branched or cyclic alkyl (1-6C), n is 1 or 2, and X is an aromatic ring, including heteroaromatic rings, or is a mercaptan; “linker” represents a bond, alkylene (1-6C) or may comprise aryl, fused aryl, oxygen atoms contained in an alkylene chain, or may contain keto groups or nitrogen or sulfur atoms.

  公开了一种使用与趋化因子受体CXCR4结合的化合物来提高动物主体和干细胞数量的方法。这些化合物的首选实施例为以下公式所示：Z-连接物-Z′（1）或其药用盐，其中Z是含有9-32个环成员的环状多胺，其中3-8个是氮原子，所述氮原子彼此之间至少相隔2个碳原子，且所述杂环除了氮原子外还可以包含额外的杂原子和/或与额外的环系统融合；或者Z为以下公式1所示：其中A包括至少一个N的单环或双环融合环系统，B为H或1-20个原子的有机基团，Z'可以采用如上所定义的Z的形式，或者也可以是以下公式的形式：-N（R）-（CR2）n-X其中每个R独立地为H或直链、支链或环烷基（1-6C），n为1或2，X为芳香环，包括杂芳环，或者是硫醇；“连接物”代表键，烷基（1-6C）或可能包含芳基、融合芳基、含在烷基链中的氧原子，或者可能含有酮基团、氮原子或硫原子。