[2R-(2R*,5R*,8R*,11R*)]-2,5,8,11-tetra(hydroxymethyl)-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetatic acid | 214461-90-2

• 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: [2R-(2R*,5R*,8R*,11R*)]-2,5,8,11-tetra(hydroxymethyl)-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetatic acid
• 英文别名: [2S-(2R*,5R*,8R*,11R*)]-2,5,8,11-tetra(hydroxymethyl)-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid；2-[(2S,5S,8S,11S)-4,7,10-tris(carboxymethyl)-2,5,8,11-tetrakis(hydroxymethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
• CAS: 214461-90-2
• 化学式: C₂₀H₃₆N₄O₁₂
• 分子量: 524.525
• InChiKey: ABYWSKAMIBAGAS-VGWMRTNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -13.1
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  243
• 氢给体数：
  8
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  sodium hydroxide 、 [2R-(2R*,5R*,8R*,11R*)]-2,5,8,11-tetra(hydroxymethyl)-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetatic acid 、 gadolinium(III) acetate 以 水 为溶剂， 以94%的产率得到[[[2R-(2R*,5R*,8R*,11R*)]-2,5,8,11-tetra(hydroxymethyl)-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetato(4-)]gadolinate(1-)]sodium
  参考文献：
  名称：

  Gd(III) complexes of poly(hydroxymethyl)substituted derivatives of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid

  摘要：

  Gd(III) complexes of 1,4,7,10-tetraazacyclododecane- 1,4,7,10-tetraacetic acid bearing two and four hydroxymethyl moieties on the cyclen ring were prepared to be studied as low toxicity MRI contrast agents. The key intermediates in the syntheses of the two ligands are the corresponding bis and tetrasubstituted cyclen derivatives. Bis(hydroxymetyl)cyclen was obtained according the so-called 'crab-like' cyclization procedure. Photoelectron transfer-induced tetramerization of (R)-2-(benzyloxymethyl)-N-(benzyl) aziridine stereoselectively led to homochiral tetra(hydroxymethyl)cyclen. The X-ray crystal structure of the latter compound unambiguously proved the alike stereochemical configuration of the four stereogenic carbon atoms in the cyclen ring. Carboxymethylation of the cyclen derivatives followed by complexation with either GdCl3 or Gd(OAc)(3) afforded the target complexes. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(01)00364-4

文献信息

• Chelated complexes of paramagnetic metals with low toxicity
  申请人：BRACCO S.p.A.

  公开号：EP0872479A1

  公开（公告）日：1998-10-21

  Compounds of formulae (I) and (II) wherein the R, R1, R2, R3 and R4 groups have the meanings defined in the disclosure, are useful chelants for metal ions. The complexes of compounds (I) and (II) with paramagnetic ions are useful as contrast agents for M.R.I. imaging.

  式 (I) 和 (II) 的化合物 其中的 R、R1、R2、R3 和 R4 基团具有本公开文件中定义的含义，是有用的金属离子螯合剂。化合物(I)和(II)与顺磁离子的络合物可用作 M.R.I.成像的造影剂。
• US6149890A
  申请人：——

  公开号：US6149890A

  公开（公告）日：2000-11-21