1',3',3'-trimethyl-5',6-dinitro-8-{1-[4,7,10-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecyl]methyl}spiro(2H-1-benzopyran-2,2'-indoline) | 1132779-29-3

• 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: 1',3',3'-trimethyl-5',6-dinitro-8-{1-[4,7,10-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecyl]methyl}spiro(2H-1-benzopyran-2,2'-indoline)
• 英文别名: Tert-butyl 2-[4,7-bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-10-[(1',3',3'-trimethyl-5',6-dinitrospiro[chromene-2,2'-indole]-8-yl)methyl]-1,4,7,10-tetrazacyclododec-1-yl]acetate；tert-butyl 2-[4,7-bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-10-[(1',3',3'-trimethyl-5',6-dinitrospiro[chromene-2,2'-indole]-8-yl)methyl]-1,4,7,10-tetrazacyclododec-1-yl]acetate
• CAS: 1132779-29-3
• 化学式: C₄₆H₆₇N₇O₁₁
• 分子量: 894.078
• InChiKey: NYQKJZOZRHCOEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  64
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  196
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  1',3',3'-trimethyl-5',6-dinitro-8-{1-[4,7,10-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecyl]methyl}spiro(2H-1-benzopyran-2,2'-indoline) 在 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以99%的产率得到1',3',3'-trimethyl-5',6-dinitro-8-{1-[4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecyl]methyl}spiro(2H-1-benzopyran-2,2'-indoline)
  参考文献：
  名称：

  Synthesis and characterization of a redox- and light-sensitive MRI contrast agent

  摘要：

  A redox- and light-sensitive, T-1-weighted magnetic resonance imaging (MRI) contrast agent, which tethers a spiropyran (SP)/merocyanine (MC) motif to a Gd-DO3A moiety was synthesized and characterized. When in the dark, the probe is in its MC form, which has an r(1) relaxivity of 2.51 m M (1)s (1) (60 MHz, 37 C). After irradiation with visible light or mixing with NADH, the probe experiences an isomerization and the r(1) relaxivity decreased 18% and 26%, respectively. Additionally, the signal intensity in MRI showed an observable decrease after the compound was mixed with NADH. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.12.020
• 作为产物：
  描述：

  1',3',3'-trimethyl-5',6-dinitro-8-iodomethyl-spiro(2H-1-benzopyran-2,2'-indoline) 、 三-叔-丁基1,4,7,10-四氮杂环十二烷-1,4,7-三乙酸酯氢溴酸盐 在 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 5.5h， 以63%的产率得到1',3',3'-trimethyl-5',6-dinitro-8-{1-[4,7,10-tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecyl]methyl}spiro(2H-1-benzopyran-2,2'-indoline)
  参考文献：
  名称：

  Synthesis and characterization of a redox- and light-sensitive MRI contrast agent

  摘要：

  A redox- and light-sensitive, T-1-weighted magnetic resonance imaging (MRI) contrast agent, which tethers a spiropyran (SP)/merocyanine (MC) motif to a Gd-DO3A moiety was synthesized and characterized. When in the dark, the probe is in its MC form, which has an r(1) relaxivity of 2.51 m M (1)s (1) (60 MHz, 37 C). After irradiation with visible light or mixing with NADH, the probe experiences an isomerization and the r(1) relaxivity decreased 18% and 26%, respectively. Additionally, the signal intensity in MRI showed an observable decrease after the compound was mixed with NADH. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.12.020