1-(benzo[a]heptalen-9[5H]-one-6,7-dihydro-1,2,3,10-tetramethoxy-7-carbamoyl)methyl-4,7,10-tris(carbo-[1,1-dimethyl]ethoxymethyl)-1,4,7,10-tetraazacyclododecane | 1312808-71-1

• 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: 1-(benzo[a]heptalen-9[5H]-one-6,7-dihydro-1,2,3,10-tetramethoxy-7-carbamoyl)methyl-4,7,10-tris(carbo-[1,1-dimethyl]ethoxymethyl)-1,4,7,10-tetraazacyclododecane
• CAS: 1312808-71-1
• 化学式: C₄₈H₇₃N₅O₁₂
• 分子量: 912.134
• InChiKey: XVFSOFKJWSOULN-DHUJRADRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  65.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  174.95
• 氢给体数：
  1.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  1-(benzo[a]heptalen-9[5H]-one-6,7-dihydro-1,2,3,10-tetramethoxy-7-carbamoyl)methyl-4,7,10-tris(carbo-[1,1-dimethyl]ethoxymethyl)-1,4,7,10-tetraazacyclododecane 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以25%的产率得到1-(benzo[a]heptalen-9[5H]-one-6,7-dihydro-1,2,3,10-tetramethoxy-7-carbamoyl)methyl-4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  Synthesis and characterisation of a novel tubulin-directed DO3A–colchicine conjugate with potential theranostic features

  摘要：

  Colchicine is a known tubulin binding agent enabling necrosis in tumors. A novel tubulin-directed DO3A-colchicine conjugate and its Gd(III) complex were prepared from N-deacetylcolchicine, coupling alkaloid and polyaza-alicyclic functions via a peptide coupling methodology. The longitudinal proton relaxivity of the Gd( III) complex in water at 4.7 T is 2.86 mM(-1) s(-1) and a similar efficacy as colchicine towards ovarian carcinoma cells in vitro. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.014
• 作为产物：
  描述：

  tri-tert-butyl 2,2’,2’’-(10-(2-methoxy-2-oxoethyl)-1,4,7,10-tetraazacy-cyclododecane-1,4,7-triyl)triacetate 在 N-甲基吗啉 、 水 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 1-(benzo[a]heptalen-9[5H]-one-6,7-dihydro-1,2,3,10-tetramethoxy-7-carbamoyl)methyl-4,7,10-tris(carbo-[1,1-dimethyl]ethoxymethyl)-1,4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  Synthesis and characterisation of a novel tubulin-directed DO3A–colchicine conjugate with potential theranostic features

  摘要：

  Colchicine is a known tubulin binding agent enabling necrosis in tumors. A novel tubulin-directed DO3A-colchicine conjugate and its Gd(III) complex were prepared from N-deacetylcolchicine, coupling alkaloid and polyaza-alicyclic functions via a peptide coupling methodology. The longitudinal proton relaxivity of the Gd( III) complex in water at 4.7 T is 2.86 mM(-1) s(-1) and a similar efficacy as colchicine towards ovarian carcinoma cells in vitro. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.014