cis-2,3,7,8,12,13,17,18-octaethyl-2,3-dihydroxychlorin | 106543-71-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: cis-2,3,7,8,12,13,17,18-octaethyl-2,3-dihydroxychlorin
• 英文别名: 2,3-dihydroxychlorin；Dihydroxychlorin
• CAS: 106543-71-9；127939-91-7
• 化学式: C₃₆H₄₈N₄O₂
• 分子量: 568.803
• InChiKey: YDHHHSVDUJCQOT-DLYLBFKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.52
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  97.82
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  cis-2,3,7,8,12,13,17,18-octaethyl-2,3-dihydroxychlorin 在 盐酸 、 sodium periodate 、 四氧化锇 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 、 苯 为溶剂， 生成 3,7,8,12,13,17,18-heptaethyl-2-formylporphyrin
  参考文献：
  名称：

  Self-aggregation of synthetic zinc 21-hydroxy-121/131-oxo-porphyrins

  摘要：

  Zinc complexes of 2(1)-hydroxy-12(1)/13(1)-oxo-porphyrins were prepared by modifying octaethylporphyrin as models of self-aggregative chlorophylls found in extramembranous antennas of green photosynthetic bacteria. Their visible absorption spectra showed that less hindered interactive groups, such as CH,OH and CHO in a synthetic zinc porphyrin molecule were necessary for their self-aggregation in non-polar organic solvents. Zinc 2-hydroxymethyl-12-formyl-porphyrin self-aggregated to form larger oligomers with red-shifted broad visible bands than the 2,13-regioisomer, indicating that the linear location of OH, Zn and C=O in a molecule is requisite for similar self-aggregation with natural systems. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01128-1
• 作为产物：
  描述：

  2,3,7,8,12,13,17,18-octaethyl-21,22-dihydroporphyrin 在 吡啶 、 四氧化锇 、 硫化氢 作用下， 以 乙醚 、 二氯甲烷 、 甲醇 为溶剂， 反应 40.5h， 以82%的产率得到cis-2,3,7,8,12,13,17,18-octaethyl-2,3-dihydroxychlorin
  参考文献：
  名称：

  Self-aggregation of synthetic zinc 21-hydroxy-121/131-oxo-porphyrins

  摘要：

  Zinc complexes of 2(1)-hydroxy-12(1)/13(1)-oxo-porphyrins were prepared by modifying octaethylporphyrin as models of self-aggregative chlorophylls found in extramembranous antennas of green photosynthetic bacteria. Their visible absorption spectra showed that less hindered interactive groups, such as CH,OH and CHO in a synthetic zinc porphyrin molecule were necessary for their self-aggregation in non-polar organic solvents. Zinc 2-hydroxymethyl-12-formyl-porphyrin self-aggregated to form larger oligomers with red-shifted broad visible bands than the 2,13-regioisomer, indicating that the linear location of OH, Zn and C=O in a molecule is requisite for similar self-aggregation with natural systems. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01128-1

文献信息

• Second generation tumour photosensitisers: the synthesis of octa-alkyl chlorins and bacteriochlorins with graded amphiphilic character
  作者：Raymond Bonnett、Alexander N. Nizhnik、Morris C. Berenbaum

  DOI：10.1039/c39890001822

  日期：——

  Two series of polyhydroxy derivatives of hydroporphyrins are synthesised which have the hydroxy substituents at β-positions, or in a side chain: these amphiphilic systems are tested in vivo as tumour photosensitisers, and some are found to be very effective.

  合成了两类水卟啉的多羟基衍生物，它们在β位置或侧链具有羟基取代基：这些两亲性体系已在体内作为肿瘤光敏剂进行了测试，并且发现其中一些非常有效。
• Bonnett, Raymond; Moffat, David; Nizhnik, Alexander N., Journal of the Chemical Society. Perkin transactions I, <hi>1990</hi>, # 1, p. 191 - 193
  作者：Bonnett, Raymond、Moffat, David、Nizhnik, Alexander N.、Osborne, Alexander D.

  DOI：——

  日期：——