1-propylamino-4-hydroxy-anthraquinone | 63768-00-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-propylamino-4-hydroxy-anthraquinone
• 英文别名: 1-hydroxy-4-propylamino-anthraquinone；1-Hydroxy-4-propylamino-anthrachinon；1-hydroxy-4-(propylamino)anthracene-9,10-dione
• CAS: 63768-00-3
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: TXXPINJCLRDFOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  正丙胺 、 1-propylamino-4-hydroxy-anthraquinone 以 乙腈 为溶剂， 生成 1,4-bis-propylamino-anthraquinone
  参考文献：
  名称：

  Concerning the question of covalent bonding in hypericin-chromoproteins: Schiff base formation?

  摘要：

  Depending on the reaction conditions, peri-hydroxy substituted anthraquinones like 1,8-dihydroxyanthraquinone and 1,4-dihydroxyanthraquinone could be derivatized with ammonia, propylamine, isopropylamine, and a lysine derivative to yield a variety of imino and amino substitution and addition products. However, hypericin resisted such derivatization under a variety of reaction conditions. Therefore, the hypothesis that hypericin is bound to its apoprotein in photopigments via a Schiff base to the epsilon-amino group of a lysine residue or a terminal amino group seems to be rather unlikely.

  DOI：

  10.1007/bf00811317
• 作为产物：
  描述：

  正丙胺 、 1,4-二羟基蒽醌 以 乙腈 为溶剂， 反应 14.0h， 以30%的产率得到1,4-bis-propylamino-anthraquinone
  参考文献：
  名称：

  Concerning the question of covalent bonding in hypericin-chromoproteins: Schiff base formation?

  摘要：

  Depending on the reaction conditions, peri-hydroxy substituted anthraquinones like 1,8-dihydroxyanthraquinone and 1,4-dihydroxyanthraquinone could be derivatized with ammonia, propylamine, isopropylamine, and a lysine derivative to yield a variety of imino and amino substitution and addition products. However, hypericin resisted such derivatization under a variety of reaction conditions. Therefore, the hypothesis that hypericin is bound to its apoprotein in photopigments via a Schiff base to the epsilon-amino group of a lysine residue or a terminal amino group seems to be rather unlikely.

  DOI：

  10.1007/bf00811317

文献信息

• Concerning the question of covalent bonding in hypericin-chromoproteins: Schiff base formation?
  作者：H. Falk、N. M�ller、M. Oberreiter

  DOI：10.1007/bf00811317

  日期：1994.3

  Depending on the reaction conditions, peri-hydroxy substituted anthraquinones like 1,8-dihydroxyanthraquinone and 1,4-dihydroxyanthraquinone could be derivatized with ammonia, propylamine, isopropylamine, and a lysine derivative to yield a variety of imino and amino substitution and addition products. However, hypericin resisted such derivatization under a variety of reaction conditions. Therefore, the hypothesis that hypericin is bound to its apoprotein in photopigments via a Schiff base to the epsilon-amino group of a lysine residue or a terminal amino group seems to be rather unlikely.