comenaldehyde | 25326-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: comenaldehyde
• 英文别名: 5-hydroxy-4-oxo-4H-pyran-2-carbaldehyde；oxymethyl-5-hydroxy-4H-pyran-4-one；Co...enaldehyd；5-hydroxy-4-oxo-4H-pyran-2-carbaldehyde；5-hydroxy-4-oxopyran-2-carbaldehyde
• CAS: 25326-60-7
• 化学式: C₆H₄O₄
• 分子量: 140.095
• InChiKey: GACXAVWWICJNNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  comenaldehyde 、 氨基硫脲 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以80%的产率得到1-[(5-hydroxy-4-oxo-4H-pyran-2-yl)methylene]thiosemicarbazide
  参考文献：
  名称：

  Refinement of arylthiosemicarbazone pharmacophore in inhibition of mushroom tyrosinase

  摘要：

  Melanin play a major role in human skin protection and their biosynthesis is vital. Due to their color, they contribute to the skin pigmentation. Tyrosinase is a key enzyme involved in the first stage of melanin biosynthesis, it catalyzes the transformation of tyrosine into L-dopaquinone. The aim of the present study was to study molecules able to inhibit tyrosinase to be used in treating depigmentation-related disorders. In this study, we targeted arylthiosemicarbazone analogs with the aim to contribute to the identification of the optimal aryl ring to be linked to the thiosemicarbazone moiety. The biological activity was evaluated on commercial mushroom tyrosinase which was purified prior use. The results demonstrated that several of our compounds (1a-h, 1j, 1r and 5) had more potent inhibitory activities than kojic acid which was used as the reference inhibitor. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.003
• 作为产物：
  描述：

  TRANS-咖啡酸 在 sodium hydroxide 作用下， 以 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 以0.66 g(48.8%)的产率得到comenaldehyde
  参考文献：
  名称：

  Kojic acid derivative

  摘要：

  以下是Kojic酸衍生物的化学式（I）：##STR1## 其中R是氢原子或甲基基团。这些衍生物是自由基清除剂和酪氨酸酶的强抑制剂，酪氨酸酶是参与黑色素形成的酶。

  公开号：

  US05486624A1

文献信息

• Fluorinated Derivatives of Deferiprone
  申请人：Tam Tim Fat

  公开号：US20120095061A1

  公开（公告）日：2012-04-19

  The present invention relates to novel derivatives of deferiprone. In particular, the present invention relates to fluorinated derivatives of deferiprone or pharmaceutically acceptable salts thereof, pharmaceutical compositions comprising same, processes for the manufacture thereof and their use in the treatment of neurodegenerative diseases caused by the presence of free iron or iron accumulation in neural tissues and in diseases wherein excess iron must be removed or redistributed.

  本发明涉及新型去铁酮衍生物。特别地，本发明涉及氟化去铁酮衍生物或其药学上可接受的盐、包含其的制药组合物、其制造过程以及在治疗由自由铁或神经组织中铁积累引起的神经退行性疾病和需要去除或重新分配过量铁的疾病中的应用。
• Refinement of arylthiosemicarbazone pharmacophore in inhibition of mushroom tyrosinase
  作者：Wei Yi、Carole Dubois、Samir Yahiaoui、Romain Haudecoeur、Catherine Belle、Huacan Song、Renaud Hardré、Marius Réglier、Ahcène Boumendjel

  DOI：10.1016/j.ejmech.2011.07.003

  日期：2011.9

  Melanin play a major role in human skin protection and their biosynthesis is vital. Due to their color, they contribute to the skin pigmentation. Tyrosinase is a key enzyme involved in the first stage of melanin biosynthesis, it catalyzes the transformation of tyrosine into L-dopaquinone. The aim of the present study was to study molecules able to inhibit tyrosinase to be used in treating depigmentation-related disorders. In this study, we targeted arylthiosemicarbazone analogs with the aim to contribute to the identification of the optimal aryl ring to be linked to the thiosemicarbazone moiety. The biological activity was evaluated on commercial mushroom tyrosinase which was purified prior use. The results demonstrated that several of our compounds (1a-h, 1j, 1r and 5) had more potent inhibitory activities than kojic acid which was used as the reference inhibitor. (C) 2011 Elsevier Masson SAS. All rights reserved.
• Kojic acid derivative
  申请人：Pacific Corporation

  公开号：US05486624A1

  公开（公告）日：1996-01-23

  Kojic acid derivatives of the following formula (I) ##STR1## where R is a hydrogen atom or methyl group, as radical scavengers and strong inhibitors of tyrosinase, an enzyme involved in a melanin formation.

  以下是Kojic酸衍生物的化学式（I）：##STR1## 其中R是氢原子或甲基基团。这些衍生物是自由基清除剂和酪氨酸酶的强抑制剂，酪氨酸酶是参与黑色素形成的酶。