(6R)-2,6-dimethyl-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one | 1321624-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (6R)-2,6-dimethyl-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
• CAS: 1321624-36-5
• 化学式: C₉H₁₂N₂O
• 分子量: 164.207
• InChiKey: IVXOYSBSOFBKHL-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (6R)-2,6-dimethyl-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one 在 三氯氧磷 作用下， 反应 3.0h， 生成 (6R)-4-chloro-2,6-dimethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine
  参考文献：
  名称：

  Synthesis and Biological Activities of (R)- and (S)-N-(4-Methoxyphenyl)-N,2,6-trimethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-aminium Chloride as Potent Cytotoxic Antitubulin Agents

  摘要：

  (R,S)-1 is a potent antimitotic compound. (R)-1 center dot HCl and (S)-1 center dot HCl were synthesized from (R)- and (S)-3-methyladipic acid. Both enantiomers were potent inhibitors of cell proliferation and caused cellular microtubule loss and mitotic arrest. They inhibited purified tubulin assembly and the binding of [H-3]colchicine to tubulin, with (S)-1 being about twice as potent. Cytotoxicity against 60 tumor cell lines, however, indicated that the (S)-isomer was 10- to 88-fold more potent than the (R)-isomer.

  DOI：

  10.1021/jm2007722
• 作为产物：
  描述：

  (R)-(+)-3-甲基己二酸 在 硫酸 、 potassium tert-butylate 、 sodium 作用下， 以 甲苯 、 叔丁醇 为溶剂， 反应 11.0h， 生成 (6R)-2,6-dimethyl-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
  参考文献：
  名称：

  Synthesis and Biological Activities of (R)- and (S)-N-(4-Methoxyphenyl)-N,2,6-trimethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-aminium Chloride as Potent Cytotoxic Antitubulin Agents

  摘要：

  (R,S)-1 is a potent antimitotic compound. (R)-1 center dot HCl and (S)-1 center dot HCl were synthesized from (R)- and (S)-3-methyladipic acid. Both enantiomers were potent inhibitors of cell proliferation and caused cellular microtubule loss and mitotic arrest. They inhibited purified tubulin assembly and the binding of [H-3]colchicine to tubulin, with (S)-1 being about twice as potent. Cytotoxicity against 60 tumor cell lines, however, indicated that the (S)-isomer was 10- to 88-fold more potent than the (R)-isomer.

  DOI：

  10.1021/jm2007722