ethyl 6-[(3aS,6aR)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrol-5-yl]pyridine-3-carboxylate | 1257860-99-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ethyl 6-[(3aS,6aR)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrol-5-yl]pyridine-3-carboxylate
• CAS: 1257860-99-3
• 化学式: C₁₄H₁₉N₃O₂
• 分子量: 261.324
• InChiKey: YNPKDRFHAGVQEY-TXEJJXNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  54.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 6-[(3aS,6aR)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrol-5-yl]pyridine-3-carboxylate 、 2-萘甲醛 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 生成
  参考文献：
  名称：

  Design and synthesis of novel pyrimidine hydroxamic acid inhibitors of histone deacetylases

  摘要：

  Inhibition of histone deacetylase activity represents a promising new modality in the treatment of a number of cancers. A novel HDAC series demonstrating inhibitory activity in cell proliferation assays is described. Optimisation based on the introduction of basic amine linkers to effect good drug distribution to tumour led to the identification of a compound with oral activity in a human colon cancer xenograft study associated with increased histone H3 acetylation in tumour tissue. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.016
• 作为产物：
  描述：

  在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 ethyl 6-[(3aS,6aR)-2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrol-5-yl]pyridine-3-carboxylate
  参考文献：
  名称：

  Design and synthesis of novel pyrimidine hydroxamic acid inhibitors of histone deacetylases

  摘要：

  Inhibition of histone deacetylase activity represents a promising new modality in the treatment of a number of cancers. A novel HDAC series demonstrating inhibitory activity in cell proliferation assays is described. Optimisation based on the introduction of basic amine linkers to effect good drug distribution to tumour led to the identification of a compound with oral activity in a human colon cancer xenograft study associated with increased histone H3 acetylation in tumour tissue. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.016

文献信息

• Design and synthesis of novel pyrimidine hydroxamic acid inhibitors of histone deacetylases
  作者：Alastair D.G. Donald、Vanessa L. Clark、Sanjay Patel、Francesca A. Day、Martin G. Rowlands、Judata Wibata、Lindsay Stimson、Anthea Hardcastle、Sue A. Eccles、Deborah McNamara、Lindsey A. Needham、Florence I. Raynaud、Wynne Aherne、David F. Moffat

  DOI：10.1016/j.bmcl.2010.09.016

  日期：2010.11

  Inhibition of histone deacetylase activity represents a promising new modality in the treatment of a number of cancers. A novel HDAC series demonstrating inhibitory activity in cell proliferation assays is described. Optimisation based on the introduction of basic amine linkers to effect good drug distribution to tumour led to the identification of a compound with oral activity in a human colon cancer xenograft study associated with increased histone H3 acetylation in tumour tissue. (C) 2010 Elsevier Ltd. All rights reserved.