3-Fluoroadamantane-1-carbaldehyde | 1431957-10-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 3-Fluoroadamantane-1-carbaldehyde
• CAS: 1431957-10-6
• 化学式: C₁₁H₁₅FO
• 分子量: 182.238
• InChiKey: LQHDJJBPJNEGEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Fluoroadamantane-1-carbaldehyde 在 盐酸羟胺 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.5h， 生成 3-[4-[[(3-fluoro-1-adamantyl)methylamino]methyl]phenyl]-N-hydroxyprop-2-enamide
  参考文献：
  名称：

  Discovery of adamantane based highly potent HDAC inhibitors

  摘要：

  Herein, we report the development of highly potent HDAC inhibitors for the treatment of cancer. A series of adamantane and nor-adamantane based HDAC inhibitors were designed, synthesized and screened for the inhibitory activity of HDAC. A number of compounds exhibited GI(50) of 10-100 nM in human HCT116, NCI-H460 and U251 cancer cells, in vitro. Compound 32 displays efficacy in human tumour animal xenograft model. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.002
• 作为产物：
  描述：

  1-氟-3-金刚烷羧酸 在 dimethyl sulfide borane 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 3-Fluoroadamantane-1-carbaldehyde
  参考文献：
  名称：

  Discovery of adamantane based highly potent HDAC inhibitors

  摘要：

  Herein, we report the development of highly potent HDAC inhibitors for the treatment of cancer. A series of adamantane and nor-adamantane based HDAC inhibitors were designed, synthesized and screened for the inhibitory activity of HDAC. A number of compounds exhibited GI(50) of 10-100 nM in human HCT116, NCI-H460 and U251 cancer cells, in vitro. Compound 32 displays efficacy in human tumour animal xenograft model. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.002

文献信息

• 4-Carbamoylimidazol-5-ol derivatives, their production and pharmaceutical compositions containing them
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0028936A2

  公开（公告）日：1981-05-20

  Compounds of the formula wherein R is an adamantoyl group having at least one substituent selected from halogen atoms, lower alkyl, lower alkoxy, hydroxy, alkanoyloxy, aroyloxy, acetamido, nitro, azide, trifluoromethyl, phenyl, nitrophenyl, halophenyl, lower alkylphenyl, and lower alkoxyphenyl groups are novel and are useful as antitumor agents and/or immunosuppressants.

  式中的化合物 其中 R 是金刚烷酰基，该基团具有至少一个选自卤素原子、低级烷基、低级烷氧基、羟基、烷酰氧基、酰氧基、乙酰氨基、硝基、叠氮基、三氟甲基、苯基、硝基苯基、卤化苯基、低级烷基苯基和低级烷氧基苯基的取代基。
• US4332806A
  申请人：——

  公开号：US4332806A

  公开（公告）日：1982-06-01