(E)-3-(5-(dimethoxymethyl)pyridin-2-yl)acrylic acid tert-butyl ester | 952281-67-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-3-(5-(dimethoxymethyl)pyridin-2-yl)acrylic acid tert-butyl ester
• 英文别名: tert-butyl (E)-3-(5-dimethoxymethyl-pyridin-2-yl)-acrylate；tert-butyl (E)-3-[5-(dimethoxymethyl)pyridin-2-yl]prop-2-enoate
• CAS: 952281-67-3
• 化学式: C₁₅H₂₁NO₄
• 分子量: 279.336
• InChiKey: BERBBMLQWIXOFI-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  57.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-3-(5-(dimethoxymethyl)pyridin-2-yl)acrylic acid tert-butyl ester 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 以92%的产率得到(E)-3-(5-formylpyridin-2-yl)acrylic acid tert-butyl ester
  参考文献：
  名称：

  Heterocyclic derivatives as HDAC inhibitors

  摘要：

  这项发明涉及新的组蛋白去乙酰化酶抑制剂，其通式如下（I）：其中：虚线是可选的额外键；R1是氢、卤素、C1-C6烷基、C1-C6烷氧基、C1-C6卤烷基或C1-C6卤烷氧基；R2、R3分别是氢、C1-C6烷基、芳基；或者与它们相结合的碳原子形成桥接的双环或融合的杂环；X是CH或氮；Y是键、氧、（CH2）mCR4R5（CH2）n、或（CH2）oNR6（CH2）p；m、n、o、p、R4、R5和R6如规范中进一步定义；以及其药用可接受盐。

  公开号：

  EP2133334A1
• 作为产物：
  描述：

  5-(dimethoxymethyl)pyridine-2-carbaldehyde 、 二乙基膦酰基乙酸叔丁酯 在 sodium hydride 作用下， 以 四氢呋喃 、 oil 为溶剂， 反应 0.17h， 以76%的产率得到(E)-3-(5-(dimethoxymethyl)pyridin-2-yl)acrylic acid tert-butyl ester
  参考文献：
  名称：

  Heterocyclic derivatives as HDAC inhibitors

  摘要：

  这项发明涉及新的组蛋白去乙酰化酶抑制剂，其通式如下（I）：其中：虚线是可选的额外键；R1是氢、卤素、C1-C6烷基、C1-C6烷氧基、C1-C6卤烷基或C1-C6卤烷氧基；R2、R3分别是氢、C1-C6烷基、芳基；或者与它们相结合的碳原子形成桥接的双环或融合的杂环；X是CH或氮；Y是键、氧、（CH2）mCR4R5（CH2）n、或（CH2）oNR6（CH2）p；m、n、o、p、R4、R5和R6如规范中进一步定义；以及其药用可接受盐。

  公开号：

  EP2133334A1

文献信息

• Heterocyclic derivatives as HDAC inhibitors
  申请人：DAC S.r.l.

  公开号：EP2133334A1

  公开（公告）日：2009-12-16

  This invention is related to new histone deacetylase inhibitors according to the general formula (I) wherein: the dotted line is an optional additional bond; R1 is hydrogen, halogen, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 haloalkyl or C1 C6 haloalkoxy; R2, R3 are, independently, hydrogen; C1-C6 alkyl; aryl; or taken together with the carbon atoms to which they are bound form a bridged bicyclic ring or a fused heterocycle; X is CH or nitrogen; Y is a bond, oxygen, (CH2)mCR4R5(CH2)n, or (CH2)oNR6(CH2)p; m, n, o, p, R4, R5 and R6 are as further defined in the specification; and pharmaceutical acceptable salts thereof.

  这项发明涉及新的组蛋白去乙酰化酶抑制剂，其通式如下（I）：其中：虚线是可选的额外键；R1是氢、卤素、C1-C6烷基、C1-C6烷氧基、C1-C6卤烷基或C1-C6卤烷氧基；R2、R3分别是氢、C1-C6烷基、芳基；或者与它们相结合的碳原子形成桥接的双环或融合的杂环；X是CH或氮；Y是键、氧、（CH2）mCR4R5（CH2）n、或（CH2）oNR6（CH2）p；m、n、o、p、R4、R5和R6如规范中进一步定义；以及其药用可接受盐。
• Histone Deacetylases Inhibitors
  申请人：Minucci Saverio

  公开号：US20080096889A1

  公开（公告）日：2008-04-24

  New inhibitors of histone deacetylases having antitumor activity, and the process of preparation thereof are herein described. These compounds belong to the structural formula (I) where R 1 is a linear or branched chain containing at least two conjugated double bonds, A is an optionally substituted phenyl or pyridyl ring, Ar is an aryl or heteroaryl group, and R 3 is hydrogen or alkoxyalkyl. The application also describes the use of said compounds in the treatment of diseases associated to the deregulation of histone deacetylases activity, such as tumors, as well as the relevant pharmaceutical compositions for administration to patients requiring said treatment.

  本文描述了具有抗肿瘤活性的组蛋白去乙酰化酶新抑制剂及其制备过程。这些化合物属于结构式(I)，其中R1是一个含有至少两个共轭双键的线性或支链，A是一个可选取代的苯基或吡啶基环，Ar是芳基或杂环基团，而R3是氢或烷氧基烷基。该申请还描述了这些化合物在治疗与组蛋白去乙酰化酶活性失调相关的疾病，如肿瘤方面的应用，以及用于给需要该治疗的患者的相关药物组成部分。
• CLASS OF HISTONE DEACETYLASE INHIBITORS
  申请人：Mai Antonello

  公开号：US20100113438A1

  公开（公告）日：2010-05-06

  New histone deacetylase inhibitors according to the general formula (I) wherein: Q is a bond, CH 2 , CH—NR 3 R 4 , NR 5 or oxygen, X is CH or nitrogen, Y is a bond, CH 2 , oxygen or NR 6 , Z is CH or nitrogen, R 1 , R 2 are, independently, hydrogen, halogen, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl, R 11 , R 12 are, independently, hydrogen or C 1 -C 6 alkyl, and R 3 , R 4 , R 5 and R 6 are as further defined in the specification.

  新的组蛋白去乙酰化酶抑制剂具有以下通式（I）：其中：Q是键，CH2，CH—NR3R4，NR5或氧，X是CH或氮，Y是键，CH2，氧或NR6，Z是CH或氮，R1，R2分别是氢，卤素，C1-C6烷基或C1-C6卤代烷基，R11，R12分别是氢或C1-C6烷基，R3，R4，R5和R6如规范中所进一步定义。
• NEW HISTONE DEACETYLASES INHIBITORS
  申请人：MINUCCI Saverio

  公开号：US20100240660A1

  公开（公告）日：2010-09-23

  New inhibitors of histone deacetylases having antitumor activity, and the process of preparation thereof are herein described. These compounds belong to the structural formula (I) where R 1 is a linear or branched chain containing at least two conjugated double bonds, A is an optionally substituted phenyl or pyridyl ring, Ar is an aryl or heteroaryl group, and R 3 is hydrogen or alkoxyalkyl. The application also describes the use of said compounds in the treatment of diseases associated to the deregulation of histone deacetylases activity, such as tumors, as well as the relevant pharmaceutical compositions for administration to patients requiring said treatment.

  本文描述了具有抗肿瘤活性的新型组蛋白去乙酰化酶抑制剂及其制备方法。这些化合物属于结构式（I），其中R1是含有至少两个共轭双键的线性或支链，A是可选取代的苯基或吡啶基环，Ar是芳基或杂环芳基基团，R3是氢或烷氧基烷基。该申请还描述了在治疗与组蛋白去乙酰化酶活性失调相关的疾病，如肿瘤方面使用这些化合物的方法，以及适用于需要该治疗的患者的相关药物组合物。
• HETEROCYCLIC DERIVATIVES AS HDAC INHIBITORS
  申请人：Thaler Florian

  公开号：US20110105474A1

  公开（公告）日：2011-05-05

  This invention is related to new histone deacetylase inhibitors according to the general formula (I) wherein: the dotted line is an optional additional bond; R 1 is hydrogen, halogen, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, C 1 -C 6 haloalkyl or C 1 C 6 haloalkoxy; R 2 , R 3 are, independently, hydrogen; C 1 -C 6 alkyl; aryl; or taken together with the carbon atoms to which they are bound form a bridged bicyclic ring or a fused heterocycle; X is CH or nitrogen; Y is a bond, oxygen, (CH 2 ) m CR 4 R 5 (CH 2 ) n , or (CH 2 ) o NR 6 (CH 2 ) p ; m, n, o, p, R 4 , R 5 and R 6 are as further defined in the specification; and pharmaceutical acceptable salts thereof.

  这项发明涉及到新的组蛋白去乙酰化酶抑制剂，其一般式为（I），其中：虚线是可选的附加键；R1是氢、卤素、C1-C6烷基、C1-C6烷氧基、C1-C6卤代烷基或C1-C6卤代烷氧基；R2、R3独立地是氢、C1-C6烷基、芳基或者与它们所结合的碳原子形成桥接的双环环或融合的杂环；X是CH或氮；Y是键、氧、（CH2）mCR4R5（CH2）n或（CH2）oNR6（CH2）p；m、n、o、p、R4、R5和R6如规范中所定义；以及其药物可接受的盐。