γ-methoxy-β-aminocrotonic acid ethyl ester | 79534-96-6

• 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: γ-methoxy-β-aminocrotonic acid ethyl ester
• 英文别名: ethyl 3-amino-4-methoxycrotonate；ethyl 3-amino-4-methoxybut-2-enoate；beta-Amino-gamma-methoxycrotonic acid ethyl ester；ethyl (Z)-3-amino-4-methoxybut-2-enoate
• CAS: 79534-96-6
• 化学式: C₇H₁₃NO₃
• 分子量: 159.185
• InChiKey: AQCPKKWRAYNGNT-XQRVVYSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  γ-methoxy-β-aminocrotonic acid ethyl ester 在 甲胺 作用下， 生成 2-(2-Amino-ethoxymethyl)-4-(2-chloro-phenyl)-6-methoxymethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Long-acting dihydropyridine calcium antagonists. 9. Structure activity relationships around amlodipine

  摘要：

  The preparation of a range of 1,4-dihydropyridine analogues of amlodipine has been undertaken and their calcium antagonist activities on rat aorta have been evaluated. Increasing the size of the C5 ester group dramatically reduces calcium antagonist activity, a trend which would be compatible with the carbonyl group of that ester binding to the DHP receptor. Amlodipine analogues with extended C3 ester substituents also have lower potency than amlodipine, possibly because of disruption of a favourable interaction between the protonated amino group on the 2-substituent and the DHP receptor. Replacement of the 6-methyl substituent in amlodipine by alkoxyalkyl groups or electron-withdrawing groups is also detrimental to calcium antagonist activity.

  DOI：

  10.1016/0223-5234(91)90132-7
• 作为产物：
  描述：

  4-甲氧基乙酰乙酸乙酯 在 ammonium acetate 作用下， 以 环己烷 为溶剂， 生成 γ-methoxy-β-aminocrotonic acid ethyl ester
  参考文献：
  名称：

  Diphenylpyridine derivatives, preparation and therapeutic application thereof

  摘要：

  该发明涉及一般式(I)的5,6-二苯基吡啶-3-羧酰胺衍生物，其中：R1代表氢或(C1-C4)烷基；R2代表：一个含有5至7个原子的单氮饱和杂环，氮原子被(C1-C4)烷酰基取代；NR10R11；一个非芳香性的(C3-C10)碳环，三个以上的位置被(C1-C4)烷基取代；一个非芳香性的(C11-C12)碳环，未被取代或被单烷基或多烷基取代；一个含有5至7个原子的单氧饱和杂环，三个以上的位置被(C1-C4)烷基取代；或者R1和R2与上述连接的氮原子一起形成4-二取代哌啶-1-基团；以及其盐、溶剂合物和水合物。该发明还涉及其生产方法和治疗应用。

  公开号：

  US20060189664A1

文献信息

• 1,4-Dihydropyridine esters
  申请人：Bayer Aktiengesellschaft

  公开号：US03971796A1

  公开（公告）日：1976-07-27

  A new class of 1,4-dihydropyridines which are characterized by the presence of ester substitutes at positions 3 and 5 of the nucleus and by the presence of an alkoxyalkyl at position 2. The products exhibit coronary activity and have particular application as coronary dilators, antifibrillators, anti-hypertensives, and as muscular and vascular spasmolytics.

  一种新的1,4-二氢吡啶类化合物，其特点是在核心的3和5位置有酯基取代物，且在2位置有烷氧烷基。该产品具有冠状动脉活性，特别适用于作为冠状动脉扩张剂、抗心房颤动剂、降压药物以及肌肉和血管痉挛解痉剂。
• 1,4-Dihydropyridine esters used as coronary dilators and
  申请人：Bayer Aktiengesellschaft

  公开号：US04020178A1

  公开（公告）日：1977-04-26

  A new class of 1,4-dihydropyridines which are characterized by the presence of ester substitutes at positions 3 and 5 of the nucleus and by the presence of an alkoxyalkyl have particular application as coronary dilators, antifibrillators, anti-hypertensives, and as muscular and vascular spasmolytics.

  一种新的1,4-二氢吡啶类化合物，其特点是在核心的3和5位上存在酯基取代物，并且存在烷氧基烷基，具有作为冠状动脉扩张剂、抗心房颤动剂、降压剂以及肌肉和血管痉挛解痉剂的特殊应用。
• 6-Substituted 4-(2',3'-dichlorophenyl)-2-methyl-1,4-dihydropyridine-3,5-dicarboxylic acid diesters having hypotensive properties as well as process for their preparation and pharmaceutical preparations containing same
  申请人：Aktiebolaget Hässle

  公开号：EP0031801A2

  公开（公告）日：1981-07-08

  The present invention relates to new compounds having anti-hypertensive effect, which compounds are of the formula I, wherein R1 is selected from the group consisting of -CH3, -CH2CH20CH3, and -CH(CH3)CH20CH3, R2 is selected from the group consisting of -CH3, -C2H5, -CH2CH20CH3, and -CH(CH3)CH20CH3, whereby when R1 is -CH3, R2 is -CH3, -C2H5, -CH2CH2OCH3, or -CH(CH3)CH20CH3, when R1 is -CH2CH2OCH3, R2 is -CH2CH20CH3, or -CH(CH3)CH2OCH3, and when R1 is -CH(CH3)CH2OCH3, R2 is -CH(CH3)CH2-OCH3, and R3 is selected from the group consisting of alkyl with 2 to 3 C, alkoxyalkyl with 2 to 3 C, and alkoxyalkoxyalkyl with 3 to 5 C, process for the preparation of said compounds, and pharmaceutical preparations containing said compounds.

  本发明涉及具有抗高血压作用的新化合物，该化合物为式 I、 其中 R1 选自 -CH3、- 0 和 -CH( ) 0 组成的组，R2 选自 - 、-C2H5、-R1为- 时，R2为- 、- 、- O 或-CH( ) 0 ，R1为- O 时，R2为- 0 、或-CH( ) O ，以及当 R1 是-CH( ) O ，R2 是-CH( )CH2-O ，且 R3 选自由 2 至 3 C 的烷基、2 至 3 C 的烷氧基烷基和 3 至 5 C 的烷氧基烷基组成的组，制备所述化合物的工艺，以及含有所述化合物的药物制剂。
• US3952008A
  申请人：——

  公开号：US3952008A

  公开（公告）日：1976-04-20
• US3992404A
  申请人：——

  公开号：US3992404A

  公开（公告）日：1976-11-16