2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(2-fluoro-5-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

• 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: 2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(2-fluoro-5-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• 英文别名: 5-O-[2-[benzyl(methyl)amino]ethyl] 3-O-methyl 4-(2-fluoro-5-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• 化学式: C₂₆H₂₈FN₃O₆
• 分子量: 497.523
• InChiKey: KJZFULHUOCWCNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-氟-5-硝基苯甲醛 、 2-(苄基甲基氨基)乙基乙酰乙酸酯 、 β-氨基巴豆酸甲酯 以 异丙醇 为溶剂， 以to yield 200 mg of the desired compound (144)的产率得到2-(N-benzyl-N-methylamino)ethyl methyl 2,6-dimethyl-4-(2-fluoro-5-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Certain aralkylaminoalkyl esters of 1,4 dihydropyridines as

  摘要：

  一种公式为##STR1##的1,4-二氢吡啶衍生物，其中R.sup.1和R.sup.2相同或不同，每个都代表氢原子，卤素原子或硝基，前提是R.sup.1和R.sup.2不同时为氢原子; R.sup.3代表烷基; R.sup.4代表可以被取代的芳基烷基; R.sup.5和R.sup.7相同或不同，每个代表烷基; R.sup.6代表氢原子或烷基; R.sup.8代表烷基; R.sup.9代表氢原子或烷基; n和m相同或不同，每个代表0到6的整数; 前提是当R.sup.1和R.sup.2中任意一个为氢原子时，R.sup.9为烷基; 或其酸加成盐。该1,4-二氢吡啶衍生物具有强烈的降压活性和长效活性的特点。

  公开号：

  US04578395A1

文献信息

• Synthesis and Antihypertensive Activity of 1,4-Dihydropyridine Derivatives with a 4-(Disubstituted Phenyl) Ring and an Aminoalyl Ester Group: Highly Potent and Long-Lasting Calcium Antagonists.
  作者：Hideo KANNO、Hisao YAMAGUCHI、Yoshiaki OKAMIYA、Kiyotaka SUNAKAWA、Toru TAKESHITA、Tatsuyuki NARUCHI

  DOI：10.1248/cpb.40.2049

  日期：——

  New 1,4-dihydropyridine derivatives bearing a 4-(disubstituted phenyl) ring and an aminoethyl ester or an amino-2,2-dimethyl-propyl ester were synthesized and their antihypertensive activities were examined in normotensive rats and spontaneously hypertensive rats. The effects of phenyl substituents and ester groups on the antihypertensive activity are discussed. Several compounds showed a more potent

  合成了带有4-（二取代的苯基）环和氨基乙基酯或氨基-2,2-二甲基-丙基酯的新的1,4-二氢吡啶衍生物，并在血压正常的大鼠和自发性高血压的大鼠中检查了它们的降压活性。讨论了苯基取代基和酯基对降压活性的影响。几种化合物显示出比尼卡地平更有效的降压活性，大多数化合物具有更长的作用时间。其中，7B.HCl（TC-81）表现出强效和持久的活性，被选作进一步药理研究的候选药物。
• 1,4-Dihydropyridine derivative, process for production thereof and pharmaceutical use thereof
  申请人：TEIJIN LIMITED

  公开号：EP0128010A2

  公开（公告）日：1984-12-12

  A 1,4-dihydropyridine derivative of the formula wherein R1 and R2 are identical or different and each represents a hydrogen atom, a halogen atom or a nitro group, provided that R1 and R2 are not hydrogen atoms at the same time; R3 represents an alkyl group; R4 represents an aralkyl group which may be substituted; R5 and R7 are identical or different and each represents an alkyl group; R6 represents a hydrogen atom or an alkyl group; R8 represents an alkyl group; R9 represents a hydrogen atom or an alkyl group; n and m are identical or different and each represents an integer of 0 to 6; provided that when either one of R' and R2 is a hydrogen atom, R9 is an alkyl group; or an acid addition salt thereof. The 1,4-dihydropyridine derivative is characterized by a strong antihypertensive activity and the long duration of the activity.

  式中的 1，4-二氢吡啶衍生物 其中 R1 和 R2 相同或不同，各自代表氢原子、卤素原子或硝基，但 R1 和 R2 不能同时为氢原子； R3 代表烷基； R4 代表可被取代的芳烷基； R5 和 R7 相同或不同，各自代表烷基；R6代表氢原子或烷基； R8代表烷基； R9代表氢原子或烷基； n和m相同或不同，且各自代表0至6的整数；条件是当R'和R2中的一个为氢原子时，R9为烷基； 或其酸加成盐。 1,4-二氢吡啶衍生物的特点是具有较强的降压活性和较长的活性持续时间。
• Kanno Hideo, Yamaguchi Hisao, Okamiya Yoshiaki, Sunakawa Kiyotaka, Takesh+, Chem. and Pharm. Bull., 40 (1992) N 8, S 2049-2054
  作者：Kanno Hideo, Yamaguchi Hisao, Okamiya Yoshiaki, Sunakawa Kiyotaka, Takesh+

  DOI：——

  日期：——
• US4578395A
  申请人：——

  公开号：US4578395A

  公开（公告）日：1986-03-25
• Certain aralkylaminoalkyl esters of 1,4 dihydropyridines as
  申请人：Teijin Limited

  公开号：US04578395A1

  公开（公告）日：1986-03-25

  A 1,4-dihydropyridine derivative of the formula ##STR1## wherein R.sup.1 and R.sup.2 are identical or different and each represents a hydrogen atom, a halogen atom or a nitro group, provided that R.sup.1 and R.sup.2 are not hydrogen atoms at the same time; R.sup.3 represents an alkyl group; R.sup.4 represents an aralkyl group which may be substituted; R.sup.5 and R.sup.7 are indentical or different and each represents an alkyl group; R.sup.6 represents a hydrogen atom or an alkyl group; R.sup.8 represents an alkyl group; R.sup.9 represents a hydrogen atom or an alkyl group; n and m are identical or different and each represents an integer of 0 to 6; provided that when either one of R.sup.1 and R.sup.2 is a hydrogen atom, R.sup.9 is an alkyl group; or an acid addition salt thereof. The 1,4-dihydropyridine derivative is characterized by a strong antihypertensive activity and the long duration of the activity.

  一种1,4-二氢吡啶衍生物的化学式为##STR1##其中R.sup.1和R.sup.2相同或不同，分别代表氢原子、卤素原子或硝基基团，但R.sup.1和R.sup.2不能同时为氢原子；R.sup.3代表烷基基团；R.sup.4代表可能被取代的芳基烷基基团；R.sup.5和R.sup.7相同或不同，分别代表烷基基团；R.sup.6代表氢原子或烷基基团；R.sup.8代表烷基基团；R.sup.9代表氢原子或烷基基团；n和m相同或不同，分别代表0至6的整数；但当R.sup.1和R.sup.2中的任何一个是氢原子时，R.sup.9为烷基基团；或其酸盐。这种1,4-二氢吡啶衍生物具有强烈的降压活性和持续时间长的特点。