2,6-dimethyl-3-[2-(2-oxopyrrolidino)carbethoxy]-4-(3-nitrophenyl)-5-carbomethoxy-1,4-dihydropyridine

• 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: 2,6-dimethyl-3-[2-(2-oxopyrrolidino)carbethoxy]-4-(3-nitrophenyl)-5-carbomethoxy-1,4-dihydropyridine
• 英文别名: 3-O-methyl 5-O-[2-(2-oxopyrrolidin-1-yl)ethyl] 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• 化学式: C₂₂H₂₅N₃O₇
• 分子量: 443.456
• InChiKey: VLQGBSADKQTCOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-(2-oxopyrrolidino) ethyl acetoacetate 、 间硝基苯甲醛 、 β-氨基巴豆酸甲酯 以 异丙醇 为溶剂， 生成 2,6-dimethyl-3-[2-(2-oxopyrrolidino)carbethoxy]-4-(3-nitrophenyl)-5-carbomethoxy-1,4-dihydropyridine
  参考文献：
  名称：

  Calcium antagonist N-hetero ester 1,4-dihydropyridines

  摘要：

  具有钙通道拮抗活性的化合物的结构式：##STR1##其中R.sub.1和R.sub.2分别独立地是氨基，三氟甲基，五氟乙基，烷氧基，较低烯基，或较低炔基，或者是支链或非支链较低烷基，未取代或取代有氰基，羟基，酰氧基，叠氮基，较低烷基氨基，或二(较低烷基)-氨基，或未取代或取代有氧代基，羟基，烷基和羟基(较低烷基)的5或6元饱和氮杂环基-1-基，R.sub.3是直链或支链C.sub.1至C.sub.12烷基，烯基，炔基或环烷基，未取代或取代有羟基，酰氧基，氰基，二(较低烷基)氨基，5-或6-元饱和氮杂环基-1-基，或R.sub.3是--A-R.sub.4，A是含有2至12个碳原子和0至2个双键的直链或支链碳氢基团，R.sub.4选自以下群体之一：##STR2##R.sub.5是氢，硝基，氰基，偶氮基，氨基，三氟甲基，烷基氨基，二烷基氨基，卤素，羧基，羧酰氧基，烷基，烯基，炔基，环烷基，酰氨基，羧胺基，磺酰胺基，和SO.sub.m -(较低)烷基，其中m为0，1或2，R.sub.6是芳基或杂环芳基，或其药用可接受盐。还公开了通过给予本发明的化合物的有效量来治疗高血压和其他疾病的方法。

  公开号：

  US04652573A1

文献信息

• 1,4-Dihydropyridines
  申请人：Whitby Research Incorporated

  公开号：EP0194685A1

  公开（公告）日：1986-09-17

  Compounds having calcium channel antagonist activity of the formula: wherein R, and R2 are each independently amino, trifluoromethyl, pentafluoroethyl, alkoxy, lower alkenyl, or lower alkynyl or branched or unbranched lower alkyl, which is unsubstituted or is substituted with cyano, hydroxy, acyloxy, hydrazino, lower alkyl amino, or di-(lower alkyl)-amino or 5 or 6 membered saturated nitrogen-containing heterocyclic-1-yl. which is unsubstituted or is substituted with oxo, hydroxy, alkyl, and hydroxy (lower alkyl) R3 is straight- or branched-chain C, to C12 alkyl, alkenyl, alkynyl, or cycloalkyl, and is either unsubstituted or substituted with hydroxy, acyloxy, cyano, di(lower alkyl) amino 5- or 6- membered saturated nitrogen-containing heterocyclic -1-yl or R3 is -A-R4, A is a straight- or branched-chain hydrocarbon moiety containing from 2 to 12 carbon atoms and from 0 to 2 double bonds, R4, is selected from the group consisting of: R5 is hydrogen, nitro, cyano, azido, amino, trifluoromethyl, alkylamino, dialkylamino, halo, carboxyl, carbalkoxy, alkyl, alkenyl, alkynyl, cycloalkyl, acylamino, carboxamido, sulfonamido, and SOm-(lower)alkyl where m Is 0,1, or 2 and R6 is aryl or heteroaryl or a pharmaceutically-acceptable salt thereof are disclosed. Also disclosed is a method of treating hypertension and other disorders by administering an effective amount of a compound of the present invention.

  具有式中钙通道拮抗剂活性的化合物： 其中R和R2各自独立地为氨基、三氟甲基、五氟乙基、烷氧基、低级烯基或低级炔基或支链或未支链低级烷基，其未被取代或被氰基、羟基、酰氧基、肼基、低级烷基氨基或二-(低级烷基)-氨基或5或6员饱和含氮杂环-1-基取代。R3 为直链或支链 C 至 C12 烷基、烯基、炔基或环烷基，且未被取代或被羟基、酰氧基、氰基取代、R3 是-A-R4，A 是含有 2 至 12 个碳原子和 0 至 2 个双键的直链或支链烃基，R4 选自以下组成的组： R5 是氢、硝基、氰基、叠氮基、氨基、三氟甲基、烷基氨基、二烷基氨基、卤代、羧基、碳烷氧基、烷基、烯基、炔基、环烷基、酰氨基、羧基氨基、磺酰氨基和 SOm-(低级)烷基，其中 m 是 0、1 或 2，R6 是芳基或杂芳基或其药学上可接受的盐。还公开了一种通过施用有效量的本发明化合物来治疗高血压和其他疾病的方法。
• US4652573A
  申请人：——

  公开号：US4652573A

  公开（公告）日：1987-03-24
• US4833150A
  申请人：——

  公开号：US4833150A

  公开（公告）日：1989-05-23
• Calcium antagonist N-hetero ester 1,4-dihydropyridines
  申请人：Nelson Research & Development Co.

  公开号：US04652573A1

  公开（公告）日：1987-03-24

  Compounds having calcium channel antagonist activity of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each independently amino, trifluoromethyl, pentafluoroethyl, alkoxy, lower alkenyl, or lower alkynyl or branched or unbranched lower alkyl, which is unsubstituted or is substituted with cyano, hydroxy, acyloxy, hydrazino, lower alkyl amino, or di(lower alkyl)-amino or 5 or 6 membered saturated nitrogen-containing heterocyclic-1-yl, which is unsubstituted or is substituted with oxo, hydroxy, alkyl, and hydroxy (lower alkyl) R.sub.3 is straight- or branched-chain C.sub.1 to C.sub.12 alkyl, alkenyl, alkynyl, or cycloalkyl, and is either unsubstituted or substituted with hydroxy, acyloxy, cyano, di(lower alkyl) amino 5- or 6-membered saturated nitrogen-containing heterocyclic-1-yl or R.sub.3 is --A-R.sub.4, A is a straight- or branched-chain hydrocarbon moiety containing from 2 to 12 carbon atoms and from 0 to 2 double bonds, R.sub.4 is selected from the group consisting of: ##STR2## R.sub.5 is hydrogen, nitro, cyano, azido, amino, trifluoromethyl, alkylamino, dialkylamino, halo, carboxyl, carbalkoxy, alkyl, alkenyl, alkynyl, cycloalkyl, acylamino, carboxamido, sulfonamide, and SO.sub.m -(lower)alkyl where m is 0, 1, or 2 and R.sub.6 is aryl or heteroaryl or a pharmaceutically-acceptable salt thereof are disclosed. Also disclosed is a method of treating hypertension and other disorders by administering an effective amount of a compound of the present invention.

  具有钙通道拮抗活性的化合物的结构式：##STR1##其中R.sub.1和R.sub.2分别独立地是氨基，三氟甲基，五氟乙基，烷氧基，较低烯基，或较低炔基，或者是支链或非支链较低烷基，未取代或取代有氰基，羟基，酰氧基，叠氮基，较低烷基氨基，或二(较低烷基)-氨基，或未取代或取代有氧代基，羟基，烷基和羟基(较低烷基)的5或6元饱和氮杂环基-1-基，R.sub.3是直链或支链C.sub.1至C.sub.12烷基，烯基，炔基或环烷基，未取代或取代有羟基，酰氧基，氰基，二(较低烷基)氨基，5-或6-元饱和氮杂环基-1-基，或R.sub.3是--A-R.sub.4，A是含有2至12个碳原子和0至2个双键的直链或支链碳氢基团，R.sub.4选自以下群体之一：##STR2##R.sub.5是氢，硝基，氰基，偶氮基，氨基，三氟甲基，烷基氨基，二烷基氨基，卤素，羧基，羧酰氧基，烷基，烯基，炔基，环烷基，酰氨基，羧胺基，磺酰胺基，和SO.sub.m -(较低)烷基，其中m为0，1或2，R.sub.6是芳基或杂环芳基，或其药用可接受盐。还公开了通过给予本发明的化合物的有效量来治疗高血压和其他疾病的方法。