1,4-dihydro-2-<<(4-methoxyphenyl)methyl>thio>-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid methyl ester | 106720-64-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1,4-dihydro-2-<<(4-methoxyphenyl)methyl>thio>-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid methyl ester
• 英文别名: 1,4-dihydro-2-[[(4-methoxyphenyl)methyl]thio]-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid, methyl ester；methyl 2-[(4-methoxyphenyl)methylsulfanyl]-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyrimidine-5-carboxylate
• CAS: 106720-64-3
• 化学式: C₂₁H₂₁N₃O₅S
• 分子量: 427.481
• InChiKey: SYLSVFOKEFRAEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,4-dihydro-2-<<(4-methoxyphenyl)methyl>thio>-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid methyl ester 生成 2-[[(4-Methoxyphenyl)methyl]thio]-4-methyl-6-(3-nitrophenyl)-1,5(6H)-pyrimidinedicarboxylic acid, 1-ethyl 5-methyl ester
  参考文献：
  名称：

  ATWAL, KARNAIL S.;ROVNYAK, GEORGE C.;KIMBALL, S. DAVID;FLOYD, DAVID M.;MO+, J. MED. CHEM., 33,(1990) N, C. 2629-2635

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl (Z)-2-(3-nitrobenzylidene)-3-oxobutanoate 、 2-(4-methoxybenzyl)isothiourea hydrochloride 以 N-甲基乙酰胺 为溶剂， 生成 1,4-dihydro-2-<<(4-methoxyphenyl)methyl>thio>-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid methyl ester
  参考文献：
  名称：

  2-thio or oxo-4-aryl or heterocyclo-1,5(2H)-pyrimidinedicarboxylic acid

  摘要：

  公开了符合以下公式的嘧啶化合物##STR1##其中X是硫或氧，Y是R.sub.11或--O--R.sub.1，R.sub.4是芳香族或杂环。这些化合物由于其钙通道阻滞血管扩张剂活性而被用作心血管药物，特别是抗高血压药物。

  公开号：

  US05202330A1

文献信息

• 2-thio or oxo-4-aryl or heterocyclo-1,5(2H)-pyrimidinedicarboxylic acid
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US05202330A1

  公开（公告）日：1993-04-13

  Pyrimidine compounds of the formula ##STR1## wherein X is sulfur or oxygen, Y is R.sub.11 or --O--R.sub.1, and R.sub.4 is aryl or heterocyclo are disclosed. These compounds are useful as cardiovascular agents, particularly anti-hypertensive agents, due to their calcium entry blocking vasodilator activity.

  公开了符合以下公式的嘧啶化合物##STR1##其中X是硫或氧，Y是R.sub.11或--O--R.sub.1，R.sub.4是芳香族或杂环。这些化合物由于其钙通道阻滞血管扩张剂活性而被用作心血管药物，特别是抗高血压药物。
• 1,2,3,4-Tetrahydro-6-substituted-4-aryl(or heterocyclo)-3-((substituted
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04855301A1

  公开（公告）日：1989-08-08

  Cardiovascular activity is exhibited by compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof wherein X is oxygen or sulfur; R is hydrogen, alkyl, cycloalkyl, aryl, or arylalkyl and R.sub.1 is hydrogen, alkyl, cycloalkyl, aryl, heterocyclo, ##STR2## or halo substituted alkyl, or R and R.sub.1 taken together with the nitrogen atom to which they are attached are 1-pyrrolidinyl, 1-piperidinyl, 1-azepinyl, 4-morpholinyl, 4-thiamorpholinyl, 1-piperazinyl, 4-alkyl-1-piperazinyl, 4-arylalkyl-1-piperazinyl, 4-diarylalkyl-1-piperazinyl or 1-pyrrolidinyl, 1-piperidinyl, or 1-azeipinyl substituted with alkyl, alkoxy, alkylthio, halo, trifluoromethyl or hydroxy; R.sub.2 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, ##STR3## or halo substituted alkyl; R.sub.3 is hydrogen, alkyl, cycloalkyl, aryl, heterocyclo, ##STR4## or halo substituted alkyl; R.sub.4 is aryl or heterocyclo; R.sub.5 and R.sub.6 are each independently hydrogen, alkyl, --(CH.sub.2).sub.q --aryl or --(CH.sub.2).sub.q --cycloalkyl; Y.sub.1 is cycloalkyl, aryl, heterocyclo, hydroxyl, alkoxy, aryl--(CH.sub.2).sub.m --O--, mercapto, alkylthio, aryl--(CH.sub.2).sub.m --S--, amino, substituted amino, carbamoyl, ##STR5## Y.sub.3 is hydroxyl, alkoxy, aryl--(CH.sub.2).sub.m --O--, mercapto, alkylthio, aryl--(CH.sub.2).sub.m --S--, ##STR6## amino, or substituted amino; q is 0, 1, 2 or 3; m is 0 or an integer of 1 to 6; n is 0 or an integer of 1 to 5; and p is an integer of 1 to 5.

  心血管活性化合物具有以下通式： ##STR1## 及其药学上可接受的盐，其中X为氧或硫；R为氢、烷基、环烷基、芳基或芳基烷基，R1为氢、烷基、环烷基、芳基、杂环、##STR2##或卤代烷基，或者R和R1与其所连接的氮原子一起形成1-吡咯烷基、1-哌啶基、1-氮杂环庚三烯基、4-吗啉基、4-硫吗啉基、1-哌嗪基、4-烷基-1-哌嗪基、4-芳基烷基-1-哌嗪基、4-二芳基烷基-1-哌嗪基或1-吡咯烷基、1-哌啶基、或1-氮杂环庚三烯基，这些基团可以被烷基、烷氧基、烷硫基、卤素、三氟甲基或羟基取代；R2为氢、烷基、烯基、炔基、环烷基、芳基、##STR3##或卤代烷基；R3为氢、烷基、环烷基、芳基、杂环、##STR4##或卤代烷基；R4为芳基或杂环；R5和R6各自独立为氢、烷基、--(CH2)q--芳基或--(CH2)q--环烷基；Y1为环烷基、芳基、杂环、羟基、烷氧基、芳基--(CH2)m--O--、巯基、烷硫基、芳基--(CH2)m--S--、氨基、取代氨基、氨基甲酰基、##STR5##Y3为羟基、烷氧基、芳基--(CH2)m--O--、巯基、烷硫基、芳基--(CH2)m--S--、##STR6##氨基或取代氨基；q为0、1、2或3；m为0或1至6的整数；n为0或1至5的整数；p为1至5的整数。
• 2-substituted thio or oxy-4-aryl or
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04728652A1

  公开（公告）日：1988-03-01

  1,4-Dihydropyrimidines of the formula ##STR1## wherein X is sulfur or oxygen and R.sub.4 is aryl or heterocyclo and disclosed. These compounds are useful as cardiovacular agents, particularly anti-hypertensive agents, due to their vasodilator activity.

  该公式为##STR1##的1,4-二氢嘧啶化合物，其中X为硫或氧，R.sub.4为芳基或杂环基。这些化合物可用作心血管药物，特别是抗高血压药物，因为它们具有扩血管活性。
• 1,2,3,4-tetrahydro-6-substituted-4-aryl-3-(substituted
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04684656A1

  公开（公告）日：1987-08-04

  Cardiovascular activity is exhibited by compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof wherein X is oxygen or sulfur; R.sub.1 is alkyl, cycloalkyl, aryl, heterocyclo, --(CH.sub.2).sub.n --Y.sub.1, or halo substituted alkyl; R.sub.2 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, --(CH.sub.2).sub.n --Y.sub.1, or halo substituted alkyl; R.sub.3 is hydrogen, alkyl, cycloalkyl, aryl, heterocyclo, --(CH.sub.2).sub.n --Y.sub.2, --(CH.sub.2).sub.p --Y.sub.3, or halo substituted alkyl; R.sub.4 is aryl or heterocyclo; Y.sub.1 is cycloalkyl, aryl, heterocyclo, hydroxyl, alkoxy, aryl--(CH.sub.2).sub.m --O--, mercapto, alkylthio, aryl--(CH.sub.2).sub.m --S--, amino, substituted amino, carbamoyl, ##STR2## Y.sub.2 is cycloalkyl, aryl, heterocyclo, carbamoyl, ##STR3## Y.sub.3 is hydroxyl, alkoxy, aryl--(CH.sub.2).sub.m --O--, mercapto, alkylthio, aryl--(CH.sub.2).sub.m --S--, ##STR4## amino, or substituted amino; m is 0 or an integer of 1 to 6; n is an integer of 1 to 6; p is an integer of 2 to 6.

  具有以下公式和其药学上可接受的盐的化合物展示心血管活性：##STR1## 其中X为氧或硫；R.sub.1为烷基，环烷基，芳基，杂环烷基，--(CH.sub.2).sub.n --Y.sub.1，或卤代烷基；R.sub.2为氢，烷基，烯基，炔基，环烷基，芳基，--(CH.sub.2).sub.n --Y.sub.1，或卤代烷基；R.sub.3为氢，烷基，环烷基，芳基，杂环烷基，--(CH.sub.2).sub.n --Y.sub.2，--(CH.sub.2).sub.p --Y.sub.3，或卤代烷基；R.sub.4为芳基或杂环烷基；Y.sub.1为环烷基，芳基，杂环烷基，羟基，烷氧基，芳基--(CH.sub.2).sub.m --O--，巯基，烷硫基，芳基--(CH.sub.2).sub.m --S--，氨基，取代氨基，氨基甲酰，##STR2## Y.sub.2为环烷基，芳基，杂环烷基，氨基甲酰，##STR3## Y.sub.3为羟基，烷氧基，芳基--(CH.sub.2).sub.m --O--，巯基，烷硫基，芳基--(CH.sub.2).sub.m --S--，##STR4## 氨基，或取代氨基；m为0或1到6的整数；n为1到6的整数；p为2到6的整数。
• 1,2,3,4-tetrahydro-6-substituted-4-aryl-3-substituted-2-thioxo(or
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04684655A1

  公开（公告）日：1987-08-04

  Cardiovascular activity is exhibited by compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof wherein X is oxygen or sulfur; R.sub.1 is alkyl, cycloalkyl, alkenyl, alkynyl, aryl --(CH.sub.2).sub.n --Y.sub.2, --(CH.sub.2).sub.p --Y.sub.3 or halo substituted alkyl; R.sub.2 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, --(CH.sub.2).sub.n --Y.sub.1, or halo substituted alkyl; R.sub.3 is hydrogen, alkyl, cycloalkyl, aryl, heterocyclo, --(CH.sub.2).sub.n --Y.sub.2, --(CH.sub.2).sub.p --Y.sub.3, or halo substituted alkyl; R.sub.4 is aryl or heterocyclo; Y.sub.1 is cycloalkyl, aryl, heterocyclo, hydroxyl, alkoxy, aryl--(CH.sub.2).sub.m --O--, mercapto, alkylthio, aryl--(CH.sub.2).sub.m --S--, amino, substituted amino, carbamoyl ##STR2## Y.sub.2 is cycloalkyl, aryl, heterocyclo, carbamoyl, ##STR3## Y.sub.3 is hydroxyl, alkoxy, aryl--(CH.sub.2).sub.m --O--, mercapto, alkylthio, aryl--(CH.sub.2).sub.m --S--, ##STR4## amino, or substituted amino; m is 0 or an integer of 1 to 6; n is an integer of 1 to 6; and p is an integer of 2 to 6.

  具有以下式子和其药学上可接受的盐的化合物表现出心血管活性：##STR1## 其中X为氧或硫；R.sub.1为烷基，环烷基，烯基，炔基，芳基--(CH.sub.2).sub.n --Y.sub.2，--(CH.sub.2).sub.p --Y.sub.3或卤代烷基；R.sub.2为氢，烷基，烯基，炔基，环烷基，芳基，--(CH.sub.2).sub.n --Y.sub.1或卤代烷基；R.sub.3为氢，烷基，环烷基，芳基，杂环烷基，--(CH.sub.2).sub.n --Y.sub.2，--(CH.sub.2).sub.p --Y.sub.3或卤代烷基；R.sub.4为芳基或杂环烷基；Y.sub.1为环烷基，芳基，杂环烷基，羟基，烷氧基，芳基--(CH.sub.2).sub.m --O--，硫醇基，烷硫基，芳基--(CH.sub.2).sub.m --S--，氨基，取代氨基，氨甲酰基##STR2## Y.sub.2为环烷基，芳基，杂环烷基，氨甲酰基，##STR3## Y.sub.3为羟基，烷氧基，芳基--(CH.sub.2).sub.m --O--，硫醇基，烷硫基，芳基--(CH.sub.2).sub.m --S--，##STR4## 氨基或取代氨基；m为0或1至6的整数；n为1至6的整数；p为2至6的整数。