2-[(2,3-dichlorophenyl)methylene]-3-oxobutanoic acid,1-methylethyl ester | 68064-67-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-[(2,3-dichlorophenyl)methylene]-3-oxobutanoic acid,1-methylethyl ester
• 英文别名: isopropyl 2-acetyl-3-(2,3-dichlorophenyl)acrylate；propan-2-yl (2Z)-2-[(2,3-dichlorophenyl)methylidene]-3-oxobutanoate
• CAS: 68064-67-5
• 化学式: C₁₄H₁₄Cl₂O₃
• 分子量: 301.169
• InChiKey: UFSXFGWJUSOIMY-XFFZJAGNSA-N

物化性质

• 沸点：
  402.5±45.0 °C(Predicted)
• 密度：
  1.267±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(2,3-dichlorophenyl)methylene]-3-oxobutanoic acid,1-methylethyl ester 、 O-甲基异脲 半硫酸盐 在 碳酸氢钠 作用下， 以 N-甲基乙酰胺 为溶剂， 生成 1,4-dihydro-2-methoxy-6-methyl-4-(2,3-dichlorophenyl)-5-pyrimidinecarboxylic acid, 1-methylethyl 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-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。
• Dihydropyrimidine calcium channel blockers: 2-heterosubstituted 4-aryl-1,4-dihydro-6-methyl-5-pyrimidinecarboxylic acid esters as potent mimics of dihydropyridines
  作者：Karnail S. Atwal、George C. Rovnyak、Joseph Schwartz、Suzanne Moreland、Anders Hedberg、Jack Z. Gougoutas、Mary F. Malley、David M. Floyd

  DOI：10.1021/jm00167a035

  日期：1990.5

  2-Heterosubstituted-4-aryl-1,4-dihydro-6-methyl-5-pyrimidinecar box ylic acid esters 8, which lack the potential CS symmetry of dihydropyridine calcium channel blockers, were prepared and evaluated for biological activity. Biological assays using potassium-depolarized rabbit aorta and radioligand binding techniques showed that some of these compounds are potent mimics of dihydropyridine calcium channel blockers. The combination of a branched ester (e.g. isopropyl, sec-butyl) and an alkylthio group (e.g. SMe) was found to be optimal for biological activity. When compared directly with similarly substituted 2-heteroalkyldihydropyridines 9, dihydropyrimidines 8 were found to be 30-fold less active. The solid-state structure of dihydropyrimidine analogue 8g shows that these compounds can adopt a molecular conformation which is similar to the reported conformation of dihydropyridine calcium channel blockers.
• US4742069A
  申请人：——

  公开号：US4742069A

  公开（公告）日：1988-05-03
• US6121284A
  申请人：——

  公开号：US6121284A

  公开（公告）日：2000-09-19
• US6194428B1
  申请人：——

  公开号：US6194428B1

  公开（公告）日：2001-02-27