4,5-dihydro-6-[4-(1H-imidazol-1-yl)phenyl]-2-methyl-3-(2H)-pyridazinone | 86798-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-dihydro-6-[4-(1H-imidazol-1-yl)phenyl]-2-methyl-3-(2H)-pyridazinone
• 英文别名: 4,5-dihydro-2-methyl-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinone；6-(4-Imidazol-1-yl-phenyl)-2-methyl-4,5-dihydro-2H-pyridazin-3-one；6-(4-imidazol-1-ylphenyl)-2-methyl-4,5-dihydropyridazin-3-one
• CAS: 86798-81-4
• 化学式: C₁₄H₁₄N₄O
• 分子量: 254.291
• InChiKey: SLWHZJYHEKCTQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  50.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-dihydro-6-[4-(1H-imidazol-1-yl)phenyl]-2-methyl-3-(2H)-pyridazinone 、 4,5-dihydro-2(2-hydroxyethyl)-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinone 、 溴 以 溶剂黄146 为溶剂， 以gives 2-methyl-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinone and 2-[2-hydroxyethyl]-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinone respectively的产率得到2-methyl-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinone
  参考文献：
  名称：

  Substituted

  摘要：

  替代的4,5-二氢-6-[4-(1H-咪唑-1-基)-苯基]-3(2H)-吡啶嗪化合物和6-[4-(1H-咪唑-1-基)苯基]-3(2H)-吡啶嗪化合物及其药学上可接受的盐可作为心脏强心剂。该化合物能够使麻醉犬的心肌收缩力显著增强。该化合物通过将取代的γ-酮基苯丁酸与适当取代的肼反应制得4,5-二氢-6-[4-(1H-咪唑-1-基)苯基]-3(2H)-吡啶嗪，然后脱氢得到6-[4-(1H-咪唑-1-基)苯基]-3(2H)-吡啶嗪。中间体4,5-二氢-6-[4-(1H-咪唑-1-基)苯基]-3(2H)-吡啶嗪和6-[4-(1H-咪唑-1-基)苯基]-3(2H)-吡啶嗪化合物都可作为心脏强心剂。

  公开号：

  US04353905A1
• 作为产物：
  描述：

  3-(4-氟苯甲酰基)丙酸 在 sodium hydride 作用下， 以 乙醇 、 二甲基亚砜 、 甲苯 为溶剂， 反应 25.0h， 生成 4,5-dihydro-6-[4-(1H-imidazol-1-yl)phenyl]-2-methyl-3-(2H)-pyridazinone
  参考文献：
  名称：

  强心剂。2. 4,5-二氢-6- [4-（1H-咪唑-1-基）苯基] -3（2H）-哒嗪酮的合成及其构效关系：一类新型的正性变力剂。

  摘要：

  合成了一系列的4,5-二氢-6- [4-（1H-咪唑-1-基）苯基] -3（2H）-哒嗪酮和相关化合物，并评价其正性肌力活性。该系列的大多数成员产生剂量相关的心肌收缩力增加，这与心率相对较小的升高和全身动脉血压的降低有关。在1的5位上引入甲基取代基（CI-914）产生了该系列中最有效的化合物（11，CI-930）。化合物1比氨力农更有效，而化合物11比米力农更有效。1和11的正性肌力作用不是通过刺激β-肾上腺素受体介导的。心脏磷酸二酯酶组分III的选择性抑制代表1和11的正性肌力作用的主要成分。

  DOI：

  10.1021/jm00148a006

文献信息

• Substituted 4,5-dihydro-6-(substituted)-phenyl-3(2H)-pyridazinones and
  申请人：Warner-Lambert Company

  公开号：US04734415A1

  公开（公告）日：1988-03-29

  Substituted 4,5-dihydro-6-(substituted)phenyl-3(2H)-pyridazinone compounds and 6-(substituted)phenyl-3(2H)-pyridazinone compounds and pharmaceutically acceptable salts thereof are useful as cardiotonic and antihypertensive agents. Said compounds cause a significant increase in myocardial contractility in the dog. Said compounds also cause a decrease in blood pressure in the spontaneously hypertensive rat. Said compounds are produced by reacting substituted .gamma.-oxobenzenebutanoic acids with suitably substituted hydrazines to provide 4,5-dihydro-6-(substituted)phenyl-3(2H)-pyridazinones which are dehydrogenated to 6-(substituted)phenyl-3(2H)-pyridazinones. Both the intermediate 4,5-dihydro-6-(substituted)phenyl-3(2H)-pyridazinones and the 6-(substituted)phenyl-3(2H)-pyridazinones are useful as cardiotonic and antihypertensive agents.

  替代了4,5-二氢-6-(取代)苯基-3(2H)-吡啶嗪酮化合物和6-(取代)苯基-3(2H)-吡啶嗪酮化合物及其药学上可接受的盐作为心力衰竭和降压药物。该化合物可显著增加狗的心肌收缩力。该化合物也可导致自发性高血压大鼠的血压下降。该化合物是通过将取代的γ-氧基苯丁酸与适当取代的肼反应而制得的，从而提供4,5-二氢-6-(取代)苯基-3(2H)-吡啶嗪酮，然后将其脱氢为6-(取代)苯基-3(2H)-吡啶嗪酮。中间体4,5-二氢-6-(取代)苯基-3(2H)-吡啶嗪酮和6-(取代)苯基-3(2H)-吡啶嗪酮都可作为心力衰竭和降压药物使用。
• Substituted 4,5-dihydro-6-(substituted)-phenyl-3(2H)-pyridazinones and 6-(substituted)phenyl-3(2H)-pyridazinones
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0075436A1

  公开（公告）日：1983-03-30

  Substituted 4,5-dihydro-6-(substituted)-phenyl-3(2H)-pyridazinone compounds and 6-(substituted)phenyl-3(2H)-pyridazinone compounds and pharmaceutically acceptable salts thereof are useful as cardiotonic and antihypertensive agents. Said compounds cause a significant increase in myocardial contractility in the dog. Said compounds also cause a decrease in blood pressure in the spontaneously hypertensive rat. Said compounds are produced by reacting substituted y-oxobenzene-butanoic acids with suitably substituted hydrazines to provide 4,5-dihydro-6-(substituted)phenyl-3(2H)-pyridazinones which are dehydrogenated to 6-(substituted)phenyl-3(2H)-pyridazinones. Both the 4,5-dihydro-6-(substituted)-phenyl-3(2H)-pyridazinones and the 6-(substituted)-phenyl-3(2H)-pyridazinones are useful as cardiotonic and antihypertensive agents. The compounds have the formula: where represents a double or single bond and A is anyone of five types of heterocyclic ring-containing radicals, and R2, R3 and Y are hydrogen or various substituents.

  取代的 4,5-二氢-6-(取代)苯基-3(2H)-哒嗪酮化合物和 6-(取代)苯基-3(2H)-哒嗪酮化合物及其药学上可接受的盐类可用作强心剂和降压药。 上述化合物可显著增强狗的心肌收缩力。所述化合物还能降低自发性高血压大鼠的血压。所述化合物是通过取代的 y-氧代苯丁酸与适当取代的肼反应生成 4,5-二氢-6-（取代）苯基-3(2H)-哒嗪酮，后者脱氢生成 6-（取代）苯基-3(2H)-哒嗪酮。 4,5-二氢-6-（取代）苯基-3(2H)-哒嗪酮和 6-（取代）苯基-3(2H)-哒嗪酮均可用作强心剂和降压药。这些化合物的化学式如下 其中代表双键或单键，A 是五种含杂环基中的任何一种，R2、R3 和 Y 是氢或各种取代基。
• HILBOLL, G.;DOPPELFELD, I. -S.;PROP, G.
  作者：HILBOLL, G.、DOPPELFELD, I. -S.、PROP, G.

  DOI：——

  日期：——
• US4353905A
  申请人：——

  公开号：US4353905A

  公开（公告）日：1982-10-12
• US4734415A
  申请人：——

  公开号：US4734415A

  公开（公告）日：1988-03-29