7,8-dichloro-3,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-2(1H)-one | 67469-19-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 7,8-dichloro-3,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-2(1H)-one
• 英文别名: 7,8-dichloro-3,4-dihydro-1H-benzo[4,5]imidazo[1,2-a]pyrimidin-2-one；7,8-dichloro-3,4-dihydropyrimido[1,2-a]benzimidazol-2(1H)-one；7,8-Dichlor-3,4-dihydropyrimido<1,2-a>benzimidazol-2(1H)-on；7,8-dichloro-3,4-dihydro-1H-pyrimido[1,2-a]benzimidazol-2-one
• CAS: 67469-19-6
• 化学式: C₁₀H₇Cl₂N₃O
• 分子量: 256.091
• InChiKey: WOGAYIVDKAOUQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  16.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.92
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  以 二甲基亚砜 为溶剂， 反应 72.0h， 以16.9 mg的产率得到7,8-dichloro-3,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-2(1H)-one
  参考文献：
  名称：

  Solid-Phase Synthesis of 5-Noranagrelide Derivatives

  摘要：

  Solid-phase synthesis of 1H-benzo[d]imidazo[1,2-c]imidazol-2(3H)-one derivatives employing Fmoc-alpha-amino acids and nitroaryl fluorides as key building, blocks has been developed. The Fmoc-alpha-amino acids immobilized on Wang resin, equipped with a piperazine carbamate linker, were transformed to o-nitroanilines in two steps. After reduction of the nitro group, the corresponding o-phenylenediamines gave the 2-aminobenzimidazole scaffold by reaction either with cyanogen bromide or with Fmoc-NCS. Cleavage from the polymer support and further cyclization afforded the target compounds. The developed methodology represents a versatile and simple approach for the preparation of various corresponding 1H-benzo[d]imidazo[1,2-a]imidazol-2(3H)-ones from a large number of commercially available building blocks.

  DOI：

  10.1021/co4001315

文献信息

• Pyrimido[1,2-a ]benzimidazole derivatives
  申请人：Imperial Chemical Industries Limited

  公开号：US04167569A1

  公开（公告）日：1979-09-11

  The invention concerns 3,4-dihydropyrimido [1,2-a]benzimidazole derivatives bearing one or more substituents at positions 6, 7, 8 or 9; processes for their preparation and manufacture; and pharmaceutical compositions thereof. The compounds inhibit the aggregation of blood-platelets and may be used in vivo, in the treatment or prophylaxis of thrombosis or occlusive vascular disease, or in vitro, in helping to stabilize preparations of blood platelets. Representative compounds of the invention are 7- and 8- acetyl-3,4-dihydropyrimido[1,2-a]benzimidazol-2(1H)-one.

  这项发明涉及3,4-二氢嘧啶并[1,2-a]苯并咪唑衍生物，在6、7、8或9位置带有一个或多个取代基；它们的制备和制造过程；以及它们的药物组合物。这些化合物抑制血小板的聚集，可在体内用于治疗或预防血栓形成或闭塞性血管疾病，或在体外用于帮助稳定血小板制剂。该发明的代表性化合物是7-和8-乙酰基-3,4-二氢嘧啶并[1,2-a]苯并咪唑-2(1H)-酮。