N-(6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-phenylmethoxyacetamide | 1027513-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: N-(6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-N-phenylmethoxyacetamide
• CAS: 1027513-16-1
• 化学式: C₂₁H₂₂N₂O₄
• 分子量: 366.4
• InChiKey: RHFUXPCCELGMFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.8
• 氢给体数：
  1
• 氢受体数：
  5

文献信息

• Benzopyran compound and its pharmaceutical use
  申请人：YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.

  公开号：EP0339562A1

  公开（公告）日：1989-11-02

  A benzopyran compound of the general formula (I) wherein A represents -OR¹ or -NH-COR² (wherein R¹ represents hydrogen, a lower alkyl, formyl, an alkanoyl, an aroyl or an aralkyl and R² represents hydrogen, a lower alkyl, a lower alkoxy, amino, mono- or di-lower alkylamino, an amino-lower alkyl, a hydroxy-lower alkyl, a halo-lower alkyl, a lower alkoxy-lower alkyl, an acyloxy-lower alkyl, a lower alkoxy­carbonyl-lower alkyl, an aryl or a heteroaryl); R³ represents hydrogen, a lower alkyl, a lower alkoxy, amino, a mono- or di-lower alkylamino, an amino-lower alkyl, a hydroxy-lower alkyl, a halo-lower alkyl, a lower alkoxy-lower alkyl, an acyloxy-lower alkyl, a lower alkoxycarbonyl-lower alkyl, an aryl or a heteroaryl, or R² and R³ combined together form an alkylene having 1 to 2 carbon atoms; R⁴ and R⁵ are the same or different, and respectively represent hydrogen or a lower alkyl, or combined together form an alkylene having 2 to 5 carbon atoms; R⁶ represents hydroxyl group, formyloxy, an alkanoyloxy, a haloalkanoyloxy, a lower alkoxycarbonyloxy, an aroyloxy, a heteroaroyloxy, carbamoyloxy, a mono- or di-lower alkylcarbamoyloxy and R⁷ represents hydrogen, or R⁶ and R⁷ combined together form a bond and X and Y are the same or different, and respectively represent hydrogen, halogen, nitro, cyano, a lower alkyl, a lower alkoxy, a halo-lower alkyl, carboxyl, formyl, an alkanoyl, an aroyl, a halo­alkanoyl, carbamoyl, a lower alkylsulfinyl, an arylsulfinyl, a lower alkylsulfonyl, an arylsulfonyl, sulfonamido or a mono- or di-lower alkylsulfonamido, or their pharmaceutically acceptable salts and its pharmaceutical use. The compounds of the present invention exhibit remarkable and long lasting antihypertensive actions and peripheral vascular relaxant actions and therefore are useful as therapeutic medicines for hypertensive. Since they also display selective coronary vasodilating actions and the dura­tion of actions are very long, they are of use as therapeutic medicines for cardiovascular disturbances such as angina pectoris and cardiac insufficiency.

  通式(I)的苯并吡喃化合物 其中 A 代表 -OR¹ 或 -NH-COR²（其中 R¹ 代表氢、低级烷基、甲酰基、烷酰基、芳基或芳烷基，R² 代表氢、低级烷基、低级烷氧基、氨基、单或双低级烷基氨基、氨基-低级烷基、羟基-低级烷基、卤代-低级烷基、低级烷氧基-低级烷基、酰氧基-低级烷基、低级烷氧基羰基-低级烷基、芳基或杂芳基）；R³ 代表氢、低级烷基、低级烷氧基、氨基、单或双低级烷基氨基、氨基-低级烷基、羟基-低级烷基、卤代-低级烷基、低级烷氧基-低级烷基、酰氧基-低级烷基、低级烷氧基羰基-低级烷基、芳基或杂芳基，或 R² 和 R³ 结合在一起形成具有 1 至 2 个碳原子的亚烷基；R⁴ 和 R⁵ 相同或不同，分别代表氢或低级烷基，或结合在一起形成具有 2 至 5 个碳原子的亚烷基；R⁶ 代表羟基、甲酰氧基、烷酰氧基、卤代烷酰氧基、低级烷氧基羰基氧基、酰氧基、杂羰基氧基、氨基甲酰氧基、单或双低级烷基氨基甲酰氧基，R⁷ 代表氢，或 R⁶ 和 R⁷ 结合在一起形成一个键，X 和 Y 相同或不同，分别代表氢、卤素、硝基、氰基、低级烷基、低级烷氧基、卤代低级烷基、羧基、甲酰基、烷酰基、芳酰基、卤代烷酰基、氨基甲酰基、低级烷基亚磺酰基、芳基亚磺酰基、低级烷基磺酰基、芳基磺酰基、磺酰氨基或单或双低级烷基磺酰氨基或它们的药学上可接受的盐及其医药用途。 本发明的化合物具有显著而持久的降压作用和外周血管松弛作用，因此可用作高血压的治疗药物。由于本发明化合物还具有选择性冠状动脉血管扩张作用，且作用持续时间很长，因此可用作心绞痛和心功能不全等心血管疾病的治疗药物。