trans-4-amino-3,4-dihydro-2,2-dimethyl-6-(trifluoromethoxy)-2H-1-benzopyran-3-ol | 147200-19-9

• 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: trans-4-amino-3,4-dihydro-2,2-dimethyl-6-(trifluoromethoxy)-2H-1-benzopyran-3-ol
• 英文别名: (3R,4S)-4-amino-2,2-dimethyl-6-(trifluoromethoxy)chroman-3-ol；trans-2,3-dihydro-2,2-dimethyl-3-hydroxy-6-(trifluoromethoxy)-2H-1-benzopyran-4-amine；(3R,4S)-4-amino-2,2-dimethyl-6-(trifluoromethoxy)-3,4-dihydrochromen-3-ol
• CAS: 147200-19-9
• 化学式: C₁₂H₁₄F₃NO₃
• 分子量: 277.243
• InChiKey: IHSLYRXKTLEXNS-VHSXEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.7
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  trans-4-amino-3,4-dihydro-2,2-dimethyl-6-(trifluoromethoxy)-2H-1-benzopyran-3-ol 以 methyl N-cyano-3-pyridinecarboximidate 、 乙醇 为溶剂， 生成 N'-cyano-N-[trans-3,4-dihydro-2,2-dimethyl-3-hydroxy-6-(trifluoromethoxy)-2H-1-benzopyran-4-yl]-3-pyridinecarboxamidine
  参考文献：
  名称：

  EP536424

  摘要：

  公开号：
• 作为产物：
  描述：

  1a,7b-Dihydro-2,2-dimethyl-6-(trifluoromethoxy)-2H-oxireno[c][1]benzopyran 在 ammonium hydroxide 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 生成 trans-4-amino-3,4-dihydro-2,2-dimethyl-6-(trifluoromethoxy)-2H-1-benzopyran-3-ol
  参考文献：
  名称：

  Antihypertensive benzopyran derivatives

  摘要：

  本文披露了具有药理活性的新型苯并吡喃化合物，以及用于制备它们的方法，含有它们的药物组合物，以及它们在治疗高血压中的用途。

  公开号：

  US04983612A1

文献信息

• Indazolanonyl derivatives of benzopyrans
  申请人：American Home Products Corporation

  公开号：US05179118A1

  公开（公告）日：1993-01-12

  The compounds of the formula: ##STR1## wherein R.sub.1 is C.sub.1-6 perfluoroalkoxy, C.sub.1-6 perfluoroalkyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxyl, C.sub.2-6 alkoxycarbonyl, nitro, cyano, halogeno, C.sub.1-6 alkylsulfonamindo, C.sub.1-6 perfluoroalkylsulfonamido, amino, C.sub.2-6 alkanoylamino, C.sub.2-6 perfluoroalkanoylamino, C.sub.1-12 mono- or di-alkylamino, C.sub.1-6 alkylsulfonyl, C.sub.6-12 arylsulfonyl, carboxyl, or C.sub.2-12 mono- or di-alkylcarbamoyl; R.sub.2 is hydrogen, C.sub.1-6 perfluoroalkoxy, C.sub.1-6 perfluoroalkyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxyl, C.sub.2-6 alkoxycarbonyl, nitro, cyano, halogeno, C.sub.1-6 alkylsulfonamido, C.sub.1-6 perfluoroalkylsulfonamido, amino, C.sub.2-6 alkanoylamino, C.sub.2-6 perfluoroalkanoylamino, C.sub.1-12 mono- or di-alkylamino, C.sub.1-6 alkylsulfonyl, C.sub.1-12 arylsulfonyl, carboxyl, or C.sub.2-12 mono- or di-alkylcarboamoyl; R.sub.3 and R.sub.4, independent from each other, are C.sub.1-6 alkyl; either R.sub.5 is hydrogen, hydroxyl, C.sub.2-6 alkanoyloxy, C.sub.7-12 aroyloxy, carbamoyloxy, formyloxy, C.sub.2-6 alkoxycarbonyloxy, mono- or di- C.sub.2-12 alkylcarbamoyloxy, and R.sub.6 is hydrogen, or R.sub.5 R.sub.6 together are a bond; R.sub.7 and R.sub.8, independent from each other, are selected from the following: C.sub.1-6 perfluoroalkoxy, C.sub.1-6 perfluoroalkyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxyl, C.sub.2-6 alkoxycarbonyl, nitro, cyano, halogeno, C.sub.1-6 alkylsulfonamido, C.sub.1-6 perfluoroalkylsulfonamido, amino, C.sub.1-6 alkanoylamino, C.sub.2-6 perfluoroalkanoylamino, C.sub.1-12 mono- or di-alkylamino, C.sub.1-6 alkylsulfonyl, C.sub.6-12 arylsulfonyl, carboxyl, C.sub.2-12 mono- or di-alkylcarbamoyl, or hydrogen; and R.sub.9 is hydrogen, C.sub.1-6 alkyl, C.sub.2-6 alkylcarbonyl or C.sub.2-6 alkylsulfonyl; or a pharmaceutically acceptable salt thereof are useful as smooth muscle relaxants, as antihypertensives and K channel activators.

  该化合物的化学式为：##STR1## 其中R.sub.1为C.sub.1-6全氟烷氧基，C.sub.1-6全氟烷基，C.sub.1-6烷基，C.sub.1-6烷氧基，羟基，C.sub.2-6烷氧羰基，硝基，氰基，卤素基，C.sub.1-6烷基磺酰胺基，C.sub.1-6全氟烷基磺酰胺基，氨基，C.sub.2-6酰基氨基，C.sub.2-6全氟烷基酰基氨基，C.sub.1-12单烷基或双烷基氨基，C.sub.1-6烷基磺酰基，C.sub.6-12芳基磺酰基，羧基或C.sub.2-12单烷基或双烷基氨基甲酰基；R.sub.2为氢，C.sub.1-6全氟烷氧基，C.sub.1-6全氟烷基，C.sub.1-6烷基，C.sub.1-6烷氧基，羟基，C.sub.2-6烷氧羰基，硝基，氰基，卤素基，C.sub.1-6烷基磺酰胺基，C.sub.1-6全氟烷基磺酰胺基，氨基，C.sub.2-6酰基氨基，C.sub.2-6全氟烷基酰基氨基，C.sub.1-12单烷基或双烷基氨基，C.sub.1-6烷基磺酰基，C.sub.1-12芳基磺酰基，羧基或C.sub.2-12单烷基或双烷基氨基甲酰基；R.sub.3和R.sub.4，彼此独立，为C.sub.1-6烷基；R.sub.5为氢，羟基，C.sub.2-6酰氧基，C.sub.7-12芳酰氧基，氨基甲酰氧基，甲酰氧基，C.sub.2-6烷氧羰基氧基，单烷基或双C.sub.2-12烷基氨基甲酰氧基，R.sub.6为氢，或R.sub.5和R.sub.6一起为键；R.sub.7和R.sub.8，彼此独立，选自以下：C.sub.1-6全氟烷氧基，C.sub.1-6全氟烷基，C.sub.1-6烷基，C.sub.1-6烷氧基，羟基，C.sub.2-6烷氧羰基，硝基，氰基，卤素基，C.sub.1-6烷基磺酰胺基，C.sub.1-6全氟烷基磺酰胺基，氨基，C.sub.1-6烷基酰氨基，C.sub.2-6全氟烷基酰氨基，C.sub.1-12单烷基或双烷基氨基，C.sub.1-6烷基磺酰基，C.sub.6-12芳基磺酰基，羧基，C.sub.2-12单烷基或双烷基氨基甲酰基或氢；R.sub.9为氢，C.sub.1-6烷基，C.sub.2-6烷基羰基或C.sub.2-6烷基磺酰基；或其药学上可接受的盐，可用作平滑肌松弛剂，降压剂和K通道激活剂。
• Indazolanonyl derivative of benzopyran
  申请人：American Home Products Corporation

  公开号：US05225566A1

  公开（公告）日：1993-07-06

  The compounds of the formula: ##STR1## wherein R.sub.1 is C.sub.1-6 perfluoroalkoxy, C.sub.1-6 perfluoroalkyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxyl, C.sub.2-6 alkoxycarbonyl, nitro, cyano, halogeno, C.sub.1-6 alkylsulfonamido, C.sub.1-6 perfluoroalkylsulfonamido, amino, C.sub.2-6 alkanoylamino, C.sub.2-6 perfluoroalkanoylamino, C.sub.1-12 mono- or di-alkylamino, C.sub.1-6 alkylsulfonyl, C.sub.6-12 arylsulfonyl, carboxyl, or C.sub.2-12 mono- or di-alkylcarbamoyl; R.sub.2 is hydrogen, C.sub.1-6 perfluoroalkoxy, C.sub.1-6 perfluoroalkyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxyl, C.sub.2-6 alkoxycarbonyl, nitro, cyano, halogeno, C.sub.1-6 alkylsulfonamido, C.sub.1-6 perfluoroalkylsulfonamido, amino, C.sub.2-6 alkanoylamino, C.sub.2-6 perfluoroalkanoylamino, C.sub.1-12 mono- or di-alkylamino, C.sub.1-6 alkylsulfonyl, C.sub.6-12 arylsulfonyl, carboxyl, or C.sub.2-12 mono- or dialkylcarbamoyl; R.sub.3 and R.sub.4, independent from each other, are C.sub.1-6 alkyl; either R.sub.5 is hydrogen, hydroxyl, C.sub.2-6 alkanoyloxy, C.sub.7-12 aroyloxy, carbamoyloxy, formyloxy, C.sub.2-6 alkoxycarbonyloxy, C.sub.2-12 mono- or di-alkylcarbamoyloxy, and R.sub.6 is hydrogen, or R.sub.5 and R.sub.6 together are a bond; R.sub. 7 and R.sub.8, independent from each other, are selected from the following: C.sub.1-6 perfluoroalkoxy, C.sub.1-6 perfluoroalkyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxyl, C.sub.2-6 alkoxycarbonyl, nitro, cyano, halogeno, C.sub.1-6 alkylsulfonamido, C.sub.1-6 perfluoroalkylsulfonamido, amino, C.sub.1-6 alkanoylamino, C.sub.2-6 perfluoroalkanoylamino, C.sub.1-12 mono- or di-alkylamino, C.sub.1-6 alkylsulfonyl, C.sub.6-12 arylsulfonyl, carboxyl, C.sub.2-12 mono- or di-alkylcarbamoyl, or hydrogen; and R.sub.9 is hydrogen, C.sub.1-6 alkyl, C.sub.2-6 alkylcarbonyl or C.sub.1-6 alkylsulfonyl; or a pharmaceutically acceptable salt thereof are useful as smooth muscle relaxants, as antihypertensives and K channel activators.

  公式为：##STR1## 其中R.sub.1是C.sub.1-6全氟烷氧基，C.sub.1-6全氟烷基，C.sub.1-6烷基，C.sub.1-6烷氧基，羟基，C.sub.2-6烷氧羰基，硝基，氰基，卤基，C.sub.1-6烷基磺酰胺基，C.sub.1-6全氟烷基磺酰胺基，氨基，C.sub.2-6烷酰胺基，C.sub.2-6全氟烷酰胺基，C.sub.1-12单或双烷基氨基，C.sub.1-6烷基磺酰基，C.sub.6-12芳基磺酰基，羧基或C.sub.2-12单或双烷基氨基甲酰基; R.sub.2是氢，C.sub.1-6全氟烷氧基，C.sub.1-6全氟烷基，C.sub.1-6烷基，C.sub.1-6烷氧基，羟基，C.sub.2-6烷氧羰基，硝基，氰基，卤基，C.sub.1-6烷基磺酰胺基，C.sub.1-6全氟烷基磺酰胺基，氨基，C.sub.2-6烷酰胺基，C.sub.2-6全氟烷酰胺基，C.sub.1-12单或双烷基氨基，C.sub.1-6烷基磺酰基，C.sub.6-12芳基磺酰基，羧基或C.sub.2-12单或双烷基氨基甲酰基; R.sub.3和R.sub.4，彼此独立地，是C.sub.1-6烷基; R.sub.5是氢，羟基，C.sub.2-6烷酰氧基，C.sub.7-12芳酰氧基，氨基甲酰氧基，甲酰氧基，C.sub.2-6烷氧羰基氧基，C.sub.2-12单或双烷基氨基甲酰氧基，R.sub.6是氢，或R.sub.5和R.sub.6一起是键; R.sub.7和R.sub.8，彼此独立地，选自以下物质：C.sub.1-6全氟烷氧基，C.sub.1-6全氟烷基，C.sub.1-6烷基，C.sub.1-6烷氧基，羟基，C.sub.2-6烷氧羰基，硝基，氰基，卤基，C.sub.1-6烷基磺酰胺基，C.sub.1-6全氟烷基磺酰胺基，氨基，C.sub.1-6烷酰胺基，C.sub.2-6全氟烷酰胺基，C.sub.1-12单或双烷基氨基，C.sub.1-6烷基磺酰基，C.sub.6-12芳基磺酰基，羧基，C.sub.2-12单或双烷基氨基甲酰基或氢; R.sub.9是氢，C.sub.1-6烷基，C.sub.2-6烷基羰基或C.sub.1-6烷基磺酰基; 或其药学上可接受的盐可用作平滑肌松弛剂，抗高血压剂和K通道激动剂。
• Novel antihypertensive benzopyran derivatives
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0314446A2

  公开（公告）日：1989-05-03

  Disclosed herein are novel benzopyrans or pharmaceutically acceptable salts thereof having pharmacological activity, to processes for preparing them, to pharmaceutical compositions containing them, and to their use in the treatment of hypertension. The benzopyrans have the formula wherein R1 is trifluoromethoxy or β,β,β-trifluoroethoxy, and R2 and R3 are each independently hydrogen or defined groups. Intermediates are also disclosed.

  本文公开了具有药理活性的新型苯并吡喃类化合物或其药学上可接受的盐、制备它们的工艺、含有它们的药物组合物以及它们在治疗高血压中的用途。这些苯并吡喃具有如下式子 其中 R1 是三氟甲氧基或 β，β，β-三氟乙氧基，R2 和 R3 各自独立地是氢或定义基团。还公开了中间体。
• NOVEL BENZOPYRAN DERIVATIVE
  申请人：Japan Tobacco Inc.

  公开号：EP0536424A1

  公开（公告）日：1993-04-14

  A novel benzopyran derivative represented by general formula (I) and a pharmaceutically acceptable salt thereof, wherein each symbol is as defined in the specification. This compound is useful for treating hypertension, because it has a persistent hypotensive activity and a peripheral blood relaxing activity by activating a potassium channel, and also for treating cardiovascular diseases such as angina pectoris and heart failure, because it has a selective coronary blood stream increasing activity.

  一种由通式(I)代表的新型苯并吡喃衍生物及其药学上可接受的盐，其中各符号如说明书中所定义。这种化合物可用于治疗高血压，因为它通过激活钾通道而具有持续降压活性和外周血松弛活性；还可用于治疗心血管疾病，如心绞痛和心力衰竭，因为它具有选择性冠状动脉血流增加活性。
• ANTIHYPERTENSIVE BENZOPYRAN DERIVATIVES
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0566567B1

  公开（公告）日：1997-11-19