N-[(3S,4R)-3-Hydroxy-2,2-dimethyl-6-(trifluoromethoxy)-chroman-4-yl]-4-trifluoromethyl-2-nitrobenzamide | 147121-21-9

• 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: N-[(3S,4R)-3-Hydroxy-2,2-dimethyl-6-(trifluoromethoxy)-chroman-4-yl]-4-trifluoromethyl-2-nitrobenzamide
• 英文别名: N-[(3S,4R)-3-hydroxy-2,2-dimethyl-6-(trifluoromethoxy)-3,4-dihydrochromen-4-yl]-2-nitro-4-(trifluoromethyl)benzamide
• CAS: 147121-21-9
• 化学式: C₂₀H₁₆F₆N₂O₆
• 分子量: 494.347
• InChiKey: UYHDTCGOXDKYSZ-CVEARBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (3S,4R)-4-amino-2,2-dimethyl-6-(trifluoromethoxy)-chroman-3-ol 、 2-硝基-4-三氟甲基苯甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 以2.1 g (42%)的产率得到N-[(3S,4R)-3-Hydroxy-2,2-dimethyl-6-(trifluoromethoxy)-chroman-4-yl]-4-trifluoromethyl-2-nitrobenzamide
  参考文献：
  名称：

  Indazolanonyl derivative of benzopyran

  摘要：

  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。

  公开号：

  US05225566A1

文献信息

• 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。
• INDAZOL-3-ONE-2-YL DERIVATIVES OF BENZOPYRANS
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0639191B1

  公开（公告）日：1996-11-20
• US5179118A
  申请人：——

  公开号：US5179118A

  公开（公告）日：1993-01-12
• US5225566A
  申请人：——

  公开号：US5225566A

  公开（公告）日：1993-07-06
• [EN] INDAZOL-3-ONE-2-YL DERIVATIVES OF BENZOPYRANS<br/>[FR] DERIVES D'INDAZOL-3-ONE-2-YL DE BENZOPYRANNES
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：WO1993023393A1

  公开（公告）日：1993-11-25

  (EN) The compounds of formula (I) wherein R1 is C1-6 perfluoroalkoxy, C1-6 perfluoroalkyl, C1-6 alkyl, C1-6 alkoxy, hydroxyl, C2-6 alkoxycarbonyl, nitro, cyano, halogeno, C1-6 alkylsulfonamido, C1-6 perfluoroalkylsulfonamido, amino, C2-6 alkanoylamino, C2-6 perfluoroalkanoylamino, C1-12 mono- or di-alkylamino, C1-6 alkylsulfonyl, C6-12 arylsulfonyl, carboxyl, or C2-12 mono- or di-alkylcarbamoyl; R2 is hydrogen, C1-6 perfluoroalkoxy, C1-6 perfluoroalkyl, C1-6 alkyl, C1-6 alkoxy, hydroxyl, C2-6 alkoxycarbonyl, nitro, cyano, halogeno, C1-6 alkylsulfonamido, C1-6 perfluoroalkylsulfonamido, amino, C2-6 alkanoylamino, C2-6 perfluoroalkanoylamino, C1-12 mono- or di-alkylamino, C1-6 alkylsulfonyl, C6-12 arylsulfonyl, carboxyl, or C2-12 mono- or di-alkylcarbamoyl; R3 and R4, independent from each other, are C1-6 alkyl; either R5 is hydrogen, hydroxyl, C2-6 alkanoyloxy, C7-12 aroyloxy, carbamoyloxy, formyloxy, C2-6 alkoxycarbonyloxy, C2-12 mono- or di-alkylcarbamoyloxy, and R6 is hydrogen, or R5 and R6 together are a bond; R7 and R8, independent from each other, are selected from the following: C1-6 perfluoroalkoxy, C1-6 perfluoroalkyl, C1-6 alkyl, C1-6 alkoxy, hydroxyl, C2-6 alkoxycarbonyl, nitro, cyano, halogeno, C1-6 alkylsulfonamido, C1-6 perfluoroalkylsulfonamido, amino, C1-6 alkanoylamino, C2-6 perfluoroalkanoylamino, C1-12 mono- or di-alkylamino, C1-6 alkylsulfonyl, C6-12 arylsulfonyl, carboxyl, C2-12 mono- or di-alkylcarbamoyl, or hydrogen; and R9 is hydrogen, C1-6 alkyl, C2-6 alkylcarbonyl or C1-6 alkylsulfonyl; or a pharmaceutically acceptable salt thereof are useful as smooth muscle relaxants, as antihypertensives and K channel activators.(FR) L'invention se rapporte à des composés de la formule (I) dans laquelle R1 représente perfluoroalcoxy C1-6, perfluoroalkyle C1-6, alkyle C1-6, alcoxy C1-6, hydroxyle, alcoxycarbonyle C2-6, nitro, cyano, halogène, alkylsulfonamido C1-6, perfluoroalkylsulfonamido C1-6, amino, alcanoylamino C2-6, perfluoroalcanoylamino C2-6, mono- ou di-alkylamino C1-12, alkylsulfonyle C1-6, arylsulfonyle C6-12, carboxyle, ou mono- ou di-alkylcarbamoyle C2-12; R2 représente hydrogène, perfluoroalcoxy C1-6, perfluoroalkyle C1-6, alkyle C1-6, alcoxy C1-6 hydroxyle, alcoxycarbamoyle C2-6, nitro, cyano, halogène, alkylsulfonamido C1-6, perfluoroalkylsulfonamido C1-6, amino, alcanoylamino C2-6, perfluoroalcanoylamino C2-6, mono- ou di-alkylamino C1-12, alkylsulfonyle C1-6, arylsulfonyle C6-12, carboxyle, ou mono- ou dialkylcarbamoyle C2-12; R3 et R4 représentent, indépendamment l'un de l'autre, alkyle C1-6; soit R5 représente hydrogène, hydroxyle, alcanoyloxy C2-6, aroyloxy C7-12, carbamoyloxy, formyloxy, alcoxycarbonyloxy C2-6, mono- ou di-alkylcarbamoyloxy C2-12, et R6 représente hydrogène, soit R5 et R6 réunis représentent une liaison; R7 et R8, indépendamment l'un de l'autre, sont sélectionnés à partir de ce qui suit: perfluoroalcoxy C1-6, perfluoroalkyle C1-6, alkyle C1-6, alcoxy C1-6, hydroxyle, alcoxycarbonyle C2-6, nitro, cyano, halogène, alkylsulfonamido C1-6, perfluoroalkylsulfonamido C1-6, amino, alcanoylamino C1-6, perfluoroalcanoylamino C2-6, mono- ou di-alkylamino C1-12, alkylsulfonyle C1-6, arylsulfonyle C6-12, carboxyle, mono- ou di-alkylcarbamoyle C2-12, ou hydrogène; et R9 représente hydrogène, alkyle C1-6, alkylcarbonyle C2-6 ou alkylsulfonyle C1-6; ou un sel pharmaceutiquement acceptable de ceux-ci. Ces compositions sont utilisées comme relaxants des muscles lisses, comme antihypertensifs et comme activateurs du canal K.