(3S,4R)-4-amino-2,2-dimethyl-6-(trifluoromethoxy)-chroman-3-ol | 135029-60-6

• 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: (3S,4R)-4-amino-2,2-dimethyl-6-(trifluoromethoxy)-chroman-3-ol
• 英文别名: (3S,4R)-4-amino-2,2-dimethyl-6-(trifluoromethoxy)-3,4-dihydrochromen-3-ol
• CAS: 135029-60-6
• 化学式: C₁₂H₁₄F₃NO₃
• 分子量: 277.243
• InChiKey: IHSLYRXKTLEXNS-ZJUUUORDSA-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：

  (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。
• Thiadiazolyl-amino derivatives of benzopyrans and indanes
  申请人：American Home Products Corporation

  公开号：US05206252A1

  公开（公告）日：1993-04-27

  The compounds of the formula: ##STR1## wherein R.sub.1 and R.sub.2, 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.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, C.sub.2-12 mono- or di-alkylcarbamoyl, or hydrogen; a and b together form an --O-- linkage or a direct bond; R.sub.3 and R.sub.4, independent from each other, are C.sub.1-6 alkyl when a and b form an --O-- linkage or, H or C.sub.1-6 alkyl when a and b form a direct bond; 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 and R.sub.6 together are a bond; R.sub.7 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkanocarbonyl, or C.sub.16 alkanosulfonyl; X is selected from the following: --NR.sub.8 R.sub.9, wherein R.sub.8 and R.sub.9, independent from each other are hydrogen, C.sub.1-6 alkyl, C.sub.2-6 alkylcarbonyl, C.sub.7-12 arylalkyl, thienylmethyl, pyridinylmethyl, piperazinylmethyl, or pyrimidinylmethyl, or R.sub.8 and R.sub.9 taken together are polymethylene of 3-10 carbon atoms or R.sub.8 and R.sub.9 taken with the nitrogen atom to which they are attached complete a piperazine, morpholine, pyrroline, pyrrolidinone, imidazole, imidazolone, piperidine or piperidinone ring structure; or --OR.sub.10, wherein R.sub.10 is hydrogen, C.sub.1-6 alkyl or C.sub.2-6 alkylcarbonyl; and n is an integer from 0-2; or a pharmaceutically acceptable salt thereof, are useful antihypertensive, K channel activators.

  该化合物的公式为：##STR1## 其中R.sub.1和R.sub.2互不干扰，可以从以下选项中选择：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烷酰胺基，C.sub.2-6全氟烷酰胺基，C.sub.1-12单烷基或二烷基氨基，C.sub.1-6烷基磺酰基，C.sub.6-12芳基磺酰基，羧基，C.sub.2-12单烷基或二烷基氨基甲酰基或氢原子；a和b一起形成--O--连接或直接键；R.sub.3和R.sub.4互不干扰，当a和b形成--O--连接时为C.sub.1-6烷基，当a和b形成直接键时为H或C.sub.1-6烷基；R.sub.5要么是氢原子，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，单烷基或二C.sub.2-12烷基氨基甲酰氧基，R.sub.6为氢原子，或R.sub.5和R.sub.6一起形成键；R.sub.7为氢原子，C.sub.1-6烷基，C.sub.1-6烷基羧酰基或C.sub.16烷基磺酰基；X从以下选项中选择：--NR.sub.8 R.sub.9，其中R.sub.8和R.sub.9互不干扰，可以是氢原子，C.sub.1-6烷基，C.sub.2-6烷基羰基，C.sub.7-12芳基烷基，噻吩甲基，吡啶甲基，哌嗪甲基或嘧啶甲基，或R.sub.8和R.sub.9一起是3-10碳原子的多亚甲基，或R.sub.8和R.sub.9与它们连接的氮原子一起形成哌嗪，吗啉，吡咯烷，吡咯烷酮，咪唑，咪唑酮，哌啶或哌啶酮环结构；或--OR.sub.10，其中R.sub.10为氢原子，C.sub.1-6烷基或C.sub.2-6烷基羰基；n为0-2的整数；或其药学上可接受的盐，是有用的降压剂，K通道激活剂。
• 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。
• 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