6-cyano-3,4-dihydro-2,2-dimethyl-4R-(2-oxo-piperidin-1-yl)-2H-1-benzopyran-3S-ol | 134528-27-1

• 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: 6-cyano-3,4-dihydro-2,2-dimethyl-4R-(2-oxo-piperidin-1-yl)-2H-1-benzopyran-3S-ol
• 英文别名: 6-cyano-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-piperidinyl)-2H-benzo[b]pyran-3-ol；(3S,4R)-3-hydroxy-2,2-dimethyl-4-(2-oxopiperidin-1-yl)-3,4-dihydrochromene-6-carbonitrile
• CAS: 134528-27-1
• 化学式: C₁₇H₂₀N₂O₃
• 分子量: 300.357
• InChiKey: IEKDJVUNXSQUHG-CVEARBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  aluminum nickel 、 6-cyano-3,4-dihydro-2,2-dimethyl-4R-(2-oxo-piperidin-1-yl)-2H-1-benzopyran-3S-ol 在 甲酸 、 碳酸氢钠 作用下， 生成 3,4-Dihydro-2,2-dimethyl-6-formyl-4R-(2-oxo-piperidin-1-yl)-2H-1-benzopyran-3S-ol
  参考文献：
  名称：

  Benzopyran derivatives

  摘要：

  公开号：

  EP0412760B1
• 作为产物：
  描述：

  3,4-epoxy-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile 、 哌啶酮 以21%的产率得到
  参考文献：
  名称：

  ASHWOOD V. A.; BUCKINGHAM R. E.; CASSIDY F.; EVANS J. M.; FARUK E. A.; HA+, J. MED. CHEM., 29,(1986) N 11, 2194-2201

  摘要：

  DOI：

文献信息

• Trans-3,4-dihydro-2,2-dimethyl-6-nitro-4-(2-oxo-pyrrolidinyl)2H-1-ben
  申请人：Beecham Group p.l.c.

  公开号：US04647670A1

  公开（公告）日：1987-03-03

  Compounds of formula (I): ##STR1## wherein the various substituents are defined hereinbelow, having anti-hypertensive activity.

  化合物的式子 (I): ##STR1## 其中不同的取代基如下所定义，具有降压活性。
• Antihypertensive chromenes and chromans
  申请人：Beecham Group p.l.c.

  公开号：US04510152A1

  公开（公告）日：1985-04-09

  Compounds of formula (I): ##STR1## wherein: either one of R.sub.1 and R.sub.2 is hydrogen and the other is selected from the class of C.sub.1-6 alkylcarbonyl, C.sub.1-6 alkoxycarbonyl, C.sub.1-6 alkylcarbonyloxy, C.sub.1-6 alkylhydroxymethyl, nitro, cyano, chloro, trifluoromethyl, C.sub.1-6 alkylsulphinyl, C.sub.1-6 alkylsulphonyl, C.sub.1-6 alkoxysulphinyl, C.sub.1-6 alkoxysulphonyl, C.sub.1-6 alkylcarbonylamino, C.sub.1-6 alkoxycarbonylamino, C.sub.1-6 alkyl-thiocarbonyl, C.sub.1-6 alkoxy-thiocarbonyl, C.sub.1-6 alkyl-thiocarbonyloxy, C.sub.1-6 alkyl-thiolmethyl, formyl or aminosulphinyl, aminosulphonyl or aminocarbonyl, the amino moiety being optionally substituted by one or two C.sub.1-6 alkyl groups, or C.sub.1-6 alkylsulphinylamino, C.sub.1-6 alkylsulphonylamino C.sub.1-6 alkoxysulphinylamino or C.sub.1-6 alkoxysulphonylamino or ethylenyl terminally substituted by C.sub.1-6 alkylcarbonyl, nitro or cyano, or --C(C.sub.1-6 alkyl)NOH or --C(C.sub.1-6 alkyl)NNH.sub.2, or one of R.sub.1 and R.sub.2 is nitro, cyano or C.sub.1-3 alkylcarbonyl and the other is methoxy or amino optionally substituted by one or two C.sub.1-6 alkyl or by C.sub.2-7 alkanoyl; one of R.sub.3 and R.sub.4 is hydrogen or C.sub.1-4 alkyl and the other is C.sub.1-4 alkyl or R.sub.3 and R.sub.4 together are C.sub.2-5 polymethylene; X is oxygen or sulphur; Y and Z are each hydrogen or together represent a bond; n is 1 or 2; or when one or the other of R.sub.1 and R.sub.2 is an amino or an amino-containing group, a pharmaceutically acceptable salt thereof, having anti-hypertensive activity.

  式(I)的化合物：##STR1## 其中：R.sub.1和R.sub.2中的其中一个是氢，另一个选择自C.sub.1-6烷基羰基，C.sub.1-6烷氧羰基，C.sub.1-6烷基羰氧基，C.sub.1-6烷基羟甲基，硝基，氰基，氯基，三氟甲基，C.sub.1-6烷基磺酰基，C.sub.1-6烷基磺酰基，C.sub.1-6烷氧基磺酰基，C.sub.1-6烷氧基磺酰基，C.sub.1-6烷基羰基氨基，C.sub.1-6烷氧羰基氨基，C.sub.1-6烷基硫代羰基，C.sub.1-6烷氧基硫代羰基，C.sub.1-6烷基硫代羰氧基，C.sub.1-6烷基硫甲基，甲酰基或氨基磺酰基，氨基部分可选地被1个或2个C.sub.1-6烷基取代，或C.sub.1-6烷基磺酰氨基，C.sub.1-6烷基磺酰氨基，C.sub.1-6烷氧基磺酰氨基或C.sub.1-6烷氧基磺酰氨基，或以C.sub.1-6烷基羰基，硝基或氰基末端取代的乙烯基，或--C(C.sub.1-6烷基)NOH或--C(C.sub.1-6烷基)NNH.sub.2中的一个，或R.sub.1和R.sub.2中的一个是硝基，氰基或C.sub.1-3烷基羰基，另一个是甲氧基或氨基，氨基可选地被1个或2个C.sub.1-6烷基或C.sub.2-7脂肪酰基取代；R.sub.3和R.sub.4中的其中一个是氢或C.sub.1-4烷基，另一个是C.sub.1-4烷基，或R.sub.3和R.sub.4一起是C.sub.2-5聚亚甲基；X是氧或硫；Y和Z分别是氢或一起代表一条键；n为1或2；或者当R.sub.1和R.sub.2中的一个是氨基或含氨基的基团时，其药学上可接受的盐具有抗高血压活性。
• Trans-4-(2-thiaoxo-1-pyrrolidinyl or piperidinyl)-2H-benzo[b]pyran-3-ol
  申请人：Beecham Group p.l.c.

  公开号：US04610992A1

  公开（公告）日：1986-09-09

  A compound of formula (I): ##STR1## wherein: either one of R.sub.1 and R.sub.2 is hydrogen and the other is selected from the class of C.sub.1-6 alkylcarbonyl, C.sub.1-6 alkoxycarbonyl, C.sub.1-6 alkylcarbonyloxy, C.sub.1-6 alkylhydroxymethyl, nitro, cyano, chloro, trifluoromethyl, C.sub.1-6 alkylsulphinyl, C.sub.1-6 alkylsulphonyl, C.sub.1-6 alkoxysulphinyl, C.sub.1-6 alkoxysulphonyl, C.sub.1-6 alkylcarbonylamino, C.sub.1-6 alkoxycarbonylamino, C.sub.1-6 alkyl-thiocarbonyl, C.sub.1-6 alkoxy-thiocarbonyl, C.sub.1-6 alkyl-thiocarbonyloxy, 1-mercapto-C.sub.2-7 alkyl, formyl or aminosulphinyl, aminosulphonyl or aminocarbonyl, the amino moiety being optionally substituted by one or two C.sub.1-6 alkyl groups, or C.sub.1-6 alkysulphinylamino, C.sub.1-6 alkylsulphonylamino C.sub.1-6 alkoxysulphinylamino or C.sub.1-6 alkoxysulphonylamino or ethylenyl terminally substituted by C.sub.1-6 alkylcarbonyl, nitro or cyano, or --C(C.sub.1-6 alkyl)NOH or --C(C.sub.1-6 alkyl)NNH.sub.2, or one of R.sub.1 and R.sub.2 is nitro, cyano or C.sub.1-3 alkylcarbonyl and the other is methoxy or amino optionally substituted by one or two C.sub.1-6 alkyl groups or by C.sub.2-7 alkanoyl; one of R.sub.3 and R.sub.4 is hydrogen or C.sub.1-4 alkyl and the other is C.sub.1-4 alkyl or R.sub.3 and R.sub.4 together are C.sub.2-5 polymethylene. R.sub.5 is hydrogen, C.sub.1-3 alkyl or C.sub.1-8 acyl; and n is 1 or 2; the thiolactam group being trans to the OR.sub.5 group; or, when one or the other of R.sub.1 and R.sub.2 is an amino or an amino-containing group capable of forming an acid addition salt, a pharmaceutically acceptable salt thereof, having useful pharmacological activity, a process for preparing them, pharmaceutical compositions containing them, and their use in the treatment of mammals.

  化合物的化学式(I)：##STR1## 其中：R.sub.1和R.sub.2中的任意一个是氢，另一个选自C.sub.1-6烷基羰基，C.sub.1-6烷氧羰基，C.sub.1-6烷基羰氧基，C.sub.1-6烷基羟甲基，硝基，氰基，氯基，三氟甲基，C.sub.1-6烷基磺酰基，C.sub.1-6烷基磺酰基，C.sub.1-6烷氧基磺酰基，C.sub.1-6烷氧基磺酰基，C.sub.1-6烷基羰基氨基，C.sub.1-6烷氧羰基氨基，C.sub.1-6烷基硫代羰基，C.sub.1-6烷氧基硫代羰基，C.sub.1-6烷基硫代羰氧基，1-巯基-C.sub.2-7烷基，甲酰基或氨基磺酰基，氨基团可以选择性地被一个或两个C.sub.1-6烷基取代，或C.sub.1-6烷基磺酰胺基，C.sub.1-6烷基磺酰胺基，C.sub.1-6烷氧基磺酰胺基或C.sub.1-6烷氧基磺酰胺基或以C.sub.1-6烷基羰基，硝基或氰基为末端的乙烯基，或--C(C.sub.1-6烷基)NOH或--C(C.sub.1-6烷基)NNH.sub.2，或R.sub.1和R.sub.2中的任意一个是硝基，氰基或C.sub.1-3烷基羰基，另一个是甲氧基或氨基，可以选择性地被一个或两个C.sub.1-6烷基或C.sub.2-7烷酰基取代; R.sub.3和R.sub.4中的一个是氢或C.sub.1-4烷基，另一个是C.sub.1-4烷基或R.sub.3和R.sub.4一起是C.sub.2-5聚亚甲基。R.sub.5是氢，C.sub.1-3烷基或C.sub.1-8酰基; n为1或2; 硫内酰胺基与OR.sub.5基相对; 或者，当R.sub.1和R.sub.2中的一个是能够形成酸加合盐的氨基或含氨基的基团时，其药学上可接受的盐，具有有用的药理活性，制备它们的过程，包含它们的制药组合物，以及它们在哺乳动物治疗中的用途。
• Novel chromenes and chromans
  申请人：BEECHAM GROUP PLC

  公开号：EP0093535A1

  公开（公告）日：1983-11-09

  Compounds of formula (I): wherein: either one of R1 and R2 is hydrogen and the other is selected from the class of C1-6 alkylcarbonyl, C1-6 alkoxycarbonyl, C1-6 alkylcarbonyloxy, C1-6 alkylhydroxymethyl, nitro, cyano, chloro, trifluoromethyl, C1-6 alkylsulphinyl, C1-6 alkylsulphonyl, C1-6 alkoxysulphinyl, C1-6 alkoxysulphonyl, C1-6 alkylcarbonylamino, C1-6 alkoxycarbonylamino, C1-6 alkyl-thiocarbonyl, C1-6 alkoxy-thiocarbonyl, C1-6 alkyl-thiocarbonyloxy, C1-6 alkyl-thiolmethyl, formyl or aminosulphinyl, aminosulphonyl or aminocarbonyl, the amino moiety being optionally substituted by one or two C1-6 alkyl groups, or C1-6 alkylsulphinylamino, C1-6 alkylsulphonylamino C1-6 alkoxysulphinylamino or C1-6 alkoxysulphonylamino or ethylenyl terminally substituted by C1-6 alkylcarbonyl, nitro or cyano, or -C(C1-6 alkyl)NOH or -C(C1-6 alkyl)NNH2, or one of R1 and R2 is nitro, cyano or C1-3 alkylcarbonyl and the other is methoxy or amino optionally substituted by one or two C1-3 alkyl or by C2-7 alkanoyl; one of R3 and R4 is hydrogen or C1-4 alkyl and the other is C1-4 alkyl or R3 and R4 together are C2-5 polymethylene; X is oxygen or sulphur; Y and Z are each hydrogen or together represent a bond; n is 1 or 2; or when one or the other of R, and R2 is an amino or an amino-containing group, a pharmaceutically acceptable salt thereof, having anti-hypertensive activity.

  式(I)化合物： 其中 R1 和 R2 中的任一个为氢，另一个选自 C1-6 烷基羰基、C1-6 烷氧基羰基、C1-6 烷基羰氧基、C1-6 烷基羟甲基、硝基、氰基、氯基、三氟甲基、C1-6 烷基亚磺酰基、C1-6 烷基磺酰基、C1-6 烷氧基磺酰基、C1-6 烷基羰基、C1-6 烷氧基磺酰基、C1-6 烷基羰基C1-6烷基磺酰基、C1-6烷氧基磺酰基、C1-6烷氧基磺酰基、C1-6烷基羰基氨基、C1-6烷氧基羰基氨基、C1-6烷基硫代羰基、C1-6烷氧基硫代羰基、C1-6烷基硫代羰氧基、C1-6烷基硫醇甲基、甲酰基或氨基磺酰基、氨基磺酰基或氨基羰基，氨基可选择被一个或两个 C1-6 烷基取代，或 C1-6 烷基亚磺酰氨基、C1-6 烷基磺酰基氨基、C1-6 烷氧基亚磺酰基氨基或 C1-6 烷氧基磺酰基氨基或乙烯基最终被 C1-6 烷基羰基取代、硝基或氰基，或-C(C1-6 烷基)NOH 或-C(C1-6 烷基)NNH2，或 R1 和 R2 中的一个是硝基、氰基或 C1-3 烷基羰基，另一个是甲氧基或被一个或两个 C1-3 烷基或 C2-7 烷酰基任选取代的氨基； R3 和 R4 中的一个是氢或 C1-4 烷基，另一个是 C1-4 烷基，或 R3 和 R4 合在一起是 C2-5 聚亚甲基； X 是氧或硫 Y和Z各自为氢或共同代表一个键； n为1或2；或当R和R2中的一个或另一个为氨基或含氨基的基团时，其为具有抗高血压活性的药学上可接受的盐。
• Pharmaceutically active benzopyran compounds
  申请人：BEECHAM GROUP PLC

  公开号：EP0076075B1

  公开（公告）日：1986-11-20