1-ethyl-7-fluoro-1,3,4,9-tetrahydro-8-(2-propenyl)-pyrano[3,4-b]indole-1-acetic acid,methyl ester | 118313-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-ethyl-7-fluoro-1,3,4,9-tetrahydro-8-(2-propenyl)-pyrano[3,4-b]indole-1-acetic acid,methyl ester
• 英文别名: Methyl 1-ethyl-7-fluoro-8-(2-propenyl)-1,3,4,9-tetrahydropyrano<3,4-b>indole-1-acetate；8-Allyl-1-ethyl-7-fluoro-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid methyl ester；1-ethyl-7-fluoro-1,3,4,9-tetrahydro-8-(2-propenyl)pyrano[3,4-b]indole-1-acetic acid methyl ester；methyl 2-(1-ethyl-7-fluoro-8-prop-2-enyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl)acetate
• CAS: 118313-90-9
• 化学式: C₁₉H₂₂FNO₃
• 分子量: 331.387
• InChiKey: MVACFYFKSYCGLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-ethyl-7-fluoro-1,3,4,9-tetrahydro-8-(2-propenyl)-pyrano[3,4-b]indole-1-acetic acid,methyl ester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.5h， 生成 1-Ethyl-7-fluoro-8-(2-propenyl)-1,3,4,9-tetrahydropyrano<3,4-b>indole-1-acetic acid
  参考文献：
  名称：

  McKittrick, Brian; Failli, Amedeo; Steffan, Robert J., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 7, p. 2151 - 2163

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-methyl 3-methoxypent-2-enoate 在 (PH₃P)Pd 三氟化硼乙醚 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 65.67h， 生成 1-ethyl-7-fluoro-1,3,4,9-tetrahydro-8-(2-propenyl)-pyrano[3,4-b]indole-1-acetic acid,methyl ester
  参考文献：
  名称：

  McKittrick, Brian; Failli, Amedeo; Steffan, Robert J., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 7, p. 2151 - 2163

  摘要：

  DOI：

文献信息

• Production of substituted 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic
  申请人：American Home Products

  公开号：US04822893A1

  公开（公告）日：1989-04-18

  Process for the production of substituted 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid having useful analgesic and anti-inflammatory activity.

  生产具有有用的镇痛和抗炎活性的取代1,3,4,9-四氢吡喃[3,4-b]吲哚-1-乙酸的过程。
• Preparation of tryptophols
  申请人：American Home Products Corp.

  公开号：US04904799A1

  公开（公告）日：1990-02-27

  Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1-, 4-, 5-, 6-, 7- and 8- are disclosed. The derivatives are useful anti-inflammatory and analgesic agents and methods for their preparation and use are also disclosed.

  本发明公开了具有1,3,4,9-四氢吡喃[3,4-b]吲哚-1-乙酸核的衍生物，其中该核在1-、4-、5-、6-、7-和8-位置上带有取代基。这些衍生物是有用的抗炎和镇痛剂，同时还公开了它们的制备和使用方法。
• Substituted 1,3,4,9-tetrahydropyrano [3,4-B]indole-1-acetic acids
  申请人：American Home Products Corporation

  公开号：US04785015A1

  公开（公告）日：1988-11-15

  Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1-, 4-, 5-, 6-, 7- and 8- are disclosed. The derivatives are useful anti-inflammatory and analgesic agents and methods for their preparation and use are also disclosed.

  本发明揭示了一种具有1,3,4,9-四氢吡喃并[3,4-b]吲哚-1-乙酸核的吲哚衍生物，该核带有1-、4-、5-、6-、7-和8-位置的取代基。这些衍生物是有用的抗炎和镇痛剂，并揭示了它们的制备和使用方法。
• Substituted 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acids
  申请人：American Home Products Corporation

  公开号：US04886886A1

  公开（公告）日：1989-12-12

  Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid nucleus bearing a substituent in position 1-, 4-, 5-, 6-, 7- and 8- are disclosed. The derivatives are useful anti-inflammatory and analgesic agents and methods for their preparation and use are also disclosed.

  本发明涉及具有1,3,4,9-四氢吡喃[3,4-b]吲哚-1-乙酸核的吲哚衍生物，其在1-, 4-, 5-, 6-, 7-和8-位置带有取代基。这些衍生物是有用的抗炎和镇痛剂，本发明还公开了它们的制备和使用方法。
• Pyranoindole inhibitors of COX--2
  申请人：American Home Products Corporation

  公开号：US05776967A1

  公开（公告）日：1998-07-07

  This invention provides compounds of formula I having the structure ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are, each, independently, hydrogen, alkyl, alkenyl, alkynyl, alkoxy, aralkoxy, trifluroalkoxy, alkanoyloxy, hydroxy, halo, trifluoromethyl, cyano, amino, mono- or di-alkylamino, alkanamido, or alkanesulfonamido; R.sub.5 is hydrogen, alkyl, alkenyl, alkoxyalkyl or alkylcycloalkyl; R.sub.6 is hydrogen, alkyl or alkenyl; X is oxygen or carbon; A is oxygen or NZ; Z is hydroxyl, alkoxy, aryloxy, carboxyalkyloxy of 2-7 carbon atoms, arylamino, or alkylsulfonyamino of 1-6 carbon atoms; or a pharmaceutically acceptable salt thereof, which are useful in the treatment of arthritic disorders, colorectal cancer, and Alzheimer's disease.

  本发明提供了具有结构式I的化合物，其中R1、R2、R3和R4分别独立地为氢、烷基、烯基、炔基、烷氧基、芳基烷氧基、三氟甲氧基、烷酰氧基、羟基、卤素、三氟甲基、氰基、单烷基或二烷基氨基、烷基酰胺基或烷基磺酰胺基；R5为氢、烷基、烯基、烷氧基烷基或烷基环烷基；R6为氢、烷基或烯基；X为氧或碳；A为氧或NZ；Z为羟基、烷氧基、芳基氧基、2-7碳原子的羧酸烷氧基、芳基氨基或1-6碳原子的烷基磺酰氨基；或其药学上可接受的盐，可用于治疗关节炎、结肠癌和阿尔茨海默病。