1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-methanol acetate

• 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-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-methanol acetate
• 英文别名: acetic acid;(1-methyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl)methanol
• 化学式: C₂H₄O₂*C₁₃H₁₅NO₂
• 分子量: 277.32
• InChiKey: XFENBLBBKBBJKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  82.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  色醇 、 过氧化乙酰丙酮 在 对甲苯磺酸 作用下， 以 水 、 乙酸乙酯 、 苯 为溶剂， 生成 1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-methanol acetate 、 1-methyl-1,3,4,9-tetrahydropyrano<3,4-b>indol-1-carboxaldehyd
  参考文献：
  名称：

  1,3,4,9-Tetrahydropyrano[3,4-b]indole-1-acetamides and derivatives

  摘要：

  具有1,3,4,9-四氢吡喃并[3,4-b]吲哚或1,3,4,9-四氢硫代吡喃并[3,4-b]吲哚核心，在位置1带有取代基的吲哚衍生物揭示了。所述取代基在其中包含酸、酯或酰胺功能。该核心在位置1进一步取代，可以选择性地在位置3、4、5、6、7、8和9处取代。这些衍生物是有用的抗炎、镇痛、抗菌和抗真菌剂，还公开了它们的制备和使用方法。

  公开号：

  US03974179A1

文献信息

• 1,3,4,9-Tetrahydropyrano[3,4-b]indole-1-acetamides and derivatives
  申请人：American Home Products Corporation

  公开号：US03974179A1

  公开（公告）日：1976-08-10

  Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole or 1,3,4,9-tetrahydrothiopyrano[3,4-b]indole nucleus bearing a substituent in position 1, said substituent incorporating an acid, ester or amide function therein, are disclosed. The nucleus is further substituted at position 1 and may be optionally substituted at positions 3, 4, 5, 6, 7, 8, and 9. The derivatives are useful antiinflammatory, analgesic, antibacterial and antifungal agents and methods for their preparation and use are also disclosed.

  具有1,3,4,9-四氢吡喃并[3,4-b]吲哚或1,3,4,9-四氢硫代吡喃并[3,4-b]吲哚核心，在位置1带有取代基的吲哚衍生物揭示了。所述取代基在其中包含酸、酯或酰胺功能。该核心在位置1进一步取代，可以选择性地在位置3、4、5、6、7、8和9处取代。这些衍生物是有用的抗炎、镇痛、抗菌和抗真菌剂，还公开了它们的制备和使用方法。
• US3974179A
  申请人：——

  公开号：US3974179A

  公开（公告）日：1976-08-10
• Pyrano- and thiopyranoindole derivatives, compositions and methods of use
  申请人：Ayerst McKenna and Harrison Ltd.

  公开号：US04003913A1

  公开（公告）日：1977-01-18

  Pyranoindole and thiopyranoindole derivatives characterized by having an amino(lower)alkyl radical attached to either or both the 1 and 9 position of a pyrano[3,4-b]indole or thiopyrano[3,4-b]indole nucleus or having said radical attached to the 1 position of a pyrano[4,3-b]indole or thiopyrano[4,3-b]indole nucleus are disclosed. The amino portion of the amino(lower)alkyl radical may be further substituted with one or two lower alkyl groups or incorporated into a heterocyclic amine radical. The derivatives having the amino(lower)alkyl radical only at position 1 are further substituted at position 1 and may be optionally substituted at positions 3,4,5,6,7,8, and 9. The pyrano[3,4-b]indole or thiopyrano[3,4-b]indole derivatives having the amino(lower)alkyl radical only at position 9 possess two substituents at position 1 and may be optionally substituted at position 3,4,5,6,7, and 8; the derivatives having an amino(lower)alkyl radical at both positions 1 and 9 are further substituted at position 1 and may be optionally substituted at positions 3,4,5,6,7 and 8. The pyrano-and thiopyranoindole derivatives of this invention are useful antidepressant and antiulcer agents. Methods for the preparation and use of these derivatives are also disclosed.

  本发明揭示了以氨基(较低)烷基基团连接到吡喃并[3,4-b]吲哚或硫代吡喃并[3,4-b]吲哚核的1和9位置中的一个或两个位置，或者连接到吡喃并[4,3-b]吲哚或硫代吡喃并[4,3-b]吲哚核的1位置的吡喃并吲哚或硫代吡喃并吲哚衍生物。氨基(较低)烷基基团的氨基部分可能进一步被一个或两个较低烷基基团取代，或者被并入一个杂环胺基团中。在位置1处仅具有氨基(较低)烷基基团的衍生物在位置1处进一步取代，并且可以选择地在位置3,4,5,6,7,8和9处取代。在位置9处仅具有氨基(较低)烷基基团的吡喃并[3,4-b]吲哚或硫代吡喃并[3,4-b]吲哚衍生物在位置1处具有两个取代基，并且可以选择地在位置3,4,5,6,7和8处取代；在位置1和9处均具有氨基(较低)烷基基团的衍生物在位置1处进一步取代，并且可以选择地在位置3,4,5,6,7和8处取代。本发明的吡喃并吲哚和硫代吡喃并吲哚衍生物是有用的抗抑郁和抗溃疡剂。还公开了这些衍生物的制备和使用方法。