1-(Aminomethyl)-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole | 42820-26-8

• 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-(Aminomethyl)-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole
• 英文别名: 1,3,4,9-tetrahydro-1-methylpyrano<3,4-b>indole-1-methanamine；1,3,4,9-Tetrahydro-1-methylpyrano[3,4-b]indol-1-methanamine；C-(1-methyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-methylamine；1-(Aminomethyl)-1-methyl-1,3,4,9-tetrahydropyrano<3,4-b>indol；(1-methyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl)methanamine
• CAS: 42820-26-8
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: OMBPFGZWBIOSRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  51
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(Aminomethyl)-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole 在 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 1.5h， 生成 5-(2-chloroethyl)-4-methyl-1-propylpyrimido<1,6-a>indole
  参考文献：
  名称：

  Jirkovsky, Ivo; Baudy, Reinhardt, Journal of Chemical Research, Miniprint, 1981, # 1, p. 112 - 126

  摘要：

  DOI：
• 作为产物：
  描述：

  色醇 在 trifluoroborane diethyl ether 、 三氟乙酸 作用下， 以 苯 为溶剂， 生成 1-(Aminomethyl)-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole
  参考文献：
  名称：

  Pyrano- and thiopyranoindole derivatives, compositions and methods of use

  摘要：

  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。

  公开号：

  US04003913A1

文献信息

• Pyranoindole derivatives as antiulcer agents
  申请人：Ayerst McKenna and Harrison Ltd.

  公开号：US04066780A1

  公开（公告）日：1978-01-03

  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 substitutents 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.

  Pyranoindole和thiopyranoindole衍生物的特征在于在pyrano[3,4-b]indole或thiopyrano[3,4-b]indole核的1和9位置之一或两者上附加有氨基(较低)烷基基团，或者在pyrano[4,3-b]indole或thiopyrano[4,3-b]indole核的1位置上附加有该基团。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。只在位置1具有氨基(较低)烷基基团的衍生物在位置1进一步被取代，并且可以选择在位置3,4,5,6,7,8和9处被取代。只在位置9具有氨基(较低)烷基基团的pyrano[3,4-b]indole或thiopyrano[3,4-b]indole衍生物在位置1处具有两个取代基，并且可以选择在位置3,4,5,6,7和8处被取代；在位置1和9处都具有氨基(较低)烷基基团的衍生物在位置1处进一步被取代，并且可以选择在位置3,4,5,6,7和8处被取代。本发明的pyrano和thiopyranoindole衍生物可用作抗抑郁和抗溃疡剂。还公开了这些衍生物的制备和使用方法。
• 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。
• Pyrimido[1,6-a]indole derivatives
  申请人：American Home Products Corp.

  公开号：US04307234A1

  公开（公告）日：1981-12-22

  Pyrimido[1,6-a]indole derivatives characterized by having a substituted ethyl group at position 5 and optionally being further substituted at various positions on the pyrimido[1,6-a]indole nucleus are disclosed. The foregoing compounds are useful as antihypertensive agents in a mammal. Methods for their preparation also are disclosed.

  本发明涉及一种以在位置5具有取代乙基基团并且在吡咯并[1,6-a]吲哚核上的各种位置可选择地进一步取代的吡咯并[1,6-a]吲哚衍生物。上述化合物在哺乳动物中作为降压药物是有用的。同时也公开了它们的制备方法。
• Pyrimido(1,6-a)indole derivatives and intermediates therefor, processes for their preparation, pharmaceutical compositions containing the derivatives and their use
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0008950A2

  公开（公告）日：1980-03-19

  Pyrimido[1,6-a]indole derivatives of formula (I) wherein R1-3 are optional defined substituents and R4 and R5 are defined substituents, and therapeutically acceptable acid addition salts thereof, are useful as antihypertensive agents. They may e used alone or with diuretic or other antihypertensive agents. Pharmaceutical compositions containing the compounds and processes for preparing the compounds are disclosed. Diazofluoranthene chemical intermediates and processes for preparing them are also disclosed.

  式（I）的嘧啶并[1,6-a]吲哚衍生物 其中 R1-3 为任选的定义取代基，R4 和 R5 为定义取代基，其治疗上可接受的酸加成盐可用作降压药。它们可单独使用，也可与利尿剂或其他降压药一起使用。本文还公开了含有这些化合物的药物组合物以及制备这些化合物的工艺。此外，还公开了重氮荧蒽化学中间体及其制备工艺。
• JIRKOVSKY I.; BAUDY R., J. CHEM. RES. SYNOP., 1981, NO 1, 10-11, (M 112-126)
  作者：JIRKOVSKY I.、 BAUDY R.

  DOI：——

  日期：——