1-[(1,10-dimethyl-3,4-dihydro-1H-[1,4]oxazino[4,3-a]indol-1-yl)-acetyl]-4-methyl-piperazine | 56220-70-3

• 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-[(1,10-dimethyl-3,4-dihydro-1H-[1,4]oxazino[4,3-a]indol-1-yl)-acetyl]-4-methyl-piperazine
• 英文别名: 1-methyl-4-[(1,10-dimethyl-3,4-dihydro-1H-1,4-oxazino[4,3-a]indol-1-yl)acetyl]piperazine；2-(1,10-dimethyl-3,4-dihydro-[1,4]oxazino[4,3-a]indol-1-yl)-1-(4-methylpiperazin-1-yl)ethanone
• CAS: 56220-70-3
• 化学式: C₂₀H₂₇N₃O₂
• 分子量: 341.453
• InChiKey: DJPWWCVPNPVFOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  37.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[(1,10-dimethyl-3,4-dihydro-1H-[1,4]oxazino[4,3-a]indol-1-yl)-acetyl]-4-methyl-piperazine 、 氢化铝锂 以21%的产率得到
  参考文献：
  名称：

  DEMERSON C. A.; SANTROCH G.; HUMBER L. G.; CHAREST M.-P., J. MED. CHEM. , 1975, 18, NO 6, 577-580

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-Dihydro-1,10-dimethyl-1H-1,4-oxazino[4,3-a]-indole-1-acetic acid 、 N-甲基哌嗪 生成 1-[(1,10-dimethyl-3,4-dihydro-1H-[1,4]oxazino[4,3-a]indol-1-yl)-acetyl]-4-methyl-piperazine
  参考文献：
  名称：

  3,4-Dihydro-1H-1,4-oxazino[4,3-a]indoles as potential antidepressants

  摘要：

  A series of 3,4-dihydro-1H-1,4-oxazino[4,3-a]indoles bearing basic side chains has been synthesized by a novel chemical process. These compounds have been screened for potential antidepressant activity. One of these derivatives, 3,4-dihydro-1,10-dimethyl-1-(3-methylaminopropyl)-1H-1,4-oxazino[4,3-a]indole (AY-23,673), was particularly potent in the prevention of reserpine ptosis test in mice, with an ED50 of 0.5 mg/kg ip.

  DOI：

  10.1021/jm00240a010

文献信息

• Oxazinoindole- and thiazinoindole derivatives
  申请人：Ayerst McKenna and Harrison Ltd.

  公开号：US03962236A1

  公开（公告）日：1976-06-08

  Oxazinoindole derivatives characterized by having an amino(lower)alkyl radical attached to the 1 position of a 1H-1,4-oxazino[4,3-a]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 in a heterocyclic amine radical. The derivatives are substituted further at positions 1 and 10 and may be optionally substituted at positions 3, 4, 6, 7, 8 and 9. The oxazinoindole derivatives of this invention are useful antidepressant and antiulcer agents. Methods for the preparation and use of these derivatives are also disclosed.

  本发明揭示了一种氨（较低）烷基基团连接到1H-1,4-噁唑并[4,3-a]吲哚核的1位的噁唑并吲哚衍生物。氨（较低）烷基基团的氨部分可以进一步用一个或两个较低的烷基基团取代，或者并入杂环胺基团。这些衍生物在1和10位进一步取代，并且可以在3、4、6、7、8和9位可选地取代。本发明的噁唑并吲哚衍生物是有用的抗抑郁和抗溃疡药物。还揭示了这些衍生物的制备和使用方法。
• Oxazinoindole derivatives useful as antidepressants
  申请人：Ayerst McKenna & Harrison Ltd.

  公开号：US04012511A1

  公开（公告）日：1977-03-15

  Oxazinoindole derivatives characterized by having an amino(lower)alkyl radical attached to the 1 position of a 1H-1,4-oxazino[4,3-a]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 in a heterocyclic amine radical. The derivatives are substituted further at positions 1 and 10 and may be optionally substituted at positions 3, 4, 6, 7, 8 and 9. The oxazinoindole derivatives of this invention are useful antidepressant and antiulcer agents. Methods for the use of these derivatives and compositions containing them are also disclosed.

  本发明揭示了一种具有氨基（较低）烷基基团连接到1H-1,4-噁唑并[4,3-a]吲哚核的1位的噁唑并吲哚衍生物。氨基（较低）烷基基团的氨基部分可以进一步用一或两个较低烷基基团取代或并入杂环胺基团中。该衍生物在1和10位进一步取代，并可选择在3、4、6、7、8和9位取代。本发明的噁唑并吲哚衍生物是有用的抗抑郁和抗溃疡剂。本发明还揭示了使用这些衍生物和含有它们的组合物的方法。
• Thiazinoindoles useful as antidepressants
  申请人：Ayerst McKenna and Harrison Ltd.

  公开号：US04066763A1

  公开（公告）日：1978-01-03

  Thiazinoindole derivatives characterized by having an amino(lower)alkyl radical attached to the 1 position of a 1H-1,4-thiazino[4,3-a]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 in a heterocyclic amine radical. The derivatives are substituted further at positions 1 and 10 and may be optionally substituted at positions 3, 4, 6, 7, 8 and 9. The thiazinoindole derivatives of this invention are useful antidepressant and antiulcer agents. Methods for the use of these derivatives and compositions containing them are also disclosed.

  本发明揭示了一种具有氨基（较低）烷基基团连接到1H-1,4-噻唑并[4,3-a]吲哚核的1位的噻唑并吲哚衍生物。氨基（较低）烷基基团的氨基部分可以进一步用一个或两个较低烷基基团取代或并入杂环胺基团。该衍生物在1和10位置进一步取代，可选地在3、4、6、7、8和9位置取代。本发明的噻唑并吲哚衍生物是有用的抗抑郁和抗溃疡药物。还揭示了使用这些衍生物的方法和含有它们的组合物。
• US3962236A
  申请人：——

  公开号：US3962236A

  公开（公告）日：1976-06-08
• US4012511A
  申请人：——

  公开号：US4012511A

  公开（公告）日：1977-03-15