1,3,4,9-tetrahydro-α-(2-hydroxyethyl)-N,N,1-trimethylpyrano[3,4-b]indole-1-acetamide | 72420-61-2

• 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: 1,3,4,9-tetrahydro-α-(2-hydroxyethyl)-N,N,1-trimethylpyrano[3,4-b]indole-1-acetamide
• 英文别名: 4-hydroxy-N,N-dimethyl-2-(1-methyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-butyramide；1,3,4,9-Tetrahydro-alpha-(2-hydroxyethyl)-N,N,1-trimethylpyrano[3,4-b]indole-1-acetamide；4-hydroxy-N,N-dimethyl-2-(1-methyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl)butanamide
• CAS: 72420-61-2
• 化学式: C₁₈H₂₄N₂O₃
• 分子量: 316.4
• InChiKey: NQDPEAFRTDEAAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  65.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3,4,9-tetrahydro-α-(2-hydroxyethyl)-N,N,1-trimethylpyrano[3,4-b]indole-1-acetamide 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 dimethyl-(3a-methyl-1,2,3a,4,5,6-hexahydro-benzo[b]pyrano[2,3,4-hi]indolizin-4-ylmethyl)-amine
  参考文献：
  名称：

  Asselin; Humber; Charest, European Journal of Medicinal Chemistry, 1979, vol. 14, # 2, p. 115 - 118

  摘要：

  DOI：
• 作为产物：
  描述：

  α-乙酰基-γ-丁内酯 在 对甲苯磺酸 、 二甲胺 作用下， 以 四氢呋喃 、 甲醇 、 苯 为溶剂， 生成 1,3,4,9-tetrahydro-α-(2-hydroxyethyl)-N,N,1-trimethylpyrano[3,4-b]indole-1-acetamide
  参考文献：
  名称：

  10B-Azafluoranthene derivatives and precursors thereof

  摘要：

  本发明揭示了一种10b-Azafluoranthene衍生物，其特征在于具有1,2,3,3a,5,6-六氢-4-氧（或硫）-10b-azafluoranthene核，在位置3或3a具有烷基胺取代基。该核还可以在芳香环上进一步取代。这些衍生物是有用的抗抑郁剂，同时还揭示了其制备和使用的方法。

  公开号：

  US04171443A1

文献信息

• 1-Hydroxyalkanamine pyrano[3,4-b]indole derivatives
  申请人：American Home Products Corp.

  公开号：US04179503A1

  公开（公告）日：1979-12-18

  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 with a hydroxyalkanamine or lower alkoxyalkanamine substituent and a lower alkyl group at position 1 are disclosed. The nucleus is optionally further substituted at position 9 and on the aromatic ring. The derivatives are useful diuretic 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[3,4-b]吲哚或1,3,4,9-四氢硫代吡喃[3,4-b]吲哚核，其在1号位置具有羟基烷胺或较低的烷氧基烷胺取代基和较低的烷基基团的吲哚衍生物。该核可选择性地在9号位置和芳香环上进一步取代。这些衍生物是有用的利尿剂，还揭示了它们的制备和使用方法。
• 1-Hydroxyalkanamine pyrano(3,4-b)indole compositions and use thereof
  申请人：American Home Products Corporation

  公开号：US04235901A1

  公开（公告）日：1980-11-25

  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 with a hydroxyalkanamine or lower alkoxyalkanamine substituent and a lower alkyl group at position 1 are disclosed. The nucleus is optionally further substituted at position 9 and on the aromatic ring. The derivatives are useful diuretic agents, and methods for their preparation and use are also disclosed.

  本发明涉及一种吲哚衍生物，其特征在于具有1,3,4,9-四氢吡喃[3,4-b]吲哚或1,3,4,9-四氢噻喃[3,4-b]吲哚核，该核带有一个羟基烷胺或较低的烷氧基烷胺取代基和一个较低的烷基在1位位置。该核还可以在9位位置和芳香环上进一步取代。这些衍生物是有用的利尿剂，本发明还公开了它们的制备和使用方法。
• Tricyclic indole derivatives
  申请人：American Home Products Corporation

  公开号：US04309348A1

  公开（公告）日：1982-01-05

  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 with a hydroxyalkanamine or lower alkoxyalkanamine substituent and a lower alkyl group at position 1 are disclosed. The nucelus is optionally further substituted at position 9 and on the aromatic ring. The derivatives are useful diuretic agents, and methods for their preparation and use are also disclosed.

  本发明揭示了具有1,3,4,9-四氢吡喃[3,4-b]吲哚或1,3,4,9-四氢硫吡喃[3,4-b]吲哚核并具有羟基烷胺或较低烷氧基烷胺取代基和较低烷基在1位的吲哚衍生物。该核可以在9位和芳环上进行进一步取代。这些衍生物是有用的利尿剂，同时揭示了其制备和使用方法。
• Pyrano and thiopyrano (3,4-b) indole derivatives, processes for their preparation and pharmaceutical compositions containing them
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0005365A1

  公开（公告）日：1979-11-14

  The invention concerns new compounds of formula in which R1 is lower alkyl: R2 is hydrogen or lower alkyl R3 and R4 each independently is hydrogen, lower alkyl, halo, nitro, trifluoromethyl or lower alkoxy: R5 and R6 each independently is hydrogen or lower alkyl or R5 and R6 together with the nitrogen atom form a pyrrol-1-yl, piperidino or morpholino ring: R7 is hydrogen or lower alkyl; Alk1 and Alk2 each independently is a straight or branched chain lower alkylene having one to six carbon atoms: and X is oxa or thia, and therapeutically acceptable acid addition salts thereof. The above compounds are diuretic agents, which also possess anti-hypertensive activity. They may be used alone or with other diuretic agents Pharmaceutical compositions containing the compounds and processes for preparing the compounds are also described.

  本发明涉及式如下的新化合物 其中 R1 是低级烷基R3和R4各自独立地为氢、低级烷基、卤代、硝基、三氟甲基或低级烷氧基：R5 和 R6 各自独立地为氢或低级烷基，或 R5 和 R6 与氮原子一起形成吡咯-1-基、哌啶基或吗啉基环：R7是氢或低级烷基；Alk1和Alk2各自独立地是具有1至6个碳原子的直链或支链低级亚烷基：X是oxa或thia，及其治疗上可接受的酸加成盐。 上述化合物是利尿剂，也具有抗高血压活性。它们可单独使用，也可与其他利尿剂一起使用 含有这些化合物的药物组合物和制备这些化合物的工艺也已描述。
• ASSELIN A. A.; HUMBER L. G.; CHAREST M.-P.; PUGSLEY T. A.; LIPPMANN W., EUR. J. MED. CHEM.-CHIM. THER., 1979, 14, NO 2, 115-118
  作者：ASSELIN A. A.、 HUMBER L. G.、 CHAREST M.-P.、 PUGSLEY T. A.、 LIPPMANN W.

  DOI：——

  日期：——