1-Methyl-1,3,4,9-tetrahydrothiopyrano(3,4-b)indol-1-essigsaeure | 41339-53-1

• 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-tetrahydrothiopyrano(3,4-b)indol-1-essigsaeure
• 英文别名: 1-Methyl-1,3,4,9-tetrahydrothiopyrano<3,4-b>indol-1-essigsaeure；(1-methyl-1,3,4,9-tetrahydro-thiopyrano[3,4-b]indol-1-yl)-acetic acid；1-METHYL-1,3,4,9-TETRAHYDROTHIOPYRANO[3,4-b]INDOLE-1-ACETIC ACID；Thiopyrano[3,4-b]indole-1-acetic acid, 1,3,4,9-tetrahydro-1-methyl-；2-(1-methyl-4,9-dihydro-3H-thiopyrano[3,4-b]indol-1-yl)acetic acid
• CAS: 41339-53-1
• 化学式: C₁₄H₁₅NO₂S
• 分子量: 261.345
• InChiKey: ZEHPLOBPGDRTED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  78.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Methyl-1,3,4,9-tetrahydrothiopyrano(3,4-b)indol-1-essigsaeure 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 坦达明
  参考文献：
  名称：

  Jirkovsky; Humber; Voith, Arzneimittel-Forschung/Drug Research, 1977, vol. 27, # 9, p. 1642 - 1648

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰乙酸甲酯 、 thiotryptophol 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 生成 1-Methyl-1,3,4,9-tetrahydrothiopyrano(3,4-b)indol-1-essigsaeure
  参考文献：
  名称：

  Jirkovsky,I. et al., Journal of Heterocyclic Chemistry, 1975, vol. 12, p. 937 - 940

  摘要：

  DOI：

文献信息

• Certain pyrano [3,4-b]indoles and thiopyrano[3,4-b]indoles
  申请人：American Home Products Corporation

  公开号：US03939178A1

  公开（公告）日：1976-02-17

  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.

  本发明揭示了一种具有1,3,4,9-四氢吡喃并[3,4-b]吲哚或1,3,4,9-四氢硫吡喃并[3,4-b]吲哚核的吲哚衍生物，其在1位带有酸、酯或酰胺功能的取代基。该核在1位进一步取代，且可以选择在3、4、5、6、7、8和9位上进行取代。这些衍生物是有用的抗炎、镇痛、抗菌和抗真菌剂，并且揭示了其制备和使用方法。
• 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.

  本发明揭示了一种具有1,3,4,9-四氢吡喃[3,4-b]吲哚或1,3,4,9-四氢噻吩[3,4-b]吲哚核，其在位置1上带有一个酸、酯或酰胺官能团的吡咯衍生物。该核在位置1处进一步取代，并且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，本发明还揭示了它们的制备和使用方法。
• 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.

  本发明揭示了具有氨基（较低）烷基基团附加在吡喃[3,4-b]吲哚或硫代吡喃[3,4-b]吲哚核的1位和/或9位，或者具有该基团附加在吡喃[4,3-b]吲哚或硫代吡喃[4,3-b]吲哚核的1位的吡喃吲哚和硫代吡喃吲哚衍生物。氨基（较低）烷基基团的氨基部分可以进一步取代为一或两个较低的烷基基团或并入一个杂环胺基团。仅在1位具有氨基（较低）烷基基团的衍生物在1位进一步取代，并可选择在3、4、5、6、7、8和9位取代。仅在9位具有氨基（较低）烷基基团的吡喃[3,4-b]吲哚或硫代吡喃[3,4-b]吲哚衍生物在1位具有两个取代基，并可选择在3、4、5、6、7和8位取代；在1位和9位均具有氨基（较低）烷基基团的衍生物在1位进一步取代，并可选择在3、4、5、6、7和8位取代。本发明的吡喃和硫代吡喃吲哚衍生物是有用的抗抑郁和抗溃疡剂。还揭示了制备和使用这些衍生物的方法。
• Process for preparing pyrano[3,4-b]indole or thio pyrano[3,4-b]indole
  申请人：American Home Products Corporation

  公开号：US04012417A1

  公开（公告）日：1977-03-15

  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.

  本发明涉及一种1,3,4,9-四氢吡喃并[3,4-b]吲哚或1,3,4,9-四氢噻吩并[3,4-b]吲哚核，在1号位置带有一个包含酸、酯或酰胺功能的取代基的吲哚衍生物。该核在1号位置进一步取代，可选择在3、4、5、6、7、8和9号位置进一步取代。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。
• Pharmaceutical method for using pyrano-and thiopyranoindole derivatives
  申请人：Ayerst McKenna and Harrison Ltd.

  公开号：US04041169A1

  公开（公告）日：1977-08-09

  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.

  本发明揭示了一种带有氨基（较低）烷基基团的吡喃并[3,4-b]吲哚或硫代吡喃并[3,4-b]吲哚核的衍生物，其中该基团连接到1和/或9位，或连接到吡喃并[4,3-b]吲哚或硫代吡喃并[4,3-b]吲哚核的1位。氨基（较低）烷基基团的氨基部分可以进一步取代为一个或两个较低的烷基基团或并入到一个杂环胺基团中。仅在1位具有氨基（较低）烷基基团的衍生物在1位进一步取代，并可在3、4、5、6、7、8和9位选择性地取代。仅在9位具有氨基（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1位具有两个取代基，并可在3、4、5、6、7和8位选择性地取代；在1和9位均具有氨基（较低）烷基基团的衍生物在1位进一步取代，并可在3、4、5、6、7和8位选择性地取代。本发明的吡喃并和硫代吡喃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。