3,3-bis-(4-pyridinylmethyl)-1,3-dihydro-1-[(phenylmethylene)amino]-2H-indol-2-one | 135088-45-8

• 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: 3,3-bis-(4-pyridinylmethyl)-1,3-dihydro-1-[(phenylmethylene)amino]-2H-indol-2-one
• 英文别名: 1-(benzylideneamino)-3,3-bis(pyridin-4-ylmethyl)indol-2-one
• CAS: 135088-45-8
• 化学式: C₂₇H₂₂N₄O
• 分子量: 418.498
• InChiKey: LDQAZRFOLQLWRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3-bis-(4-pyridinylmethyl)-1,3-dihydro-1-[(phenylmethylene)amino]-2H-indol-2-one 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 1-amino-3,3-bis(4-pyridinylmethyl)-1,3-dihydro-2H-indol-2-one
  参考文献：
  名称：

  1,3-dihydro-1-(pyridinylamino)-2H-indol-2-ones

  摘要：

  本发明涉及公式为##STR1##的1,3-二氢-1-(吡啶基氨基)-2H-吲哚-2-酮，其中R.sub.1、R.sub.2和R.sub.3独立地选自氢、低碳基、芳基、芳基低碳基或杂芳基低碳基，所述芳基低碳基包括吡啶基甲基、吡啶基乙基、噻吩基甲基、噻吩基乙基；或者R.sub.2和R.sub.3共同形成4到6个碳原子的环烷基或螺联芳基环烷基或杂芳基环烷基，所述螺联芳基环烷基或杂芳基环烷基包括哌啶和四氢吡喃；X和Y独立地选自氢、卤素、羟基、低碳基、低碳氧基、硝基、氨基或三氟甲基；m和n独立地选自1至3的整数，以及其药学上可接受的酸盐，以及在适用的情况下，其光学、几何和立体异构体和外消旋混合物。本发明化合物显示出作为镇痛剂、抗癫痫药物、增强记忆和治疗阿尔茨海默病的用途。

  公开号：

  US05053511A1

文献信息

• 1,3-dihydro-1-(pyridinylamino)-2H-indol-1-ones and intermediates for the
  申请人：Hoechst-Roussel Pharmaceuticals Incorporated

  公开号：US05179119A1

  公开（公告）日：1993-01-12

  This invention relates to 1,3-dihydro-1-(pyridinylamino)-2H-indol-2-ones of the formula ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen, loweralkyl, aryl, arylloweralkyl or heteroarylloweralkyl selected from the group consisting of pyridinylmethyl, pyridinylethyl, thienylmethyl, thienylethyl; or R.sub.2 and R.sub.3 together form a cycloalkane ring of 4 to 6 carbons or a spiro-fused aryl cycloalkane or heterocycloalkyl selected from the group consisting of piperidine and tetrahydropyran; X and Y are independently hydrogen, halogen, hydroxy, loweralkyl, loweralkoxy, nitro, amino or trifluoromethyl; m and n are independently integers of 1 to 3, the pharmaceutically acceptable acid addition salts thereof and, where applicable the optical, geometrical and stereoisomers and racemic mixtures thereof. The compounds of this invention display utility as analgesics, anticonvulsants, for enhancing memory and for the treatment of Alzheimer's disease.

  本发明涉及的是式子为##STR1##的1,3-二氢-1-(吡啶基氨基)-2H-吲哚-2-酮，其中R.sub.1、R.sub.2和R.sub.3分别为氢、低烷基、芳基、芳基低烷基或杂芳基低烷基，所述芳基选自吡啶甲基、吡啶乙基、噻吩甲基、噻吩乙基；或者R.sub.2和R.sub.3组成4到6个碳的环烷基或螺合芳基环烷基或杂环烷基，所述螺合芳基环烷基或杂环烷基选自哌啶和四氢吡喃；X和Y分别为氢、卤素、羟基、低烷基、低烷氧基、硝基、氨基或三氟甲基；m和n分别为1到3的整数，以及其药学上可接受的酸盐和光学异构体、几何异构体、立体异构体和混合物。本发明化合物具有镇痛、抗惊厥、增强记忆和治疗阿尔茨海默病的功效。
• 1-amino-3,3-bis(thienylalkyl)-1,3-dihydro-2H-indol-2-ones
  申请人：Hoechst Marion Roussel, Inc.

  公开号：US05621116A1

  公开（公告）日：1997-04-15

  This invention relates to 1,3-dihydro-1-(pyridinylamino)-2H-indol-2-ones of the formula ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen, loweralkyl, aryl, arylloweralkyl or heteroarylloweralkyl selected from the group consisting of pyridinylmethyl, pyridinylethyl, thienyhmethyl, thienylethyl; or R.sub.2 and R.sub.3 together form a cycloalkane ring of 4 to 6 carbons or a spiro-fused aryl cycloalkane or heterocycloalkyl selected from the group consisting of piperidine and tetrahydropyran; X and Y are independently hydrogen, halogen, hydroxy, loweralkyl, loweralkoxy, nitro, amino or trifluoromethyl; m and n are independently integers of 1 to 3, the pharmaceutically acceptable acid addition salts thereof and, where applicable the optical, geometrical and stereoisomers and racemic mixtures thereof. The compounds of this invention display utility as analgesics, anticonvulsants, for enhancing memory and for the treatment of Alzheimer's disease.

  本发明涉及以下式子的1,3-二氢-1-(吡啶基氨基)-2H-吲哚-2-酮：##STR1##其中，R.sub.1，R.sub.2和R.sub.3分别独立地为氢、低碳基、芳基、芳基低碳基或杂芳基低碳基，所述芳基低碳基选自由吡啶甲基、吡啶乙基、噻吩甲基、噻吩乙基；或者R.sub.2和R.sub.3共同形成4至6个碳原子的环烷基或螺联芳基环烷基或杂环烷基，所述螺联芳基环烷基或杂环烷基选自哌啶和四氢吡喃；X和Y分别独立地为氢、卤素、羟基、低碳基、低碳氧基、硝基、氨基或三氟甲基；m和n分别独立地为1至3的整数，以及其中的药物可接受的酸盐，以及在适用的情况下其光学、几何和立体异构体和混合物。本发明的化合物显示出作为镇痛剂、抗癫痫剂、增强记忆和治疗阿尔茨海默病的效用。
• 1,3-dihydro-1-(pyridinylamino)-2H-indol-2-ones and intermediates for the
  申请人：Hoechst-Roussel Pharmaceuticals, Inc.

  公开号：US05464846A1

  公开（公告）日：1995-11-07

  This application is a continuation-in-part of pending U.S. patent application Ser. No. 388,437, filed Aug. 2, 1989. This invention relates to 1,3-dihydro-1-(pyridinylamino)-2H-indol-2-ones of the formula ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen, loweralkyl, aryl, arylloweralkyl or heteroarylloweralkyl selected from the group consisting of pyridinylmethyl, pyridinylethyl, thienylmethyl, thienylethyl; or R.sub.2 and R.sub.3 together form a cycloalkane ring or 4 to 6 carbons or a spiro-fused aryl cycloalkane or heterocycloalkyl selected from the group consisting of piperidine and tetrahydropyran; X and Y are independently hydrogen, halogen, hydroxy, loweralkyl, loweralkoxy, nitro, amino or trifluoromethyl; m and n are independently integers of 1 to 3, the pharmaceutically acceptable acid addition salts thereof and, where applicable the optical, geometrical and stereoisomers and racemic mixtures thereof. The compounds of this invention display utility as analgesics, anticonvulsants, for enhancing memory and for the treatment of Alzheimer's disease.

  此申请是待定的美国专利申请编号为388,437的部分续展申请，申请日期为1989年8月2日。本发明涉及以下式子的1,3-二氢-1-(吡啶基氨基)-2H-吲哚-2-酮：##STR1## 其中，R.sub.1、R.sub.2和R.sub.3分别为氢、低碳基、芳香基、芳香低碳基或杂环芳基低碳基，所述芳香基低碳基或杂环芳基低碳基选自以下群组：吡啶基甲基、吡啶基乙基、噻吩基甲基、噻吩基乙基；或者R.sub.2和R.sub.3共同形成4至6个碳原子的环烷基环或螺联芳基环烷基或杂环烷基，所述螺联芳基环烷基或杂环烷基选自以下群组：哌啶和四氢吡喃；X和Y分别为氢、卤素、羟基、低碳基、低碳氧基、硝基、氨基或三氟甲基；m和n分别为1到3的整数，以及其药学上可接受的酸盐，如适用，其光学、几何和立体异构体以及混合物。本发明的化合物具有镇痛、抗癫痫、增强记忆和治疗阿尔茨海默病的功效。
• 1,3-dihydro-1-amino-2H-indol-2-ones
  申请人：Hoechst Marion Roussel, Inc.

  公开号：US05686626A1

  公开（公告）日：1997-11-11

  This invention relates to 1,3-dihydro-1-(pyridinylamino)-2H-indol-2-ones of the formula ##STR1## where R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen, loweralkyl, aryl, arylloweralkyl or heteroarylloweralkyl selected from the group consisting of pyridinylmethyl, pyridinylethyl, thienylmethyl, thienylethyl; or R.sub.2 and R.sub.3 together form a cycloalkane ring of 4 to 6 carbons or a spiro-fused aryl cycloalkane or heterocycloalkyl selected from the group consisting of piperidine and tetrahydropyran; X and Y are independently hydrogen, halogen, hydroxy, loweralkyl, loweralkoxy, nitro, amino or trifluoromethyl; m and n are independently integers of 1 to 3, the pharmaceutically acceptable acid addition salts thereof and, where applicable the optical, geometrical and stereoisomers and racemic mixtures thereof. The compounds of this invention display utility as analgesics, anticonvulsants, for enhancing memory and for the treatment of Alzheimer's disease.

  本发明涉及公式为 ##STR1## 的1,3-二氢-1-(吡啶基氨基)-2H-吲哚-2-酮，其中R.sub.1、R.sub.2和R.sub.3分别为氢、低碳基、芳基、芳基低碳基或杂芳基低碳基，所述低碳基、芳基、芳基低碳基或杂芳基低碳基从吡啶基甲基、吡啶基乙基、噻吩基甲基、噻吩基乙基中选择；或者R.sub.2和R.sub.3共同形成4到6个碳的环烷基环或螺联芳基环烷基或杂芳基环烷基，所述螺联芳基环烷基或杂芳基环烷基从哌啶和四氢吡喃中选择；X和Y分别为氢、卤素、羟基、低碳基、低碳氧基、硝基、氨基或三氟甲基；m和n分别为1到3的整数；以及其药学上可接受的酸盐和光学、几何和立体异构体和其混合物。本发明的化合物具有作为镇痛剂、抗惊厥剂、增强记忆和治疗阿尔茨海默病的实用性。