N-(1,3,3-trimethyl-2-oxo-2,3-dihydro-1H-indol-6-yl)isonicotinamide | 1581753-45-8

• 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: N-(1,3,3-trimethyl-2-oxo-2,3-dihydro-1H-indol-6-yl)isonicotinamide
• 英文别名: N-(1,3,3-Trimethyl-2-oxo-2,3-dihydro-1H-indol-6-yl)-isonicotinamide；N-(1,3,3-trimethyl-2-oxoindol-6-yl)pyridine-4-carboxamide
• CAS: 1581753-45-8
• 化学式: C₁₇H₁₇N₃O₂
• 分子量: 295.341
• InChiKey: FQMVPOZSYQZHHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  62.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  氯化异氰盐酸盐 、 6-氨基-1,3,3-三甲基-2-氧代吲哚啉 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以661 mg的产率得到N-(1,3,3-trimethyl-2-oxo-2,3-dihydro-1H-indol-6-yl)isonicotinamide
  参考文献：
  名称：

  [EN] 2-OXO-2,3-DIHYDRO-INDOLES FOR THE TREATMENT OF CNS DISORDERS
  [FR] 2-OXO-2,3-DIHYDRO-INDOLES DESTINÉS AU TRAITEMENT DE TROUBLES DU SNC

  摘要：

  本发明涉及一般式(I)的2-氧代-2,3-二氢吲哚，其中（N1）是苯基或杂环芳基，选择自吡啶基、嘧啶基、咪唑基、异噁唑基或吡唑基；（N2）是苯基或吡啶基，其中吡啶基中的N原子可以在所有自由位置上；R1是氢、低碳基、被卤素取代的低碳基、低烷氧基或卤素；n为1或2；若n为2，则R1可以相同也可以不同；R2/R2'彼此独立地为低碳基，或与它们连接的碳原子一起形成一个C3-6环烷基环；R3是低碳基、C3-6环烷基、CH2-C3-6环烷基、C3-6环烷基其中一个环碳原子被-O-取代、（CH2）3-O-C3-6环烷基、被羟基取代的低碳基、被卤素取代的低碳基、（CH2）3-S(O)2-C3-6环烷基或（CH2）2-S(O)2-低碳基；R4是氢、卤素或低碳基；m为1或2；若m为2，则R4可以相同也可以不同；以及其药学上可接受的盐、消旋混合物、或其对应的对映体和/或光学异构体和/或立体异构体。

  公开号：

  WO2014040969A1

文献信息

• 2-OXO-2,3-DIHYDRO-INDOLES FOR THE TREATMENT OF CNS DISORDERS
  申请人：Hoffmann-La Roche Inc.

  公开号：US20150284386A1

  公开（公告）日：2015-10-08

  The present invention is concerned with 2-oxo-2,3-dihydro-indoles of general formula wherein is phenyl or a heteroaryl group, selected from pyridinyl, pyrimidinyl, imidazolyl, isoxazolyl or pyrazolyl; is phenyl or pyridinyl, wherein the N atom in the pyridinyl group may be on all free positions; R 1 is hydrogen, lower alkyl, lower alkyl substituted by halogen, lower alkoxy or halogen; n is 1 or 2; if n is 2, R 1 may be the same or not; R 2 /R 2′ are independently from each other lower alkyl, or form together with the carbon atom to which they are attached a C 3-6 -cycloalkyl ring; R 3 is lower alkyl, C 3-6 -cycloalkyl, CH 2 —C 3-6 -cycloalkyl, C 3-6 -cycloalkyl wherein one ring-carbon atom is replaced by —O—, (CH 2 ) 3 —O—C 3-6 -cycloalkyl, lower alkyl substituted by hydroxy, lower alkyl substituted by halogen, (CH 2 ) 3 —S(O) 2 —C 3-6 -cycloalkyl or (CH 2 ) 2 —S(O) 2 -lower alkyl; R 4 is hydrogen, halogen or lower alkyl; m is 1 or 2; if m is 2, R 4 may be the same or not; as well as with a pharmaceutically acceptable salts thereof, with a racemic mixture, or with its corresponding enantiomer and/or optical isomer and/or stereoisomer thereof.

  本发明涉及一般式的2-氧代-2,3-二氢吲哚： 其中 R1为氢、较低的烷基、被卤素取代的较低的烷基、较低的烷氧基或卤素； n为1或2；如果n为2，则R1可以相同也可以不同； R2/R2′互相独立，为较低的烷基，或与它们所附着的碳原子一起形成C3-6环烷基环； R3为较低的烷基、C3-6环烷基、CH2—C3-6环烷基、C3-6环烷基，其中一个环碳原子被—O—取代，(CH2)3—O—C3-6环烷基、被羟基取代的较低的烷基、被卤素取代的较低的烷基、(CH2)3—S(O)2—C3-6环烷基或(CH2)2—S(O)2-较低的烷基； R4为氢、卤素或较低的烷基； m为1或2；如果m为2，则R4可以相同也可以不同； 以及其药学上可接受的盐、其外消旋混合物、其对应的对映体和/或光学异构体和/或立体异构体。
• 2-oxo-2,3-dihydro-indoles for the treatment of CNS disorders
  申请人：Hoffmann-La Roche Inc.

  公开号：US09221816B2

  公开（公告）日：2015-12-29

  The present invention is concerned with 2-oxo-2,3-dihydro-indoles of general formula wherein is phenyl or a heteroaryl group, selected from pyridinyl, pyrimidinyl, imidazolyl, isoxazolyl or pyrazolyl; is phenyl or pyridinyl, wherein the N atom in the pyridinyl group may be on all free positions; R1 is hydrogen, lower alkyl, lower alkyl substituted by halogen, lower alkoxy or halogen; n is 1 or 2; if n is 2, R1 may be the same or not; R2/R2′ are independently from each other lower alkyl, or form together with the carbon atom to which they are attached a C3-6-cycloalkyl ring; R3 is lower alkyl, C3-6-cycloalkyl, CH2—C3-6-cycloalkyl, C3-6-cycloalkyl wherein one ring-carbon atom is replaced by —O—, (CH2)3—O—C3-6-cycloalkyl, lower alkyl substituted by hydroxy, lower alkyl substituted by halogen, (CH2)3—S(O)2—C3-6-cycloalkyl or (CH2)2—S(O)2-lower alkyl; R4 is hydrogen, halogen or lower alkyl; m is 1 or 2; if m is 2, R4 may be the same or not; as well as with a pharmaceutically acceptable salts thereof, with a racemic mixture, or with its corresponding enantiomer and/or optical isomer and/or stereoisomer thereof.

  本发明涉及具有以下一般式的2-氧代-2,3-二氢吲哚：其中R1为氢，较低的烷基，被卤素取代的较低烷基，较低的烷氧基或卤素；n为1或2；如果n为2，则R1可以相同或不同；R2 / R2′独立地为较低的烷基，或与它们附着的碳原子一起形成C3-6环烷基环；R3为较低的烷基，C3-6环烷基，CH2-C3-6环烷基，C3-6环烷基，其中一个环碳原子被-O-替换，（CH2）3-O-C3-6环烷基，被羟基取代的较低烷基，被卤素取代的较低烷基，（CH2）3-S（O）2-C3-6环烷基或（CH2）2-S（O）2-较低烷基；R4为氢，卤素或较低的烷基；m为1或2；如果m为2，则R4可以相同或不同；以及其药学上可接受的盐，其外消旋混合物，或其对映体和/或光学异构体和/或立体异构体。
• US9221816B2
  申请人：——

  公开号：US9221816B2

  公开（公告）日：2015-12-29
• [EN] 2-OXO-2,3-DIHYDRO-INDOLES FOR THE TREATMENT OF CNS DISORDERS<br/>[FR] 2-OXO-2,3-DIHYDRO-INDOLES DESTINÉS AU TRAITEMENT DE TROUBLES DU SNC
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014040969A1

  公开（公告）日：2014-03-20

  The present invention is concerned with 2-oxo-2,3-dihydro-indoles of general formula (I) wherein (N1) is phenyl or a heteroaryl group, selected from pyridinyl, pyrimidinyl, imidazolyl, isoxazolyl or pyrazolyl; (N2) is phenyl or pyridinyl, wherein the N atom in the pyridinyl group may be on all free positions; R1 is hydrogen, lower alkyl, lower alkyl substituted by halogen, lower alkoxy or halogen; n is 1 or 2; if n is 2, R1 may be the same or not; R2/R2' are independently from each other lower alkyl, or form together with the carbon atom to which they are attached a C3-6-cycloalkyl ring; R3 is lower alkyl, C3-6-cycloalkyl, CH2-C3-6-cycloalkyl, C3-6-cycloalkyl wherein one ring-carbon atom is replaced by -O-, (CH2)3-O-C3-6-cycloalkyl, lower alkyl substituted by hydroxy, lower alkyl substituted by halogen, (CH2)3-S(O)2-C3-6-cycloalkyl or (CH2)2-S(O)2-lower alkyl; R4 is hydrogen, halogen or lower alkyl; m is 1 or 2; if m is 2, R4 may be the same or not; as well as with a pharmaceutically acceptable salts thereof, with a racemic mixture, or with its corresponding enantiomer and/or optical isomer and/or stereoisomer thereof.

  本发明涉及一般式(I)的2-氧代-2,3-二氢吲哚，其中（N1）是苯基或杂环芳基，选择自吡啶基、嘧啶基、咪唑基、异噁唑基或吡唑基；（N2）是苯基或吡啶基，其中吡啶基中的N原子可以在所有自由位置上；R1是氢、低碳基、被卤素取代的低碳基、低烷氧基或卤素；n为1或2；若n为2，则R1可以相同也可以不同；R2/R2'彼此独立地为低碳基，或与它们连接的碳原子一起形成一个C3-6环烷基环；R3是低碳基、C3-6环烷基、CH2-C3-6环烷基、C3-6环烷基其中一个环碳原子被-O-取代、（CH2）3-O-C3-6环烷基、被羟基取代的低碳基、被卤素取代的低碳基、（CH2）3-S(O)2-C3-6环烷基或（CH2）2-S(O)2-低碳基；R4是氢、卤素或低碳基；m为1或2；若m为2，则R4可以相同也可以不同；以及其药学上可接受的盐、消旋混合物、或其对应的对映体和/或光学异构体和/或立体异构体。