4-(Piperazin-1-yl)indolin-2-one | 221194-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-(Piperazin-1-yl)indolin-2-one
• 英文别名: 4-piperazin-1-yl-1,3-dihydroindol-2-one
• CAS: 221194-34-9
• 化学式: C₁₂H₁₅N₃O
• 分子量: 217.271
• InChiKey: NFPAOQJREYSSLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  44.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-氟-2,3,4,9-四氢-1H-咔唑-3-甲醛 、 4-(Piperazin-1-yl)indolin-2-one 在 三乙酰氧基硼氢化钠 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 生成 4-(4-((6-fluoro-2,3,4,9-tetrahydro-1H-carbazol-3-yl)methyl)piperazin-1-yl)indolin-2-one
  参考文献：
  名称：

  Tetrahydrocarbazole-based serotonin reuptake inhibitor/dopamine D2 partial agonists for the potential treatment of schizophrenia

  摘要：

  A 5-fluoro-tetrahydrocarbazole serotonin reuptake inhibitor (SRI) building block was combined with a variety of linkers and dopamine D-2 receptor ligands in an attempt to identify potent D-2 partial agonist/SRI molecules for treatment of schizophrenia. This approach has the potential to treat a broader range of symptoms compared to existing therapies. Selected compounds in this series demonstrate high affinity for both targets and D-2 partial agonism in cell-based and in vivo assays. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.050

文献信息

• 3,4-dihydro-2-naphthamide derivatives as selective dopamine D3 ligands
  申请人：INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM)

  公开号：EP1683790A1

  公开（公告）日：2006-07-26

  The invention relates to 3,4-dihydro-2-naphthamide derivatives of formula (I), pharmaceutical compositions containing them and their therapeutic applications as partial agonists or antagonists of the dopamine D3 receptor for the treatment of neuropsychological disorders.

  该发明涉及公式(I)的3,4-二氢-2-萘酰胺衍生物，包含它们的药物组合物以及它们作为多巴胺D3受体的部分激动剂或拮抗剂在治疗神经心理障碍方面的治疗应用。
• Antipsychotic indolyl derivatives
  申请人：American Home Products Corporation

  公开号：US20020035112A1

  公开（公告）日：2002-03-21

  The present invention provides novel compounds of the general formula: 1 wherein R 1 and R 2 are H, OH, F, Cl, Br, I, 1 to 6 carbon alkyl or alkenyl, 1 to 6 carbon alkoxy, aryl, OR 5 , nitro, amino, CF 3 or R 1 and R 2 are taken together to form a fused ring at the 1,2 - or 2,3 -positions providing a fused phenyl group or a benzodioxane group, or a 4 - or 7 -substituted indole group, or a 4 - or 5 - or 8 -substituted quinoline group; R 3 represents a group selected from hydrogen, a 1 to 6 carbon alkyl, a 1 to 4 carbon alkoxy or a halogen; R 4 represents a group selected from hydrogen, 1 to 6 carbon alkyl or R 5 ; R 5 is CH 2 Ph in which the phenyl ring can be optionally substituted by a group selected from OMe, halogen, CF 3 ; X is selected from a group represented by N, CR 4 , CHR 4 and CHCH; A is selected from a group represented by N, NH, CH and CH 2 ; B is selected from a group represented by ═O, ═S, H and H2; or A and B may be concatenated together to form indole, benzimidazole, indolone or indoline moieties; or a pharmaceutically acceptable salt thereof, as well as pharmaceutical compositions and methods of treating central nervous system disorders utilizing these compounds.

  本发明提供了一般式为1的新化合物：其中，R1和R2为H、OH、F、Cl、Br、I、1至6碳的烷基或烯基、1至6碳的烷氧基、芳基、OR5、硝基、氨基、CF3或R1和R2在1,2-或2,3-位置上结合形成融合苯基或苯二氧杂环基，或4-或7-取代吲哚基，或4-或5-或8-取代喹啉基；R3表示氢、1至6碳的烷基、1至4碳的烷氧基或卤素基；R4表示氢、1至6碳的烷基或R5；R5是CH2Ph，其中苯环可以选择性地被OMe、卤素或CF3等基团取代；X选自N、CR4、CHR4和CHCH所表示的一组；A选自N、NH、CH和CH2所表示的一组；B选自═O、═S、H和H2所表示的一组；或者A和B可以连接在一起形成吲哚、苯并咪唑、吲哚酮或吲哚啉基团；以及这些化合物的药学上可接受的盐、药物组合物和治疗中枢神经系统疾病的方法。
• ANTIPSYCHOTIC INDOLYL DERIVATIVES
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP1076647A2

  公开（公告）日：2001-02-21
• US6310066B1
  申请人：——

  公开号：US6310066B1

  公开（公告）日：2001-10-30
• US6689792B2
  申请人：——

  公开号：US6689792B2

  公开（公告）日：2004-02-10