3-amino-8-(1-piperazinyl)-2H-1-benzopyran-2-one | 257614-79-2

• 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: 3-amino-8-(1-piperazinyl)-2H-1-benzopyran-2-one
• 英文别名: 3-amino-8-piperazin-1-ylchromen-2-one
• CAS: 257614-79-2
• 化学式: C₁₃H₁₅N₃O₂
• 分子量: 245.28
• InChiKey: AHWHLBJKIFHNIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  67.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  、 N-(8-(1-piperazinyl)-2-oxo-2H-1-benzopyran-3-yl-)acetamide 、 盐酸 以This resulted in the trihydrochloric acid salt of 3-amino-8-(1-piperazinyl)-2H-1-benzopyran-2-one (6*)的产率得到
  参考文献：
  名称：

  Process for the preparation of 3-amino-8-(1-piperazinyl)-2H-1-benzopyran-2-one and salts and solvates thereof

  摘要：

  本发明涉及一种新型工艺，用于制备3-氨基-8-(1-哌嗪基)-2H-1-苯并吡喃-2-酮，一种广谱5-HT受体结合配体，具有强效的5-HT1A激动剂和5-HT1D拮抗剂活性。本发明还涉及该化合物的新型盐和溶剂化物，特别是水合盐，以及它们作为药物的用途。

  公开号：

  US08173660B2

文献信息

• [EN] 1-[2H-1-BENZOPYRAN-2-ONE-8-YL]-PIPERAZINE DERIVATIVES FOR THE TREATMENT OF PAIN<br/>[FR] ANTI-DOULEUR A BASE DE DERIVES DE 1-[2H-1-BENZOPYRAN-2-ONE-8-YL]-PIPERAZINE
  申请人：SOLVAY PHARM BV

  公开号：WO2005092340A1

  公开（公告）日：2005-10-06

  The invention relates to a novel use of known 1-[2H-1-benzopyran-2-one-8-yl]­-piperazine derivatives, broad spectrum 5-HT receptor binding compounds, having amongst other functional serotonin receptor activities, potent 5-HT1A-agonistic as well as 5-HT1D-antagonistic activity. The compounds of the invention are useful for the preparation of medicaments for treating pain. The invention relates to compounds of the general formula (1) wherein the symbols have the meanings as given in the description.

  这项发明涉及已知的1-[2H-1-苯并吡喃-2-酮-8-基]-哌嗪衍生物的新用途，这些衍生物是广谱5-HT受体结合化合物，除了其他功能性血清素受体活性外，还具有强效的5-HT1A激动作用和5-HT1D拮抗作用。该发明的化合物可用于制备用于治疗疼痛的药物。该发明涉及具有一般式（1）的化合物，其中符号的含义如描述中所给。
• [EN] 1-[2H-1-BENZOPYRAN-2-ONE-8-YL]-PIPERAZINE DERIVATIVES FOR THE TREATMENT OF MOVEMENT DISORDERS<br/>[FR] DERIVES DE 1-[2H-1-BENZOPYRAN-2-ONE-8-YL]-PIPERAZINE UTILISES DANS LE TRAITEMENT DES TROUBLES DU MOUVEMENT
  申请人：SOLVAY PHARM BV

  公开号：WO2005092339A1

  公开（公告）日：2005-10-06

  The invention relates to a novel use of known 1-[2H-1-benzopyran-2-one-8-yl]­piperazine derivatives, broad spectrum 5-HT receptor binding compounds, having amongst other functional serotonin receptor activities, potent 5-HT1A receptor agonistic activity, 5-HT1D receptor antagonistic activity and 5-HT7 receptor agonistic activity. The compounds of the invention are useful for the preparation of medicaments for treating, ameliorating or preventing movement disorders. The invention relates to compounds of the general formula (1) (1) wherein the symbols have the meanings as given in the description.

  这项发明涉及已知的1-[2H-1-苯并吡喃-2-酮-8-基]哌嗪衍生物的新用途，这些衍生物是广谱5-HT受体结合化合物，除了其他功能性血清素受体活性外，还具有强效的5-HT1A受体激动活性、5-HT1D受体拮抗活性和5-HT7受体激动活性。该发明的化合物可用于制备用于治疗、改善或预防运动障碍的药物。该发明涉及一般式（1）（1）的化合物，其中符号的含义如描述中所示。
• [EN] PROCESS FOR THE PREPARATION OF 3-AMINO-8-(1-PIPERAZINYL) -2H-1-BENZOPYRAN-2-ONE AND SALTS AND HYDRATES THEREOF<br/>[FR] PROCEDE POUR L'ELABORATION DE 3-AMINO-8-(1-PIPERAZINYL)-2H-1-BENZOPYRAN-2-ONE ET DE SES SELS ET HYDRATES
  申请人：SOLVAY PHARM BV

  公开号：WO2005092338A1

  公开（公告）日：2005-10-06

  The invention relates to a novel process for the preparation of 3-amino-8-(1­piperazinyl)-2H-1-benzopyran-2-one, a broad spectrum 5-HT receptor binding ligand having potent 5-HT1A-agonistic as well as 5-HT1D-antagonistic activity. The invention also relates to novel salts and solvates, in particular hydrates of salts of said compound, as well as to their use as medicaments. The invention relates the compounds with the formula (7).

  这项发明涉及一种新型制备3-氨基-8-(1-哌嗪基)-2H-1-苯并吡喃-2-酮的方法，该方法是一种广谱5-HT受体结合配体，具有强效的5-HT1A激动作用和5-HT1D拮抗活性。该发明还涉及新型盐和溶剂合物，特别是该化合物的盐的水合物，以及它们作为药物的用途。该发明涉及具有以下结构式(7)的化合物。
• Extended release formulation of 3-amino-8-(1-piperazinyl)-2H-1-benzopyran-2-one
  申请人：Bruins Nico

  公开号：US20060013874A1

  公开（公告）日：2006-01-19

  The present invention relates to an extended release formulation of 3-amino-8-(1-piperazinyl)-2H-1-benzopyran-2-one or a pharmaceutically acceptable salt thereof or a hydrate of said pharmaceutically acceptable salt thereof. The invention further relates to the preparation of these extended release formulations and their use in the prevention or treatment of disorders, especially pain and CNS disorders such as depression, anxiety and movement disorders.

  本发明涉及3-氨基-8-(1-哌嗪基)-2H-1-苯并吡喃-2-酮或其药学上可接受的盐或其药学上可接受的盐的水合物的延长释放配方。该发明还涉及这些延长释放配方的制备以及它们在预防或治疗疾病，特别是疼痛和中枢神经系统疾病，如抑郁症、焦虑症和运动障碍中的使用。
• 1 2H-1-benzopyran-2-one-8-yl -piperazine derivatives
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0650964A1

  公开（公告）日：1995-05-03

  The invention relates to a group of new 1-[2H-1-benzopyran-2-one-8-yl]-piperazine derivatives having interesting pharmacological properties due to 5-HT1A agonism and 5-HT1D-antagonism. The compounds have the general formula (1) wherein R₁ is alkyl (1-4C), alkoxy (1-4C), hydroxy, alkoxy(1-4C)alkyl(1-4C), pyrrolidinyl, piperidinyl, morpholinyl, halogen, cyano, trifluoromethyl, amino, or mono- or disubstituted amino wherein the substituents are alkyl (1-4C), or alkyl(1-4C)carbonyl, m has the value 0, 1 or 2, R₂ is alkyl (1-4C), alkoxy (1-4C), halogen or trifluoromethyl, n is 0 or 1, on the understanding that m + n is at least 1, R₃ is hydrogen, alkyl (1-3C) or alkenyl (2-3C), R₄ is alkyl (1-4C), and p has the value 0, 1 or 2, and pharmaceutically acceptable acid addition salts thereof. The compounds can be used for the treatment of affections or diseases of the central nervous system caused by disturbances of the serotonergic transmission.

  该发明涉及一组具有有趣药理特性的新1-[2H-1-苯并吡喃-2-酮-8-基]-哌嗪衍生物，因其5-HT1A激动作用和5-HT1D拮抗作用而具有药理特性。 这些化合物具有通用式（1） 其中 R₁为烷基（1-4C）、烷氧基（1-4C）、羟基、烷氧基（1-4C）烷基（1-4C）、吡咯烷基、哌啶基、吗啉基、卤素、氰基、三氟甲基、氨基，或者单取代或双取代氨基，其中取代基为烷基（1-4C）或烷基（1-4C）羰基， m的值为0、1或2， R₂为烷基（1-4C）、烷氧基（1-4C）、卤素或三氟甲基， n为0或1，需满足m + n至少为1， R₃为氢、烷基（1-3C）或烯基（2-3C）， R₄为烷基（1-4C）， p的值为0、1或2，以及其药学上可接受的酸盐。 这些化合物可用于治疗由于5-羟色胺传递紊乱引起的中枢神经系统疾病或疾患。