1-({1-[(4-methylphenyl)sulfonyl]-1H-pyrazol-4-yl}methyl)-4-(2,3,5-trifluorophenyl)pyrrolidin-2-one | 916254-98-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-({1-[(4-methylphenyl)sulfonyl]-1H-pyrazol-4-yl}methyl)-4-(2,3,5-trifluorophenyl)pyrrolidin-2-one
• 英文别名: 1-[[1-(4-Methylphenyl)sulfonylpyrazol-4-yl]methyl]-4-(2,3,5-trifluorophenyl)pyrrolidin-2-one
• CAS: 916254-98-3
• 化学式: C₂₁H₁₈F₃N₃O₃S
• 分子量: 449.453
• InChiKey: DKWLEPGMRHVNHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  80.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-({1-[(4-methylphenyl)sulfonyl]-1H-pyrazol-4-yl}methyl)-4-(2,3,5-trifluorophenyl)pyrrolidin-2-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 (+)-1-(1H-pyrazol-4-ylmethyl)-4-(2,3,5-trifluorophenyl)pyrrolidine-2-one
  参考文献：
  名称：

  具有单数字纳摩尔效价的杂环非乙酰胺突触囊泡蛋白2A（SV2A）配体的发现：通往第一个SV2A正电子发射断层扫描（PET）配体的途径

  摘要：

  抗癫痫药左乙拉西坦的靶标突触小泡蛋白2A（SV2A）的作用仍是未知之数。考虑到其潜力，可以提供体内功能性洞察力，以了解SV2A在癫痫患者中的作用，目前已经开发了SV2A正电子发射断层扫描（PET）示踪剂。使用基于左乙拉西坦的紧密类似物的3D药效团模型，我们报告了三种杂环非乙酰胺前导化合物UCB‐A，UCB‐H和UCB‐J的原理设计，这是第一种具有合适性质的纳摩尔级SV2A配体发展为PET示踪剂。

  DOI：

  10.1002/cmdc.201300482

文献信息

• 2-Oxo-1-Pyrrolidine Derivatives, Processes for Preparing Them and Their Uses
  申请人：Kenda Benoît

  公开号：US20090312333A1

  公开（公告）日：2009-12-17

  The present invention concerns 2-oxo-1-pyrrolidine derivatives, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals.

  本发明涉及2-氧代-1-吡咯烷衍生物，其制备过程，包含它们的药物组合物以及它们作为药物的用途。
• 2-OXO-1-PYRROLIDINE DERIVATIVES
  申请人：Kenda Benoit

  公开号：US20090156607A1

  公开（公告）日：2009-06-18

  The present invention concerns 2-oxo-1-pyrrolidine derivatives, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals.

  本发明涉及2-氧代-1-吡咯烷衍生物、其制备过程、含有它们的药物组合物及其作为药物的用途。
• 2-oxo-1-pyrrolidine deriatives, processes for preparing them and their uses
  申请人：UCB Pharma S.A.

  公开号：EP2308870A2

  公开（公告）日：2011-04-13

  The present invention concerns 2-oxo-1-pyrrolidine derivatives, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals.

  本发明涉及 2-氧代-1-吡咯烷衍生物、其制备工艺、含有这些衍生物的药物组合物及其作为药物的用途。
• LEVETIRACETAM FOR IMPROVING COGNITIVE FUNCTION
  申请人：The Johns Hopkins University

  公开号：EP3400934A1

  公开（公告）日：2018-11-14

  This invention relates to methods and compositions for treating central nervous system (CNS) disorders with cognitive impairment. In particular, it relates to the use of inhibitors of synaptic vesicle glycoprotein 2A (SV2A), alone or in combination with valproate, in treating central nervous system (CNS) disorders with cognitive impairment in a subject in need or at risk thereof, including, without limitation, subjects having or at risk for age-related cognitive impairment, Mild Cognitive Impairment (MCI), amnestic MCI (aMCI), Age-Associated Memory Impairment (AAMI), Age Related Cognitive Decline (ARCD), dementia, Alzheimer's Disease(AD), prodromal AD, post traumatic stress disorder (PTSD), schizophrenia, amyotrphic lateral sclerosis and cancer-therapy-related cognitive impairment.

  本发明涉及治疗伴有认知障碍的中枢神经系统（CNS）疾病的方法和组合物。特别是，本发明涉及突触小泡糖蛋白 2A (SV2A)抑制剂单独或与丙戊酸钠联合用于治疗有需要或有风险的受试者（包括但不限于有年龄相关认知障碍或有年龄相关认知障碍风险的受试者）的伴有认知障碍的中枢神经系统 (CNS) 疾病、轻度认知功能障碍（MCI）、失忆性 MCI（aMCI）、年龄相关记忆障碍（AAMI）、年龄相关认知功能衰退（ARCD）、痴呆、阿尔茨海默病（AD）、前驱 AD、创伤后应激障碍（PTSD）、精神分裂症、肌萎缩侧索硬化症和癌症治疗相关认知功能障碍。
• BRIVARACETAM FOR IMPROVING COGNITIVE FUNCTION
  申请人：The Johns Hopkins University

  公开号：EP3827820A1

  公开（公告）日：2021-06-02

  This invention relates to methods and compositions for treating cognitive impairment associated with central nervous system (CNS) disorders. In particular, it relates to the use of inhibitors of synaptic vesicle glycoprotein 2A (SV2A), alone or in combination with valproate, in treating cognitive impairment associated with central nervous system (CNS) disorders in a subject in need or at risk thereof, including, without limitation, subjects having or at risk for age-related cognitive impairment, Mild Cognitive Impairment (MCI), amnestic MCI (aMCI), Age-Associated Memory Impairment (AAMI), Age Related Cognitive Decline (ARCD), dementia, Alzheimer's Disease(AD), prodromal AD, post traumatic stress disorder (PTSD), schizophrenia, bipolar disorder, amyotrophic lateral sclerosis, cancer-therapy-related cognitive impairment, mental retardation, Parkinson's disease, autism, compulsive behavior, and substance addiction.

  本发明涉及治疗与中枢神经系统（CNS）疾病相关的认知障碍的方法和组合物。特别是，本发明涉及突触小泡糖蛋白 2A (SV2A)抑制剂单独或与丙戊酸钠联合用于治疗与中枢神经系统 (CNS) 疾病相关的认知功能损害，需要治疗或有治疗风险的受试者包括但不限于有年龄相关认知功能损害、轻度认知功能损害 (MCI) 或有此风险的受试者、老年痴呆症、阿尔茨海默病（AD）、前驱 AD、创伤后应激障碍（PTSD）、精神分裂症、双相情感障碍、肌萎缩性脊髓侧索硬化症、癌症治疗相关认知障碍、智力迟钝、帕金森病、自闭症、强迫行为和药物成瘾。