(R)-2-(3-methylpiperazin-1-yl)quinoline | 348133-85-7

• 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: (R)-2-(3-methylpiperazin-1-yl)quinoline
• 英文别名: 2-[(R)-3-methyl-piperazin-1-yl]-quinoline；(R)-2-(3-methyl-piperazin-1-yl)-quinoline；2-[(3R)-3-methylpiperazin-1-yl]quinoline
• CAS: 348133-85-7
• 化学式: C₁₄H₁₇N₃
• 分子量: 227.309
• InChiKey: IPKIEXIYANRZNF-LLVKDONJSA-N

物化性质

• 熔点：
  72-75 °C
• 沸点：
  405.0±25.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  28.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-2-(3-methylpiperazin-1-yl)quinoline 、 9-(4-溴丁基)-N-(2,2,2-三氟乙基)-9H-芴-9-甲酰胺 生成 9-{4-[(R)-2-methyl-4-quinolin-2-yl-piperazin-1-yl]-butyl}-9H-fluorene-9-carboxylic Acid-(2,2,2-trifluoro-ethyl)-amide
  参考文献：
  名称：

  Substituted piperazine derivatives, the preparation thereof and their use as medicaments

  摘要：

  本发明涉及通式如下的取代哌嗪衍生物： 其中Ra、Rb、Rc、Rf、Rg、X、m和n如权利要求1所定义，其异构体和盐，特别是生理上可接受的盐，是微粒体甘油三酯转移蛋白（MTP）有价值的抑制剂，含有这些化合物的药物以及它们的用途，以及它们的制备。

  公开号：

  US06821967B2
• 作为产物：
  描述：

  2-氯喹啉 、 (R)-(-)-2-甲基哌嗪 以 N,N-二甲基甲酰胺 为溶剂， 以58%的产率得到(R)-2-(3-methylpiperazin-1-yl)quinoline
  参考文献：
  名称：

  Synthesis, Potency, and in Vivo Evaluation of 2-Piperazin-1-ylquinoline Analogues as Dual Serotonin Reuptake Inhibitors and Serotonin 5-HT_1A Receptor Antagonists

  摘要：

  On the basis of the previously reported clinical candidate, SSA-426 (1), a series of related 2-piperazin-1-ylquinoline derivatives 3-16 were synthesized and evaluated as dual-acting serotonin (5-HT) reuptake inhibitors and 5-HT1A receptor antagonists. In particular, compound 7 exhibits potent functional activities at both the 5-HT transporter and 5-HT1A receptor, good selectivity over the alpha(1)-adrenergic and dopaminergic receptors, acceptable pharmacokinetic properties, and a favorable in vivo profile.

  DOI：

  10.1021/jm900374r

文献信息

• [EN] ANTIDEPRESSANT ARYLPIPERAZINE DERIVATIVES OF HETEROCYCLE-FUSED BENZODIOXANS<br/>[FR] DERIVES ARYLPIPERAZINES ANTIDEPRESSEURS DE BENZODIOXANES A FUSION HETEROCYCLIQUE
  申请人：WYETH CORP

  公开号：WO2004024731A1

  公开（公告）日：2004-03-25

  Compounds of the formula I: are useful for the treatment of depression (including but not limited to major depressive disorder, childhood depression and dysthymia), anxiety, panic disorder, post-traumatic stress disorder, premenstrual dysphoric disorder (also known as pre-menstrual syndrome), attention deficit disorder (with and without hyperactivity), obsessive-compulsive disorder, social anxiety disorder, generalized anxiety disorder, obesity eating disorders such as anorexia nervosa and bulimia nervosa, vasomotor flushing, cocaine and alcohol addiction, sexual dysfunction and related illnesses.

  公式I的化合物对治疗抑郁症（包括但不限于重性抑郁障碍、儿童抑郁症和心境恶劣障碍）、焦虑症、恐慌障碍、创伤后应激障碍、经前期情感障碍（也称为经前综合征）、注意力缺陷障碍（伴有和不伴有多动症）、强迫症、社交焦虑障碍、广泛性焦虑障碍、肥胖、厌食症和暴食症等进食障碍、血管运动性潮红、可卡因和酒精成瘾、性功能障碍及相关疾病方面具有用处。
• Substituted piperazine derivatives, the preparation thereofand their use as medicaments
  申请人：——

  公开号：US20030166637A1

  公开（公告）日：2003-09-04

  The present invention relates to substituted piperazine derivatives of general formula 1 , (I wherein R a , R b , R c , R f , R g , X, m and n are defined as in claim 1, the isomers and salts thereof, particularly the physiologically acceptable salts thereof, which are valuable inhibitors of the microsomal triglyceride-transfer protein (MTP), medicaments containing these compounds and their use, as well as the preparation thereof.

  本发明涉及一般式1的取代哌嗪衍生物（I），其中Ra、Rb、Rc、Rf、Rg、X、m和n的定义如权利要求书中所述，其异构体和盐，特别是其生理上可接受的盐，这些盐是微粒体甘油三酯转移蛋白（MTP）的有价值的抑制剂，含有这些化合物的药物以及它们的使用，以及其制备。
• Antidepressant arylpiperazine derivatives of heterocycle-fused benzodioxans
  申请人：——

  公开号：US20040142926A1

  公开（公告）日：2004-07-22

  Compounds of the formula I: 1 are useful for the treatment of depression (including but not limited to major depressive disorder, childhood depression and dysthymia), anxiety, panic disorder, post-traumatic stress disorder, premenstrual dysphoric disorder (also known as pre-menstrual syndrome), attention deficit disorder (with and without hyperactivity), obsessive-compulsive disorder, social anxiety disorder, generalized anxiety disorder, obesity, eating disorders such as anorexia nervosa and bulimia nervosa, vasomotor flushing, cocaine and alcohol addiction, sexual dysfunction and related illnesses.

  公式I:1的化合物可用于治疗抑郁症（包括但不限于重度抑郁障碍、儿童抑郁症和慢性抑郁症）、焦虑症、恐慌症、创伤后应激障碍、月经前失调症（也称为经前综合症）、注意力缺陷多动障碍（有或没有多动症）、强迫症、社交焦虑症、广泛性焦虑症、肥胖症、饮食失调如厌食症和贪食症、潮红、可卡因和酒精成瘾、性功能障碍及相关疾病的治疗。
• Antidepressant arylpiperazine derivatives of hetrocycle-fused benzodioxans
  申请人：Wyeth

  公开号：US07153849B2

  公开（公告）日：2006-12-26

  Compounds of the formula I: are useful for the treatment of depression (including but not limited to major depressive disorder, childhood depression and dysthymia), anxiety, panic disorder, post-traumatic stress disorder, premenstrual dysphoric disorder (also known as pre-menstrual syndrome), attention deficit disorder (with and without hyperactivity), obsessive-compulsive disorder, social anxiety disorder, generalized anxiety disorder, obesity, eating disorders such as anorexia nervosa and bulimia nervosa, vasomotor flushing, cocaine and alcohol addiction, sexual dysfunction and related illnesses.

  公式为I的化合物对于治疗抑郁症（包括但不限于重度抑郁症、儿童抑郁症和轻度抑郁症）、焦虑症、恐慌症、创伤后应激障碍、经前期不适症（也称经前综合症）、注意力缺陷障碍（伴有或不伴有多动症）、强迫症、社交焦虑症、广泛性焦虑症、肥胖症、饮食失调如厌食症和贪食症、潮红、可卡因和酒精成瘾、性功能障碍以及相关疾病具有治疗作用。
• SUBSTITUIERTE PIPERAZINDERIVATE UND IHRE VERWENDUNG ALS INHIBITOREN DES MIKROSOMALEN TRIGLYZERID-TRANSFERPROTEINS (MTP)
  申请人：Boehringer Ingelheim Pharma KG

  公开号：EP1255736A2

  公开（公告）日：2002-11-13