N-(3,5-dichlorophenyl)-2-hydroxyimino-acetamide | 18711-11-0

• 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: N-(3,5-dichlorophenyl)-2-hydroxyimino-acetamide
• 英文别名: 3,5-Dichlorisonitrosoacetanilid；hydroxyimino-acetic acid-(3,5-dichloro-anilide)；Hydroxyimino-essigsaeure-(3,5-dichlor-anilid)；Oximinoessigsaeure-(3.5-dichlor-anilid)；N-(3,5-dichlorophenyl)-2-hydroxyiminoacetamide
• CAS: 18711-11-0
• 化学式: C₈H₆Cl₂N₂O₂
• 分子量: 233.054
• InChiKey: HRMNKWRSPDMLNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3,5-dichlorophenyl)-2-hydroxyimino-acetamide 在 硫酸 作用下， 以96%的产率得到4,6-二氯靛红
  参考文献：
  名称：

  NOVEL SUBSTITUTED-1-H-QUINAZOLINE-2,4-DIONE DERIVATIVES, PREPARATION METHOD THEREOF AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME

  摘要：

  本文披露了一种新型的取代-1H-喹唑啉-2,4-二酮衍生物，其制备方法以及含有该衍生物的药物组合物。这种新型的取代-1H-喹唑啉-2,4-二酮衍生物在与其他受体相比对5-HT6受体的结合亲和力和选择性方面表现出色，抑制5-羟色胺（5-HT）刺激的cAMP积累，并破坏大鼠中阿波莫啡（2 mg/kg，i.p.）诱导的过度活动。由于这些效果，这些衍生物在治疗与5-HT6受体相关的中枢神经系统疾病中非常有用。

  公开号：

  US20090203708A1
• 作为产物：
  描述：

  水合氯醛 、 3,5-二氯苯胺 在 盐酸 、 盐酸羟胺 、 sodium sulfate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.83h， 以89%的产率得到N-(3,5-dichlorophenyl)-2-hydroxyimino-acetamide
  参考文献：
  名称：

  NOVEL SUBSTITUTED-1-H-QUINAZOLINE-2,4-DIONE DERIVATIVES, PREPARATION METHOD THEREOF AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME

  摘要：

  本文披露了一种新型的取代-1H-喹唑啉-2,4-二酮衍生物，其制备方法以及含有该衍生物的药物组合物。这种新型的取代-1H-喹唑啉-2,4-二酮衍生物在与其他受体相比对5-HT6受体的结合亲和力和选择性方面表现出色，抑制5-羟色胺（5-HT）刺激的cAMP积累，并破坏大鼠中阿波莫啡（2 mg/kg，i.p.）诱导的过度活动。由于这些效果，这些衍生物在治疗与5-HT6受体相关的中枢神经系统疾病中非常有用。

  公开号：

  US20090203708A1

文献信息

• 3-aryl-3-methyl-quinoline-2,4-diones, preparation method thereof and pharmaceutical composition containing same
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：EP1650190A1

  公开（公告）日：2006-04-26

  The present invention relates to compounds of 3-aryl-3-methyl-quinoline-2,4-diones , or a pharmaceutically acceptable salt thereof acting as a 5HT6 receptor antagonist, a preparation method thereof, and a pharmaceutical composition containing the same for treatment of the central nervous system disorders. The compounds of 3-aryl-3-methyl-quinoline-2,4-diones according to the present invention may be valuably used for treatment of a 5HT6 receptor relating disorders because of its excellent binding affinity for the 5HT6 receptor and excellent selectivity for the 5HT6 receptor over other receptors.

  本发明涉及3-芳基-3-甲基喹啉-2,4-二酮化合物或其药用可接受盐，作为5HT6受体拮抗剂，其制备方法以及含有该化合物的用于治疗中枢神经系统疾病的药物组合物。根据本发明的3-芳基-3-甲基喹啉-2,4-二酮化合物可用于治疗与5HT6受体相关的疾病，因为其对5HT6受体具有优异的结合亲和力，并且对于其他受体具有优异的选择性。
• SUBSTITUTED HETEROARYL DERIVATIVES
  申请人：Zemolka Saskia

  公开号：US20100009986A1

  公开（公告）日：2010-01-14

  The invention relates to substituted heteroaryl derivatives, to methods for the production thereof, to medicaments containing said compounds and to the use of substituted heteroaryl derivatives for producing medicaments.

  本发明涉及取代杂环芳基衍生物，其生产方法，包含该化合物的药物以及利用取代杂环芳基衍生物制备药物的用途。
• Quinolinic sulfide derivatives acting as NMDA receptor antagonists and
  申请人：Korea Research Institute of Chemical Technology

  公开号：US05990126A1

  公开（公告）日：1999-11-23

  A class of quinolinic sulfide derivatives of formula I are potent and specific antagonists at the strychnine insensitive glycine bitding site on the NMDA receptor complex with an pharmacological advantageous profile. They may be useful in treatment or prevention of neuro-degenerative disorders. Particularly, the compounds included in the present invention are especially useful for minimizing damage of the central nervous system arising as a consequence of ischemic or hypoxic condition such as stroke, hypoglycemia, cerebral ischemia, cardiac arrest, and physical trauma. They are also useful in prevention of chronic neurodegenerative disorders including epilepsy, Alzheimer's disease, Huntington's disease and Parkinsonism. By virtue of their NMDA receptor antagonist properties, the present compounds may also use as anticonvulsant, analgesic, antidepressant, anxiolytic, and antischizophrenic agent. Formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, and R are defined in specification.

  一类化学式为I的喹啉硫醚衍生物在NMDA受体复合物的士的可卡因不敏感的甘氨酸结合位点上具有强效和特异性拮抗作用，具有药理学上的优势特性。它们可能有助于治疗或预防神经退行性疾病。特别地，本发明中包括的化合物特别适用于减轻中枢神经系统因缺血或缺氧状况（如中风、低血糖、脑缺血、心跳骤停和身体创伤）而引起的损伤。它们还可用于预防慢性神经退行性疾病，包括癫痫、阿尔茨海默病、亨廷顿病和帕金森症。由于它们的NMDA受体拮抗剂特性，本化合物还可用作抗惊厥、镇痛、抗抑郁、抗焦虑和抗精神分裂药物。化学式I如下：##STR1##其中R.sub.1、R.sub.2、R.sub.3、R.sub.4和R在规范中定义。
• Substituted heteroaryl derivatives
  申请人：Gruenenthal GmbH

  公开号：US08138187B2

  公开（公告）日：2012-03-20

  The invention relates to substituted heteroaryl derivatives, to methods for the production thereof, to medicaments containing said compounds and to the use of substituted heteroaryl derivatives for producing medicaments.

  本发明涉及取代杂环芳基衍生物，其生产方法，含有该化合物的药物以及利用取代杂环芳基衍生物生产药物的用途。
• Discovery of 3-aryl-3-methyl-1H-quinoline-2,4-diones as a new class of selective 5-HT6 receptor antagonists
  作者：Churl Min Seong、Woo Kyu Park、Chul Min Park、Jae Yang Kong、No Sang Park

  DOI：10.1016/j.bmcl.2007.11.045

  日期：2008.1

  A 5,7-dichloro-3-phenyl-3-methyl-quinoline-2,4-dione (11a) has been identified in a random screen as a lead for 5-HT6 antagonist. During the lead optimization process, several analogs were synthesized and their biological activities were investigated. Within this series, several compounds display high binding affinity and selectivity for the 5-HT6 receptor. In particular, 3-(4-hydroxyphenyl)-3-methyl-quinoline-2,4-dione (12f) exhibits high affinity (K-i = 12.3 nM) for 5-HT6 receptor with good selectivity over other serotonin and dopamine (D-1-D-4) receptor subtypes. In a functional adenylyl cyclase stimulation assay, this compound exhibited considerable antagonistic activity (IC50 = 0.61 mu M). (c) 2007 Elsevier Ltd. All rights reserved.