JD-5006 | 1148142-42-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: JD-5006
• 英文别名: 2-[[[5-(4-Chlorophenyl)-4-phenyl-3,4-dihydropyrazol-2-yl]-[(4-chlorophenyl)sulfonylamino]methylidene]amino]acetamide
• CAS: 1148142-42-0
• 化学式: C₂₄H₂₁Cl₂N₅O₃S
• 分子量: 530.434
• InChiKey: RARSOSZGLZWADN-UHFFFAOYSA-N

物化性质

• 沸点：
  712.1±70.0 °C(predicted)
• 密度：
  1.46±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-Chloro-N-[1-chloro-1-[3-(4-chloro-phenyl)-4-phenyl-4,5-dihydro-pyrazol-1-yl]-meth-(E)-ylidene]-benzenesulfonamide 在 N-甲基吗啉 、 lithium hydroxide monohydrate 、 氨 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 0.42h， 生成 JD-5006
  参考文献：
  名称：

  JD-5006 and JD-5037: Peripherally restricted (PR) cannabinoid-1 receptor blockers related to SLV-319 (Ibipinabant) as metabolic disorder therapeutics devoid of CNS liabilities

  摘要：

  Analogs of SLV-319 (Ibipinibant), a CB1 receptor inverse agonist, were synthesized with functionality intended to limit brain exposure while maintaining the receptor affinity and selectivity of the parent compound. Structure activity relationships of this series, and pharmacology of two lead compounds, 16 (JD-5006) and 23 (JD-5037) showing little brain presence as indicated by tissue distribution and receptor occupancy studies, are described. Effects with one of these compounds on plasma triglyceride levels, liver weight and enzymes, glucose tolerance and insulin sensitivity support the approach that blockade of peripheral CB1 receptors is sufficient to produce many of the beneficial metabolic effects of globally active CB1 blockers. Thus, PR CB1 inverse agonists may indeed represent a safer alternative to highly brain-penetrant agents for the treatment of metabolic disorders, including diabetes, liver diseases, dyslipidemias, and obesity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.004

文献信息

• CANNABINOID RECEPTOR ANTAGONISTS/INVERSE AGONISTS USEFUL FOR TREATING METABOLIC DISORDERS, INCLUDING OBESITY AND DIABETES
  申请人：McElroy John F.

  公开号：US20090118345A1

  公开（公告）日：2009-05-07

  The present invention provides novel pyrazoles that are useful as cannabinoid receptor antagonists and pharmaceutical compositions thereof and methods of using the same for treating obesity, diabetes, hepatic disorders, and/or cardiometabolic disorders.

  本发明提供了一种新型吡唑，其作为大麻素受体拮抗剂具有用途，以及其制药组合物和使用该组合物治疗肥胖症、糖尿病、肝脏疾病和/或心血管代谢性疾病的方法。
• Cannabinoid receptor antagonists/inverse agonists useful for treating metabolic disorders, including obesity and diabetes
  申请人：Jenrin Discovery, LLC

  公开号：US10617673B2

  公开（公告）日：2020-04-14

  The present invention provides novel, diastereomeric pyrazolines that are useful as cannabinoid receptor blockers and pharmaceutical compositions thereof and methods of using the same for treating obesity, diabetes, inflammatory disorders, cardiometabolic disorders, hepatic disorders, and/or cancers.

  本发明提供了可用作大麻素受体阻断剂的新型非对映异构吡唑啉类化合物及其药物组合物，以及将其用于治疗肥胖症、糖尿病、炎症性疾病、心脏代谢疾病、肝脏疾病和/或癌症的方法。
• Cannabinoid receptor antagonists/inverse agonists useful for treating disease conditions, including metabolic disorders and cancers
  申请人：Jenrin Discovery, LLC

  公开号：US11179370B2

  公开（公告）日：2021-11-23

  The present invention provides novel, diastereomeric pyrazolines that are useful as cannabinoid receptor blockers and pharmaceutical compositions thereof and methods of using the same for treating obesity, diabetes, inflammatory disorders, cardiometabolic disorders, hepatic disorders, and/or cancers.

  本发明提供了可用作大麻素受体阻断剂的新型非对映异构吡唑啉类化合物及其药物组合物，以及将其用于治疗肥胖症、糖尿病、炎症性疾病、心脏代谢疾病、肝脏疾病和/或癌症的方法。
• CANNABINOID RECEPTOR ANTAGONISTS/INVERSE AGONISTS USEFUL FOR TREATING DISEASE CONDITIONS, INCLUDING METABOLIC DISORDERS AND CANCERS
  申请人：Jenrin Discovery

  公开号：US20140031404A1

  公开（公告）日：2014-01-30

  The present invention provides novel, diastereomeric pyrazolines that are useful as cannabinoid receptor blockers and pharmaceutical compositions thereof and methods of using the same for treating obesity, diabetes, inflammatory disorders, cardiometabolic disorders, hepatic disorders, and/or cancers.
• CANNABINOID RECEPTOR ANTAGONISTS/INVERSE AGONISTS USEFUL FOR TREATING DISEASE CONDITIONS, INCLUDING METABOLIC DISORDERS AND CANCERS
  申请人：JENRIN DISCOVERY

  公开号：US20140329875A1

  公开（公告）日：2014-11-06

  The present invention provides novel, diastereomeric pyrazolines that are useful as cannabinoid receptor blockers and pharmaceutical compositions thereof and methods of using the same for treating obesity, diabetes, inflammatory disorders, cardiometabolic disorders, hepatic disorders, and/or cancers.