1-(1-naphtoyl)-3-(N-pentyl)-4-phenyl-4,5-dihydro-(1H)-pyrazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(1-naphtoyl)-3-(N-pentyl)-4-phenyl-4,5-dihydro-(1H)-pyrazole
• 英文别名: naphthalen-1-yl(3-pentyl-4-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone；naphthalen-1-yl-(5-pentyl-4-phenyl-3,4-dihydropyrazol-2-yl)methanone
• 化学式: C₂₅H₂₆N₂O
• 分子量: 370.494
• InChiKey: PTPBPHTVPYIIMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(n-pentyl)-4-phenyl-4,5-dihydropyrazole 、 1-萘甲酰氯 以 甲苯 为溶剂， 反应 16.0h， 以53%的产率得到1-(1-naphtoyl)-3-(N-pentyl)-4-phenyl-4,5-dihydro-(1H)-pyrazole
  参考文献：
  名称：

  新型吡唑啉甲酰胺两类不同的有效大麻素CB 1受体激动剂

  摘要：

  的3-烷基-4-芳基-4,5-二氢吡唑-1-羧酰胺的合成和SAR 1 - 23和1-烷基-5-芳基-4,5-二氢吡唑-3-甲酰胺24 - 27作为两个新的大麻素描述了CB 1受体激动剂类别。目标化合物引起对CB 1和CB 2受体的高亲和力，并被发现可作为CB 1受体激动剂。关键化合物19在体外引起强效的CB 1激动剂和CB 2反向激动剂特性，并且在啮齿动物模型中口服给药后在多发性硬化中表现出体内活性。

  DOI：

  10.1016/j.bmcl.2010.07.056

文献信息

• 4,5-Dihydro-(1H)-pyrazole derivatives as cannabinoid CB1 receptor modulators
  申请人：Lange H.M. Josephus

  公开号：US20070142362A1

  公开（公告）日：2007-06-21

  This invention is directed to 4,5-dihydro-(1H)-pyrazole(pyrazoline) derivatives as cannabinoid CB 1 receptor modulators, to pharmaceutical compositions containing these compounds, to methods for the preparation of these compounds, methods for preparing novel intermediates useful for their synthesis, and methods for preparing compositions. The invention also relates to the uses of such compounds and compositions, particularly their use in administering them to patients to achieve a therapeutic effect in disorders in which CB 1 receptors are involved, or that can be treated via manipulation of those receptors. The compounds have the general formula (I) wherein the symbols have the meanings given in the specification.

  这项发明涉及作为大麻素CB1受体调节剂的4,5-二氢-(1H)-吡唑烯(吡唑啉)衍生物，含有这些化合物的药物组合物，制备这些化合物的方法，用于制备其合成有用的新中间体的方法，以及制备组合物的方法。该发明还涉及这些化合物和组合物的用途，特别是它们在向患者施用以在涉及CB1受体的疾病中实现治疗效果，或者可以通过操纵这些受体来治疗的疾病中的用途。 这些化合物具有通式(I) 其中符号的含义如规范中所述。
• [EN] 4,5-DIHYDRO- (1H)-PYRAZOLE DERIVATIVES AS CANNABINOID CB1 RECEPTOR MODULATORS<br/>[FR] DERIVES DE 4,5-DIHYDRO-(1H)-PYRAZOLE EN TANT QUE MODULATEURS DU RECEPTEUR CANNABINOIDE CB1
  申请人：SOLVAY PHARM BV

  公开号：WO2007071662A1

  公开（公告）日：2007-06-28

  [EN] This invention is directed to 4,5-dihydro -(1 H)-pyrazole (pyrazoline) derivatives as cannabinoid CB1 receptor modulators, to pharmaceutical compositions containing these compounds, to methods for the preparation of these compounds, methods for preparing novel intermediates useful for their synthesis, and methods for preparing compositions. The invention also relates to the uses of such compounds and compositions, particularly their use in administering them to patients to achieve a therapeutic effect in disorders in which CB1 receptors are involved, or that can be treated via manipulation of those receptors. The compounds have the general formula (I) wherein the symbols have the meanings given in the specification.
  [FR] Cette invention concerne des dérivés de 4,5-dihydro-(1 H)-pyrazole (pyrazoline) en tant que modulateurs du récepteur cannabinoïde CB1, des compositions pharmaceutiques contenant ces composés, des procédés de fabrication de ces composés, des procédés de fabrication de nouveaux intermédiaires utiles pour leur synthèse et des procédés de préparation des compositions. L'invention concerne également l'utilisation de tels composés et de telles compositions, notamment leur utilisation pour une administration à des patients dans un but thérapeutique pour des troubles impliquant les récepteurs CB1 ou pouvant être traités par manipulation de ces récepteurs. Les composés ont la formule générale (I) dans laquelle les symboles ont les significations données dans la description.
• Two distinct classes of novel pyrazolinecarboxamides as potent cannabinoid CB1 receptor agonists
  作者：Jos H.M. Lange、Amos Attali、Martina A.W. van der Neut、Henri C. Wals、Arie Mulder、Hicham Zilaout、Ate Duursma、Hans H.M. van Aken、Bernard J. van Vliet

  DOI：10.1016/j.bmcl.2010.07.056

  日期：2010.9

  The synthesis and SAR of 3-alkyl-4-aryl-4,5-dihydropyrazole-1-carboxamides 1–23 and 1-alkyl-5-aryl-4,5-dihydropyrazole-3-carboxamides 24–27 as two novel cannabinoid CB1 receptor agonist classes were described. The target compounds elicited high affinities to the CB1 as well as the CB2 receptor and were found to act as CB1 receptor agonists. The key compound 19 elicited potent CB1 agonistic and CB2 inverse

  的3-烷基-4-芳基-4,5-二氢吡唑-1-羧酰胺的合成和SAR 1 - 23和1-烷基-5-芳基-4,5-二氢吡唑-3-甲酰胺24 - 27作为两个新的大麻素描述了CB 1受体激动剂类别。目标化合物引起对CB 1和CB 2受体的高亲和力，并被发现可作为CB 1受体激动剂。关键化合物19在体外引起强效的CB 1激动剂和CB 2反向激动剂特性，并且在啮齿动物模型中口服给药后在多发性硬化中表现出体内活性。