1-[3-(3,5-dichlorophenyl)-5-[4-(trifluoromethyl)phenyl]pyridin-4-yl]piperidin-4-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-[3-(3,5-dichlorophenyl)-5-[4-(trifluoromethyl)phenyl]pyridin-4-yl]piperidin-4-amine
• 英文别名: 1-{3-(3,5-dichlorophenyl)-5-[4-(trifluoromethyl)phenyl]-4-pyridinyl}-4-piperidineamine；1-[3-(3,5-dichlorophenyl)-5-[4-(trifluoromethyl)phenyl]-4-pyridyl]piperidin-4-amine；1-[3-(3,5-Dichlorophenyl)-5-[4-(trifluoromethyl)phenyl]pyridin-4-yl]piperidin-4-amine
• 化学式: C₂₃H₂₀Cl₂F₃N₃
• 分子量: 466.333
• InChiKey: AOYVEWPNPQMPCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-溴-4-氯-5-硝基吡啶 在 potassium phosphate 、 四(三苯基膦)钯 、 二氯双[二叔丁基-(4-二甲基氨基苯基)膦]钯(II) 、 10 wt% Pd(OH)2 on carbon 、 三氟化硼乙醚 、 氢气 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 15.09h， 生成 1-[3-(3,5-dichlorophenyl)-5-[4-(trifluoromethyl)phenyl]pyridin-4-yl]piperidin-4-amine
  参考文献：
  名称：

  Discovery and SAR Studies of Orally Active Somatostatin Receptor Subtype-2 (SSTR2) Agonists for the Treatment of Acromegaly

  摘要：

  Acromegaly is a disease caused by the oversecretion of growth hormone. It is currently treated by intravenous injection with cyclic peptide drugs that activate somatostatin receptor subtype 2 (SSTR2). Here, novel nonpeptidic, small-molecule, and orally active SSTR2 agonists were identified from a hit compound (13). Pharmacophore studies enabled scaffold hopping to obtain a unique 3,4,5-trisubstituted pyridine motif. Further optimization conferred potent SSTR2 agonistic activity and metabolic stability. Several compounds were evaluated and these showed good oral pharmacokinetic profiles in rats, and one representative compound (25) showed highly potent inhibition of growth hormone secretion induced by growth hormone-releasing hormone in rats. Based on these results, 25 was identified as a promising lead for further optimization. A structure-activity relationship (SAR) study and the metabolic stability data for this compound are also described.

  DOI：

  10.1021/acschemneuro.0c00124

文献信息

• COMPOUND HAVING AGONISTIC ACTIVITY TO SOMATOSTATIN RECEPTOR AND MEDICINAL USE THEREOF
  申请人：Ono Pharmaceutical Co., Ltd.

  公开号：EP3053916A1

  公开（公告）日：2016-08-10

  Provided is a somatostatin receptor subtype-2 agonist. A compound represented by general formula (I) [wherein each symbol has the same meaning as defined in the description], a salt thereof, an N-oxide thereof or a solvate thereof, or prodrugs of the same, which are low-molecular compounds having potent agonistic activity to somatostatin receptor subtype-2 and, therefore, can be administered in a simpler manner and have high safety and low toxicity, are useful in preventing and/or treating somatostatin-related diseases such as acromegaly and gastrointestinal obstruction.

  本发明提供了一种体生长抑素受体亚型-2 激动剂。由通式(I)[其中各符号的含义与描述中所定义的相同]代表的化合物、其盐、N-氧化物或其溶解物或其原药，是对体泌素受体亚型-2具有强效激动活性的低分子化合物，因此可以以更简单的方式给药，并且具有高安全性和低毒性，可用于预防和/或治疗与体泌素相关的疾病，如肢端肥大症和胃肠道阻塞。
• EP3053916B1
  申请人：——

  公开号：EP3053916B1

  公开（公告）日：2019-01-30
• COMPOUND HAVING SOMATOSTATIN RECEPTOR AGONISTIC ACTIVITY AND PHARMACEUTICAL USE THEREOF
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：US20160311794A1

  公开（公告）日：2016-10-27

  The present invention provides a somatostatin receptor subtype 2 agonist. A disclosed compound represented by the general formula (I): wherein all symbols have the same definitions as described in the specification; a salt thereof, an N-oxide thereof or a solvate thereof, or a prodrug of the foregoing is a low-molecular compound having strong somatostatin receptor subtype 2 agonistic activity, and thus can be administered in a simple manner, has high stability and has low toxicity. Therefore, the present compound is useful for prophylaxis and/or therapy of somatostatin-related diseases such as acromegaly and gastrointestinal obstruction.
• US9643951B2
  申请人：——

  公开号：US9643951B2

  公开（公告）日：2017-05-09
• [EN] COMPOUND HAVING AGONISTIC ACTIVITY TO SOMATOSTATIN RECEPTOR AND MEDICINAL USE THEREOF<br/>[FR] COMPOSÉ AYANT UNE ACTIVITÉ AGONISTE SUR LES RÉCEPTEURS DE LA SOMATOSTATINE ET SON UTILISATION MÉDICALE<br/>[JA] ソマトスタチン受容体作動活性を有する化合物およびその医薬用途
  申请人：ONO PHARMACEUTICAL CO

  公开号：WO2015046482A1

  公开（公告）日：2015-04-02

  　本発明は、ソマトスタチン受容体サブタイプ２作動薬を提供する。本発明で開示される、一般式（Ｉ）： ［式中、全ての記号は明細書に記載の定義と同じ意味を表す。］ で示される化合物、その塩、そのＮ－オキシド体もしくはその溶媒和物、またはそれらのプロドラッグは、強力なソマトスタチン受容体サブタイプ２作動活性を有する低分子化合物であるためより簡便な方法で投与可能であり、安定性が高く、また低毒性であるため、先端巨大症や消化管閉塞などのソマトスタチン関連疾患の予防および／または治療に有用である。