4-(2-(4-(3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)phenoxy)ethyl)morpholine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(2-(4-(3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)phenoxy)ethyl)morpholine
• 英文别名: 6-[4-(2-morpholin-4-ylethoxy)phenyl]-3-pyridin-4-yl-pyrazolo[1,5-a]pyrimidine；4-[2-[4-(3-Pyridin-4-ylpyrazolo[1,5-a]pyrimidin-6-yl)phenoxy]ethyl]morpholine
• 化学式: C₂₃H₂₃N₅O₂
• 分子量: 401.468
• InChiKey: OOQJIJYKWXLQNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  64.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(4-methoxyphenyl)malondialdehyde 在 氢溴酸 、 sodium hydride 、 溶剂黄146 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(2-(4-(3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)phenoxy)ethyl)morpholine
  参考文献：
  名称：

  Optimization of a pyrazolo[1,5-a]pyrimidine class of KDR kinase inhibitors: improvements in physical properties enhance cellular activity and pharmacokinetics

  摘要：

  We have introduced solubilizing functionality to a 3,6-disubstituted pyrazolo[1,5-a]pyrimidine series of KDR kinase inhibitors to improve the physical properties of these compounds. The addition of a basic side-chain to the 6-aryl ring, introduction of 3-pyridyl groups, and most significantly, incorporation of a 4-pyridinonyl substituent at the 6-position of the core are modifications that maintain and often enhance the intrinsic potency of this class of inhibitors. Moreover, the improvements in physical properties result in marked increases in cellular activity and more favorable pharmacokinetics in rats. The synthesis and SAR of these compounds are described.(C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00827-2

文献信息

• [EN] INHIBITORS OF THE BMP SIGNALING PATHWAY<br/>[FR] INHIBITEURS DE LA VOIE DE SIGNALISATION BMP
  申请人：GEN HOSPITAL CORP

  公开号：WO2009114180A1

  公开（公告）日：2009-09-17

  The present invention provides small molecule inhibitors of BMP signaling. These compounds may be used to modulate cell growth, differentiation, proliferation, and apoptosis, and thus may be useful for treating diseases or conditions associated with BMP signaling, including inflammation, cardiovascular disease, hematological disease, cancer, and bone disorders, as well as for modulating cellular differentiation and/or proliferation.

  本发明提供了BMP信号通路的小分子抑制剂。这些化合物可用于调节细胞生长、分化、增殖和凋亡，因此可用于治疗与BMP信号通路相关的疾病或症状，包括炎症、心血管疾病、血液学疾病、癌症和骨骼疾病，以及调节细胞分化和/或增殖。
• The rational design of a novel potent analogue of the 5′-AMP-activated protein kinase inhibitor compound C with improved selectivity and cellular activity
  作者：Fouzia Machrouhi、Nouara Ouhamou、Keith Laderoute、Joy Calaoagan、Marina Bukhtiyarova、Paula J. Ehrlich、Anthony E. Klon

  DOI：10.1016/j.bmcl.2010.09.088

  日期：2010.11

  analogues of compound C, a non-specific inhibitor of 5′-AMP-activated protein kinase (AMPK), using a computational fragment-based drug design (FBDD) approach. Synthesizing only twenty-seven analogues yielded a compound that was equipotent to compound C in the inhibition of the human AMPK (hAMPK) α2 subunit in the heterotrimeric complex in vitro, exhibited significantly improved selectivity against a subset

  我们使用基于计算片段的药物设计 (FBDD) 方法设计并合成了化合物 C 的类似物，这是一种 5'-AMP 活化蛋白激酶 (AMPK) 的非特异性抑制剂。仅合成 27 种类似物就产生了一种化合物，该化合物在体外抑制异源三聚体复合物中的人 AMPK (hAMPK) α2 亚基方面与化合物 C 等效，对相关激酶子集的选择性显着提高，并显示出增强的细胞抑制AMPK。
• [EN] N-ARYL BENZENESULFONAMIDES FOR USE IN TREATING CANCERS, BACTERIAL DISEASES, METABOLIC DISEASES, AND TRAUMATIC BRAIN INJURY<br/>[FR] N-ARYL-BENZÈNESULFONAMIDES DESTINÉS À ÊTRE UTILISÉS DANS LE TRAITEMENT DE CANCERS, DE MALADIES BACTÉRIENNES, DE MALADIES MÉTABOLIQUES ET D'UNE LÉSION CÉRÉBRALE TRAUMATIQUE
  申请人：UNIV KENTUCKY RES FOUND

  公开号：WO2020168290A1

  公开（公告）日：2020-08-20

  Provided herein are methods for treating a disease, such as cancer, the methods including administering one or more N-aryl benezenesulfonamides or analogs thereof to a subject in need thereof.

  本文提供了一种治疗疾病（如癌症）的方法，包括向需要的对象施用一种或多种N-芳基苯磺酰胺或其类似物。
• INHIBITORS OF THE BMP SIGNALING PATHWAY
  申请人：Yu Paul B.

  公开号：US20110053930A1

  公开（公告）日：2011-03-03

  The present invention provides small molecule inhibitors of BMP signaling. These compounds may be used to modulate cell growth, differentiation, proliferation, and apoptosis, and thus may be useful for treating diseases or conditions associated with BMP signaling, including inflammation, cardiovascular disease, hematological disease, cancer, and bone disorders, as well as for modulating cellular differentiation and/or proliferation.

  本发明提供了BMP信号通路的小分子抑制剂。这些化合物可以用于调节细胞生长、分化、增殖和凋亡，因此可能有用于治疗与BMP信号通路相关的疾病或病症，包括炎症、心血管疾病、血液疾病、癌症和骨骼疾病，以及调节细胞分化和/或增殖。
• Treating soft tissue via controlled drug release
  申请人：University of Pittsburgh—Of the Commonwealth System of Higher Education

  公开号：US10179111B2

  公开（公告）日：2019-01-15

  Methods for inhibiting tissue ossification or calcification in a subject, comprising administering a therapeutically effective amount of BMP I inhibitor-loaded microparticles to a subject in need thereof, wherein the administration provides local and sustained release of the BMP I inhibitor thereby inhibiting tissue ossification or calcification.

  抑制受试者组织骨化或钙化的方法，包括向有需要的受试者施用治疗有效量的 BMP I 抑制剂负载微粒，其中施用可提供 BMP I 抑制剂的局部和持续释放，从而抑制组织骨化或钙化。