2-（2-吡啶基）-6-氯-4-氨基嘧啶 | 1014720-73-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-（2-吡啶基）-6-氯-4-氨基嘧啶
• 中文别名: 2-(2-吡啶基)-6-氯-4-氨基嘧啶
• 英文名称: 6-chloro-2-(2-pyridin-2-yl)pyrimidin-4-ylamine
• 英文别名: 6-chloro-2-(pyridin-2-yl)pyrimidin-4-amine；6-chloro-2-pyridin-2-yl-pyrimidin-4-ylamine；6-chloro-2-pyridin-2-ylpyrimidin-4-amine
• CAS: 1014720-73-0
• 化学式: C₉H₇ClN₄
• 分子量: 206.634
• InChiKey: GMXJDJHJPJSLJM-UHFFFAOYSA-N

物化性质

• 沸点：
  296.4±22.0 °C(Predicted)
• 密度：
  1.390±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.7
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  2-8℃

反应信息

• 作为反应物：
  描述：

  2-（2-吡啶基）-6-氯-4-氨基嘧啶 在 肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以80%的产率得到6-Hydrazinyl-2-pyridin-2-ylpyrimidin-4-amine
  参考文献：
  名称：

  2,6-Diaryl-4-phenacylaminopyrimidines as potent and selective adenosine A2A antagonists with reduced hERG liability

  摘要：

  In this report, the design and synthesis of a series of pyrimidine based adenosine A(2A) antagonists are described. The strategy and outcome of expanding SAR exploration to attenuate hERG and improve selectivity over A(1) are discussed. Compound 33 exhibited excellent potency, selectivity over A1, and reduced hERG liability. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.036
• 作为产物：
  描述：

  4,6-二氯-2-[2-吡啶]嘧啶 在 ammonium hydroxide 作用下， 以 异丙醇 为溶剂， 反应 6.0h， 以85 mg的产率得到2-（2-吡啶基）-6-氯-4-氨基嘧啶
  参考文献：
  名称：

  [EN] HETEROARYL SUBSTITUTED SPIROPIPERIDINYL DERIVATIVES AND PHARMACEUTICAL USES THEREOF
  [FR] DÉRIVÉS DE SPIROPIPÉRIDINYLE SUBSTITUÉS PAR HÉTÉROARYLE ET LEURS UTILISATIONS PHARMACEUTIQUES

  摘要：

  本发明提供了化合物(I)或其药用可接受盐；(I)中R1、R2、R4和X1的定义见本文，本发明化合物的制备方法以及其治疗用途。本发明还提供了药理活性剂的组合和药物组合物。

  公开号：

  WO2022034529A1

文献信息

• Novel Pyrimidine- And Triazine-Hepcidine Antagonists
  申请人：Dürrenberger Franz

  公开号：US20120202806A1

  公开（公告）日：2012-08-09

  The present invention relates to new hepcidin antagonists, pharmaceutical compositions containing them and the use thereof as a drug, in particular for the treatment of iron metabolism disorders such as, in particular, iron deficiency diseases and anaemia, in particular anaemia associated with chronic inflammatory disease (ACD: anaemia of chronic disease and AI: anaemia of inflammation).

  本发明涉及新的肝铁蛋白拮抗剂，包含它们的药物组合物以及将其用作药物的用途，特别是用于治疗铁代谢紊乱，如特别是铁缺乏病和贫血，特别是与慢性炎症性疾病相关的贫血（ACD：慢性疾病性贫血和AI：炎症性贫血）。
• SUBSTITUTED PYRIMIDINES AS ADENOSINE RECEPTOR ANTAGONISTS
  申请人：Lanier Marion

  公开号：US20100234341A1

  公开（公告）日：2010-09-16

  Compounds of formula (I) including pharmaceutically acceptable salts, esters, solvates and stereoisomers thereof, R 1 , R 2 and R 3 are as defined herein. Pharmaceutical compositions containing a compound of structure (I), as well as methods relating to the use thereof, are also disclosed.

  公式（I）的化合物，包括药学上可接受的盐、酯、溶剂和立体异构体，其中R1、R2和R3的定义如本文所述。本发明还公开了含有结构（I）化合物的制药组合物，以及与其使用相关的方法。
• 2-Amino-<i>N</i>-pyrimidin-4-ylacetamides as A_2A Receptor Antagonists: 1. Structure−Activity Relationships and Optimization of Heterocyclic Substituents
  作者：Deborah H. Slee、Yongsheng Chen、Xiaohu Zhang、Manisha Moorjani、Marion C. Lanier、Emily Lin、Jaimie K. Rueter、John P. Williams、Sandra M. Lechner、Stacy Markison、Siobhan Malany、Mark Santos、Raymond S. Gross、Kayvon Jalali、Yang Sai、Zhiyang Zuo、Chun Yang、Julio C. Castro-Palomino、María I. Crespo、Maria Prat、Silvia Gual、José-Luis Díaz、John Saunders

  DOI：10.1021/jm701185v

  日期：2008.3.1

  Previously we have described a novel series of potent and selective A(2A) receptor antagonists (e.g., 1) with excellent aqueous solubility.(1) While these compounds are efficacious A(2A) antagonists in vivo, the presence of an unsubstituted furyl moiety was a cause of some concern. In order to avoid the potential metabolic liabilities that could arise from an unsubstituted fury] moiety, an optimization effort was undertaken with the aim of replacing the unsubstituted furan with a more metabolically stable group while maintaining potency and selectivity. Herein, we describe the synthesis and SAR of a range of novel heterocyclic systems and the successful identification of a replacement for the unsubstituted furan moiety with a methylfuran or thiazole moiety while maintaining potency and selectivity.
• <i>N</i>-[6-Amino-2-(heteroaryl)pyrimidin-4-yl]acetamides as A_2A Receptor Antagonists with Improved Drug Like Properties and in Vivo Efficacy
  作者：Marion C. Lanier、Manisha Moorjani、Zhiyong Luo、Yongsheng Chen、Emily Lin、John E. Tellew、Xiaohu Zhang、John P. Williams、Raymond S. Gross、Sandra M. Lechner、Stacy Markison、Tanya Joswig、William Kargo、Jaime Piercey、Mark Santos、Siobhan Malany、Marilyn Zhao、Robert Petroski、María I. Crespo、José-Luis Díaz、John Saunders、Jenny Wen、Zhihong O’Brien、Kayvon Jalali、Ajay Madan、Deborah H. Slee

  DOI：10.1021/jm800908d

  日期：2009.2.12

  In the present article, we report on a strategy to improve the physical properties of a series of small molecule human adenosine 2A (hA(2A)) antagonists. One of the aromatic rings typical of this series of antagonists is replaced with a series of aliphatic groups, with the aim of disrupting crystal packing of the molecule to lower the melting point and in turn to improve the solubility. Herein, we describe the SAR of a new series of water-soluble 2,4,6-trisubstituted pyrimidines where R-1 is an aromatic heterocycle, R-2 is a short-chain alkyl amide, and the typical R-3 aromatic heterocyclic substituent is replaced with an aliphatic amino substituent. This approach significantly enhanced aqueous solubility and lowered the log P of the system to provide molecules without significant hERG or CYP liabilities and robust in vivo efficacy.
• PYRIMIDINE ALS HEPCIDIN-ANTAGONISTEN
  申请人：VIFOR (INTERNATIONAL) AG

  公开号：EP2473486B1

  公开（公告）日：2015-10-28