4-氯-2-吡啶-2-基-6-三氟甲基-嘧啶 | 438249-84-4

• 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: 4-氯-2-吡啶-2-基-6-三氟甲基-嘧啶
• 英文名称: 4-chloro-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidine
• 英文别名: 4-Chloro-2-(2-pyridinyl)-6-(trifluoromethyl)-pyrimidine；4-chloro-2-pyridin-2-yl-6-(trifluoromethyl)pyrimidine
• CAS: 438249-84-4
• 化学式: C₁₀H₅ClF₃N₃
• 分子量: 259.618
• InChiKey: NPRHEFXGFBGECS-UHFFFAOYSA-N

物化性质

• 沸点：
  231.9±40.0 °C(Predicted)
• 密度：
  1.443±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-氯-2-吡啶-2-基-6-三氟甲基-嘧啶 、 3,4-二甲氧基苯胺 以81%的产率得到4-(3,4-Dimethoxyanilino)-6-trifluoromethyl-2-(2-pyridinyl)pyrimidine
  参考文献：
  名称：

  Substituted 2-aryl-4-arylaminopyrimidines and analogs as activators or caspases and inducers of apoptosis and the use thereof

  摘要：

  本发明涉及被一般式I所代表的取代的2-芳基-4-芳基氨基嘧啶及其类似物： 其中A，Ar1，Ar2，R1和R3在此处被定义。本发明还涉及发现具有式I的化合物是caspase的激活剂和凋亡诱导剂。本发明的化合物可用于诱导在出现未受控制的异常细胞生长和扩散的各种临床病况中的细胞死亡。

  公开号：

  US20030069239A1
• 作为产物：
  描述：

  2-(2-吡啶)-6-(三氟甲基)-4(3H)-嘧啶酮 在 三氯氧磷 作用下， 以86%的产率得到4-氯-2-吡啶-2-基-6-三氟甲基-嘧啶
  参考文献：
  名称：

  Substituted 2-aryl-4-arylaminopyrimidines and analogs as activators or caspases and inducers of apoptosis and the use thereof

  摘要：

  本发明涉及被一般式I所代表的取代的2-芳基-4-芳基氨基嘧啶及其类似物： 其中A，Ar1，Ar2，R1和R3在此处被定义。本发明还涉及发现具有式I的化合物是caspase的激活剂和凋亡诱导剂。本发明的化合物可用于诱导在出现未受控制的异常细胞生长和扩散的各种临床病况中的细胞死亡。

  公开号：

  US20030069239A1

文献信息

• Synthesis and evaluation of 2-pyridyl pyrimidines with in vitro antiplasmodial and antileishmanial activity
  作者：Chitalu C. Musonda、Gavin A. Whitlock、Michael J. Witty、Reto Brun、Marcel Kaiser

  DOI：10.1016/j.bmcl.2008.11.098

  日期：2009.1

  A series of 2-pyridyl pyrimidines, reported inhibitors of Plasmodium falciparum methionine aminopeptidase 1b were synthesized and evaluated for their antiplasmodial activities. An analysis of physicochemical properties demonstrated a link between lipophilicity and antiparasitic activity. Cross screening of the library against cultured Leishmania donovani parasites revealed this class of compounds as

  合成了一系列2-吡啶基嘧啶，已报道恶性疟原虫蛋氨酸氨基肽酶1b的抑制剂，并评估了它们的抗血浆活性。理化性质的分析表明亲脂性和抗寄生虫活性之间的联系。针对培养的利什曼原虫donovani寄生虫的文库的交叉筛选揭示了这类化合物是体外寄生虫发展的有效抑制剂。
• Substituted 2-aryl-4-arylaminopyrimidines and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：Cytovia, Inc.

  公开号：US20040097503A1

  公开（公告）日：2004-05-20

  The present invention is directed to substituted 2-aryl-4-arylaminopyrimidine and analogs thereof, represented by the general Formula I: 1 wherein A, Ar 1 , Ar 2 , R 1 and R 3 are defined herein. The present invention also relates to the discovery that compounds having Formula I are activators of caspases and inducers of apoptosis. The compounds of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及取代的2-芳基-4-芳氨基嘧啶及其类似物，由通式I表示：其中A、Ar1、Ar2、R1和R3如本文所定义。本发明还涉及发现具有I式化合物的活化剂和凋亡诱导剂。本发明的化合物可用于在各种临床情况下诱导细胞死亡，其中出现了不受控制的异常细胞的生长和扩散。
• 4-Amino-2-(pyridin-2-yl)pyrimidine as microbicidal active substances
  申请人：Ciba Specialty Chemicals Holding Inc.

  公开号：EP1254903B1

  公开（公告）日：2005-06-08
• Discovery of substituted 4-anilino-2-(2-pyridyl)pyrimidines as a new series of apoptosis inducers using a cell- and caspase-based high throughput screening assay. Part 1: Structure–activity relationships of the 4-anilino group
  作者：Nilantha Sirisoma、Shailaja Kasibhatla、Bao Nguyen、Azra Pervin、Yang Wang、Gisela Claassen、Ben Tseng、John Drewe、Sui Xiong Cai

  DOI：10.1016/j.bmc.2006.08.002

  日期：2006.12

  A series of 4-anilino-2-(2-pyridyl)pyrimidines has been discovered as a new class of potent inducers of apoptosis using a cell-based HTS assay. Compound 5a was found to arrest T47D cells in G(2)/M and induced apoptosis. SAR studies showed that a small and electron-donating group at the meta-position of the anilino ring is important for activity. A 20-fold increase in potency, from hit compound 4-(3-methoxyanilino)-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidine (5a) to lead compound 4-(2,5-dimethoxyanilino)-2-(2-pyridinyl)-6-(trifluoromethyl)pyrimidine (51), was obtained through the SAR studies. Compound 51 is highly active with an EC50 value of 18 nM in the caspase activation assay in T47D breast cells. Interestingly, 5a and other meta-mono-substituted compounds were active against T47D cells but were not active against H 1299 and HT29 cells, while 51 and other 2,5-disubstituted compounds were active against all the three cells. In a tubulin polymerization assay, compound 51 inhibited tubulin polymerization with an IC50 value of < 0.5 mu M while 5a was not active up to 50 mu M. (c) 2006 Elsevier Ltd. All rights reserved.
• EP1351691A4
  申请人：——

  公开号：EP1351691A4

  公开（公告）日：2005-06-22