2-(methylthio)pyrimidine-4-boronic acid pinacol ester | 1310383-19-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(methylthio)pyrimidine-4-boronic acid pinacol ester
• 英文别名: 2-(Methylthio)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)pyrimidine；2-methylsulfanyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
• CAS: 1310383-19-7
• 化学式: C₁₁H₁₇BN₂O₂S
• 分子量: 252.145
• InChiKey: UMAXEZVDAHRBFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  69.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-[(3-bromoimidazo[1,2-b]pyridazin-6-yl)amino]piperidine-1-carboxylate 、 2-(methylthio)pyrimidine-4-boronic acid pinacol ester 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 Tert-butyl 4-[[3-(2-methylsulfanylpyrimidin-4-yl)imidazo[1,2-b]pyridazin-6-yl]amino]piperidine-1-carboxylate
  参考文献：
  名称：

  Substituted imidazopyridazines are potent and selective inhibitors of Plasmodium falciparum calcium-dependent protein kinase 1 (PfCDPK1)

  摘要：

  A series of imidazopyridazines which are potent inhibitors of Plasmodium falciparum calcium-dependent protein kinase 1 (PfCDPK1) was identified from a high-throughput screen against the isolated enzyme. Subsequent exploration of the SAR and optimisation has yielded leading members which show promising in vitro anti-parasite activity along with good in vitro ADME and selectivity against human kinases. Initial in vivo testing has revealed good oral bioavailability in a mouse PK study and modest in vivo efficacy in a Plasmodium berghei mouse model of malaria. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.017

文献信息

• Substituted imidazopyridazines are potent and selective inhibitors of Plasmodium falciparum calcium-dependent protein kinase 1 (PfCDPK1)
  作者：Timothy M. Chapman、Simon A. Osborne、Nathalie Bouloc、Jonathan M. Large、Claire Wallace、Kristian Birchall、Keith H. Ansell、Hayley M. Jones、Debra Taylor、Barbara Clough、Judith L. Green、Anthony A. Holder

  DOI：10.1016/j.bmcl.2013.03.017

  日期：2013.5

  A series of imidazopyridazines which are potent inhibitors of Plasmodium falciparum calcium-dependent protein kinase 1 (PfCDPK1) was identified from a high-throughput screen against the isolated enzyme. Subsequent exploration of the SAR and optimisation has yielded leading members which show promising in vitro anti-parasite activity along with good in vitro ADME and selectivity against human kinases. Initial in vivo testing has revealed good oral bioavailability in a mouse PK study and modest in vivo efficacy in a Plasmodium berghei mouse model of malaria. (C) 2013 Elsevier Ltd. All rights reserved.