tert-butyl N-[3-[1-[5-[(3-fluorophenyl)methyl]-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl]propylamino]propyl]carbamate | 876191-28-5

• 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: tert-butyl N-[3-[1-[5-[(3-fluorophenyl)methyl]-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl]propylamino]propyl]carbamate
• 英文别名: (3-{1-[5-(3-fluoro-benzyl)-3-methyl-4-oxo-4,5-dihydro-isothiazolo[5,4-d]pyrimidin-6-yl]-propylamino}-propyl)-carbamic acid tert-butyl ester
• CAS: 876191-28-5
• 化学式: C₂₄H₃₂FN₅O₃S
• 分子量: 489.614
• InChiKey: VMHZTXVRMIPXRS-UHFFFAOYSA-N

物化性质

• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[3-[1-[5-[(3-fluorophenyl)methyl]-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl]propylamino]propyl]carbamate 在 盐酸 、 二乙胺 、 三乙胺 作用下， 以 1,4-二氧六环 、 正己烷 、 二氯甲烷 、 异丙醇 为溶剂， 反应 0.83h， 生成 N-(3-amino-propyl)-N-{1-[5-(3-fluoro-benzyl)-3-methyl-4-oxo-4,5-dihydro-isothiazolo[5,4-d]pyrimidin-6-yl]-propyl}-4-methyl-benzamide hydrogen chloride
  参考文献：
  名称：

  Discovery of (+)-N-(3-Aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), a Kinesin Spindle Protein Inhibitor and Potential Anticancer Agent

  摘要：

  Structure activity relationship analysis identified (+)-N-(3-aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), from a series of novel kinesin spindle protein (KSP) inhibitors, as exhibiting both excellent biochemical potency and pharmaceutical properties suitable for clinical development. The selected compound arrested cells in mitosis leading to the formation of the monopolar spindle phenotype characteristic of KSP inhibition and induction of cellular death. A favorable pharmacokinetic profile and notable in vivo efficacy supported the selection of this compound as a clinical candidate for the treatment of cancer.

  DOI：

  10.1021/jm200629m
• 作为产物：
  描述：

  5-[(3-fluorophenyl)methyl]-3-methyl-6-propyl-[1,2]thiazolo[4,5-e]pyrimidin-4-one 在 溴 、 sodium acetate 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 反应 16.33h， 生成 tert-butyl N-[3-[1-[5-[(3-fluorophenyl)methyl]-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl]propylamino]propyl]carbamate
  参考文献：
  名称：

  Discovery of (+)-N-(3-Aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), a Kinesin Spindle Protein Inhibitor and Potential Anticancer Agent

  摘要：

  Structure activity relationship analysis identified (+)-N-(3-aminopropyl)-N-[1-(5-benzyl-3-methyl-4-oxo-[1,2]thiazolo[5,4-d]pyrimidin-6-yl)-2-methylpropyl]-4-methylbenzamide (AZD4877), from a series of novel kinesin spindle protein (KSP) inhibitors, as exhibiting both excellent biochemical potency and pharmaceutical properties suitable for clinical development. The selected compound arrested cells in mitosis leading to the formation of the monopolar spindle phenotype characteristic of KSP inhibition and induction of cellular death. A favorable pharmacokinetic profile and notable in vivo efficacy supported the selection of this compound as a clinical candidate for the treatment of cancer.

  DOI：

  10.1021/jm200629m

文献信息

• Selected fused heterocyclics and uses thereof
  申请人：Aquila Brian

  公开号：US20060041128A1

  公开（公告）日：2006-02-23

  This invention relates to novel compounds having the structural formula (I) and to their pharmaceutical compositions and to their methods of use. These novel compounds provide a treatment or prophylaxis of cancer.

  这项发明涉及具有结构式（I）的新化合物，以及它们的药物组合物和使用方法。这些新化合物提供了癌症的治疗或预防。
• Novel fused heterocycles and uses thereof
  申请人：Aquila Brian

  公开号：US20060063751A1

  公开（公告）日：2006-03-23

  This invention relates to novel compounds having the formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 are as defined in the specification and to their pharmaceutical compositions and to their methods of use. These novel compounds provide a treatment or prophylaxis of cancer.

  本发明涉及具有公式（I）的新化合物，其中R1，R2，R3，R4，R5，R6，R7，R8和R9如规范中所定义，并涉及它们的制药组合物和使用方法。这些新化合物提供了治疗或预防癌症的方法。
• Selected Fused Heterocyclics and Uses Thereof
  申请人：Aquila Brian

  公开号：US20070249636A1

  公开（公告）日：2007-10-25

  This invention relates to novel compounds having the structural formula (I) and to their pharmaceutical compositions and to their methods of use. These novel compounds provide a treatment or prophylaxis of cancer.

  本发明涉及具有结构式（I）的新化合物，以及它们的制药组合物和使用方法。这些新化合物提供了治疗或预防癌症的方法。
• NOVEL FUSED HETEROCYCLES AND USES THEREOF
  申请人：Aquila Brian

  公开号：US20080153854A1

  公开（公告）日：2008-06-26

  This invention relates to novel compounds having the formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 are as defined in the specification and to their pharmaceutical compositions and to their methods of use. These novel compounds provide a treatment or prophylaxis of cancer.

  本发明涉及具有公式（I）的新化合物，其中R1、R2、R3、R4、R5、R6、R7、R8和R9如规范中所定义的，并涉及它们的制药组合物和使用方法。这些新化合物提供了癌症的治疗或预防。
• SELECTED FUSED HETEROCYCLICS AND USES THEREOF
  申请人：AstraZeneca AB

  公开号：EP1781673B1

  公开（公告）日：2009-10-21