4,6-Dibutyl-3-chloropropanesulfonyl-2,4-dihydro-pyrazolo[4,3-d]pyrimidine-5,7-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 4,6-Dibutyl-3-chloropropanesulfonyl-2,4-dihydro-pyrazolo[4,3-d]pyrimidine-5,7-dione
• 英文别名: 4,6-dibutyl-2-(3-chloropropylsulfonyl)pyrazolo[4,3-d]pyrimidine-5,7-dione
• 化学式: C₁₆H₂₅ClN₄O₄S
• 分子量: 404.918
• InChiKey: VFXXNOFHHTVCHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,N-二正丁基尿素 在 palladium on activated charcoal 吡啶 、 盐酸 、 4-二甲氨基吡啶 、 硫酸 、 氢气 、 硝酸 、 N,N-二异丙基乙胺 、 sodium nitrite 作用下， 以 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 42.5h， 生成 4,6-Dibutyl-3-chloropropanesulfonyl-2,4-dihydro-pyrazolo[4,3-d]pyrimidine-5,7-dione
  参考文献：
  名称：

  Pyrazolopyrimidine-2,4-dione Sulfonamides:  Novel and Selective Calcitonin Inducers

  摘要：

  A. series of py-razolo[4,3-d]pyrimidine sulfonamides and pyrazolo[3,4-d]pyrimidine sulfonamides have been synthesized. These compounds increase transcription of a calcitonin-luciferase promoter and production of cellular calcitonin in a calcitonin-secretion/RIA assay with minimized phosphodiesterase type 4 inhibitory activity at 30 muM as compared to structurally related xanthine methylene ketones such as denbufyllene. These two series are notable examples of small molecules that act as CT-inducers, a method to potentially treat bone loss diseases.

  DOI：

  10.1021/jm010554s

文献信息

• Pyrazolopyrimidine-2,4-dione sulfonamides
  申请人：American Home Products Corporation

  公开号：US06133273A1

  公开（公告）日：2000-10-17

  A compound of formula (I) ##STR1## wherein: X=N and Y=CH or X=CH and Y=N R.sub.1 and R.sub.2 are independently, straight chain alkyl of 2 to 12 carbon atoms, branched chain alkyl of 3 to 10 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, aryl of 4 to 10 carbon atoms, 4 to 10 membered heteroaryl or a moiety of the formula (CH.sub.2).sub.m -A wherein m is 1 to 9 and A is cycloalkyl of 3 to 7 carbon atoms; and R.sub.3 is a straight chain alkyl of 1 to 12 carbon atoms, branched chain alkyl of 3 to 10 carbon atoms, aryl of 4 to 10 carbon atoms or 4 to 10 membered heteroaryl for use in the treatment of disorders associated with bone loss by increased transcription and elevation of plasma calcitonin levels.

  化合物的化学式为（I）##STR1## 其中：X=N和Y=CH或X=CH和Y=N。R.sub.1和R.sub.2是独立的，直链烷基，碳原子数为2到12，分支链烷基，碳原子数为3到10，3到10个碳原子的环烷基，4到10个碳原子的芳基，4到10个成员的杂环烷基或式(CH.sub.2).sub.m -A的基团，其中m为1到9，A为3到7个碳原子的环烷基。R.sub.3是直链烷基，碳原子数为1到12，分支链烷基，碳原子数为3到10，4到10个碳原子的芳基或4到10个成员的杂环烷基，用于治疗与骨丢失相关的疾病，通过增加转录和升高血浆降钙素水平。
• US6133273A
  申请人：——

  公开号：US6133273A

  公开（公告）日：2000-10-17
• Pyrazolopyrimidine-2,4-dione Sulfonamides:  Novel and Selective Calcitonin Inducers
  作者：Adam M. Gilbert、Stephen Caltabiano、Frank E. Koehn、Zhen-jia Chen、Gerardo D. Francisco、John W. Ellingboe、Yogendra Kharode、AnnaMarie Mangine、Rita Francis、Mark TrailSmith、David Gralnick

  DOI：10.1021/jm010554s

  日期：2002.5.1

  A. series of py-razolo[4,3-d]pyrimidine sulfonamides and pyrazolo[3,4-d]pyrimidine sulfonamides have been synthesized. These compounds increase transcription of a calcitonin-luciferase promoter and production of cellular calcitonin in a calcitonin-secretion/RIA assay with minimized phosphodiesterase type 4 inhibitory activity at 30 muM as compared to structurally related xanthine methylene ketones such as denbufyllene. These two series are notable examples of small molecules that act as CT-inducers, a method to potentially treat bone loss diseases.