8-cyclopropyl-3-propyl-2-thio-xanthine | 204763-92-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 8-cyclopropyl-3-propyl-2-thio-xanthine
• 英文别名: 8-cyclopropyl-3-propyl-2-sulfanylidene-7H-purin-6-one
• CAS: 204763-92-8
• 化学式: C₁₁H₁₄N₄OS
• 分子量: 250.324
• InChiKey: GHEZEFSEUZHOSM-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：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-cyclopropyl-3-propyl-2-thio-xanthine 、 甲烷 在 diphosphorus pentasulfide 作用下， 以 吡啶 、 sodium hydroxide 、 水 为溶剂， 生成 8-Cyclopropyl-3-propyl-2,6-dithioxanthine
  参考文献：
  名称：

  Purine derivatives having phosphodiesterase iv inhibition activity

  摘要：

  揭示了以下化合物：其中R3、R6a、R6b和R8如本文所述被取代。这些化合物对需要PDE IV抑制作用的患者有效。

  公开号：

  US06413975B1

文献信息

• Purine derivatives having phosphodiesterase IV inhibition activity
  申请人：Euro-Celtique, S.A.

  公开号：US06319928B1

  公开（公告）日：2001-11-20

  A compound of the formula: wherein R2 is O or S; R3, R6a and R8 are the same or different and each represent a C1-8 alkyl which is unbranched or branched and unsubstituted or substituted with OH, alkoxy, CO2H, ═NOH, ═NOCONH2, or ═O; C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, CO2H, ═NOH, ═NOCONH2, or ═O; C4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with OH, alkoxy, CO2H, ═NOH, ═NOCONH2, or ═O; aryl which is unsubstituted or substituted with Cl, NH2, alkylamino, dialkylamino, amido, C1-C8 alkylamido, C1-C3 dialkylamido, OH, alkoxy, HC═NOH, HC═NOCONH2, C1-C3 alkyl, phenyl or benzyl; aralkyl (C1-4); heterocyclyl; heterocyclylalkyl (C1-C4); and heteroaryl; R6b represents a H or R6a, or together R6b, N, and R6a make a 3 to 8 member ring containing at least one carbon, from one to three nitrogen atoms, from zero to two oxygen atoms, from zero to two sulfur atoms, said ring optionally substituted with alkoxy, CO2H, CONH2, ═NOH, ═NOCONH2, ═O; and where aryl is phenyl or naphthyl, the heterocyclyl is a 5, 6 or 7 membered ring including from one to three nitrogen atoms, and from zero to two oxygen atoms, from zero to two sulfur atoms, and can be substituted as in aryl on the carbons or nitrogens of that ring; or a pharmaceutically acceptable salt thereof, provided that when R3 is propyl, R8 is not cyclopentyl, noradamantyl, or dicyclopropylmethyl.

  该化合物的结构式如下：其中R2为O或S；R3、R6a和R8相同或不同，分别代表未支链或支链的C1-8烷基，未取代或取代为OH、烷氧基、CO2H、═NOH、═NOCONH2或═O；C3-8环烷基，未取代或取代为OH、烷氧基、CO2H、═NOH、═NOCONH2或═O；C4-8环烷基烷基，其中环烷基部分未取代或取代为OH、烷氧基、CO2H、═NOH、═NOCONH2或═O；芳基未取代或取代为Cl、NH2、烷基氨基、二烷基氨基、酰胺、C1-C8烷基酰胺、C1-C3二烷基酰胺、OH、烷氧基、HC═NOH、HC═NOCONH2、C1-C3烷基、苯基或苄基；芳基烷基（C1-4）；杂环烷基；杂环烷基烷基（C1-C4）；和杂芳基；R6b代表H或R6a，或者一起R6b、N和R6a构成含有至少一个碳、从一个到三个氮原子、从零到两个氧原子、从零到两个硫原子的3到8成员环，该环可以取代为烷氧基、CO2H、CONH2、═NOH、═NOCONH2、═O；其中芳基为苯基或萘基，杂环烷基是包括从一个到三个氮原子和从零到两个氧原子、从零到两个硫原子的5、6或7成员环，并且可以在该环的碳或氮上取代，或其药用盐，但当R3为丙基时，R8不是环戊基、萘基或二环丙基甲基。
• PURINE DERIVATIVES HAVING PHOSPHODIESTERASE IV INHIBITION ACTIVITY
  申请人：Euro-Celtique S.A.

  公开号：EP1169321A2

  公开（公告）日：2002-01-09
• EP1169321A4
  申请人：——

  公开号：EP1169321A4

  公开（公告）日：2002-10-30
• US6294541B1
  申请人：——

  公开号：US6294541B1

  公开（公告）日：2001-09-25
• US6319928B1
  申请人：——

  公开号：US6319928B1

  公开（公告）日：2001-11-20