1,3-Dipropyl-8-[2-(E)-(2-thienyl)vinyl]xanthine | 142665-29-0

• 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: 1,3-Dipropyl-8-[2-(E)-(2-thienyl)vinyl]xanthine
• 英文别名: 1,3-dipropyl-8-[(E)-2-thiophen-2-ylethenyl]-7H-purine-2,6-dione
• CAS: 142665-29-0
• 化学式: C₁₇H₂₀N₄O₂S
• 分子量: 344.437
• InChiKey: IOONEPVZTVHSRG-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  97.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-Dipropyl-8-[2-(E)-(2-thienyl)vinyl]xanthine 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以95%的产率得到1,3-Dipropyl-7-methyl-8-[2-(E)-(2-thienyl)vinyl]xanthine
  参考文献：
  名称：

  (E)-1-(Heterocyclyl or cyclohexyl)-2-[1,3,7-trisubstituted (xanthin-8-yl)] ethenes as A2a adenosine receptor antagonists

  摘要：

  Some 1,3,7-trisubstituted-8-styrylxanthine analogues, with the aryl group replaced by a heterocycle or cyclohexane ring, were prepared and evaluated for their interaction with the A(1) and A(2a) adenosine receptors. The highest degree of activity was displayed by the 1,3-dipropyl-7-methyl-8-[2-(3-thienyl)ethenyl]xanthine 4cdi, which was found to be a potent and selective A(2a) antagonist in binding assays (K-i = 19 nM, A(1)/A(2a) ratio = 30).

  DOI：

  10.1016/s0223-5234(96)80007-9
• 作为产物：
  描述：

  3-（2-噻嗯基）丙烯酸 在 sodium hydroxide 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 2.0h， 生成 1,3-Dipropyl-8-[2-(E)-(2-thienyl)vinyl]xanthine
  参考文献：
  名称：

  (E)-1-(Heterocyclyl or cyclohexyl)-2-[1,3,7-trisubstituted (xanthin-8-yl)] ethenes as A2a adenosine receptor antagonists

  摘要：

  Some 1,3,7-trisubstituted-8-styrylxanthine analogues, with the aryl group replaced by a heterocycle or cyclohexane ring, were prepared and evaluated for their interaction with the A(1) and A(2a) adenosine receptors. The highest degree of activity was displayed by the 1,3-dipropyl-7-methyl-8-[2-(3-thienyl)ethenyl]xanthine 4cdi, which was found to be a potent and selective A(2a) antagonist in binding assays (K-i = 19 nM, A(1)/A(2a) ratio = 30).

  DOI：

  10.1016/s0223-5234(96)80007-9

文献信息

• Xanthine derivatives
  申请人：Kyowa Hakko Kogyo Co., Ltd.

  公开号：US05756735A1

  公开（公告）日：1998-05-26

  The present invention relates to novel xanthine derivatives of the formula (I) which are selectively antagonistic to an adenosine A.sub.2 receptor, and pharmaceutically acceptable salts thereof. Formula (I): ##STR1## In the formula, R.sup.1 and R.sup.2 are the same or different and each represents a hydrogen atom, a propyl group, a butyl group or an allyl group; R.sup.3 represents a hydrogen atom or a lower alkyl group; Y.sup.1 and Y.sup.2 are the same or different and each represents a hydrogen atom or a methyl group; and Z represents a substituted or unsubstituted phenyl group, a pyridyl group, an imidazolyl group, a furyl group or a thienyl group.

  本发明涉及一种新型黄嘌呤衍生物（I）及其药学上可接受的盐，该衍生物选择性地拮抗腺苷A2受体。公式（I）：##STR1## 在该式中，R.sup.1和R.sup.2相同或不同，分别代表氢原子、丙基基团、丁基基团或烯丙基基团；R.sup.3代表氢原子或较低的烷基基团；Y.sup.1和Y.sup.2相同或不同，分别代表氢原子或甲基基团；Z代表取代或未取代的苯基团、吡啶基团、咪唑基团、呋喃基团或噻吩基团。
• XANTHINE DERIVATIVE
  申请人：KYOWA HAKKO KOGYO CO., LTD.

  公开号：EP0559893A1

  公开（公告）日：1993-09-15

  A novel xanthine derivative represented by general formula (I), which selectively antagonizes adenosine receptor, and a pharmacologically acceptable salt thereof. In formula (I) R¹ and R² may be the same or different from each other and each represents hydrogen, propyl, butyl or allyl; R³ represents hydrogen or lower alkyl; Y¹ and Y² may be the same or different from each other and each represents hydrogen or methyl; and Z represents (un)substituted phenyl, pyridyl, imidazolyl, furyl or thienyl.

  一种由通式(I)代表的选择性拮抗腺苷受体的新型黄嘌呤衍生物及其药理上可接受的盐。在式 (I) 中，R¹ 和 R² 可以相同或不同，各自代表氢、丙基、丁基或烯丙基；R³ 代表氢或低级烷基；Y¹ 和 Y² 可以相同或不同，各自代表氢或甲基；Z 代表（未）取代的苯基、吡啶基、咪唑基、呋喃基或噻吩基。
• US5756735A
  申请人：——

  公开号：US5756735A

  公开（公告）日：1998-05-26
• (E)-1-(Heterocyclyl or cyclohexyl)-2-[1,3,7-trisubstituted (xanthin-8-yl)] ethenes as A2a adenosine receptor antagonists
  作者：MR Del Giudice、A Borioni、C Mustazza、F Gatta、S Dionisotti、C Zocchi、E Ongini

  DOI：10.1016/s0223-5234(96)80007-9

  日期：1996.1

  Some 1,3,7-trisubstituted-8-styrylxanthine analogues, with the aryl group replaced by a heterocycle or cyclohexane ring, were prepared and evaluated for their interaction with the A(1) and A(2a) adenosine receptors. The highest degree of activity was displayed by the 1,3-dipropyl-7-methyl-8-[2-(3-thienyl)ethenyl]xanthine 4cdi, which was found to be a potent and selective A(2a) antagonist in binding assays (K-i = 19 nM, A(1)/A(2a) ratio = 30).