4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(4-aminobut-2-ynylthio)pyrimidine

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(4-aminobut-2-ynylthio)pyrimidine
• 英文别名: 1-[2-(4-aminobut-2-ynylsulfanyl)pyrimidin-4-yl]-2-(2,2,2-trifluoroethyl)guanidine
• 化学式: C₁₁H₁₃F₃N₆S
• 分子量: 318.326
• InChiKey: FOKNXGGFKJQXEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-[3-(2,2,2-trifluoroethyl)thioureido]-2-(4-phthalimidobut-2-ynylthio)pyrimidine 、 N,N-二甲基甲酰胺 、 氨 、 在 乙醇 、 一水合肼 、 盐酸 、 乙醚 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(4-aminobut-2-ynylthio)pyrimidine (0.17 g.)的产率得到4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(4-aminobut-2-ynylthio)pyrimidine
  参考文献：
  名称：

  Carbonyl derivatives

  摘要：

  本发明涉及一种卡那霉素衍生物，其为组胺H-2受体拮抗剂并抑制胃酸分泌。根据本发明提供了式I的胍衍生物：##STR1## 其中R.sup.1和R.sup.2，相同或不同，为氢或1-10C烷基，3-8C环烷基或4-14C环烷基烷基，每个烷基，环烷基或环烷基烷基可以携带一个或多个F，Cl或Br原子，前提是R.sup.1和R.sup.2中的一个被卤素取代，或R.sup.2为氢且R.sup.1为R.sup.5-E-W，其中W为2-6C烷基，可选地被1或2个1-4C烷基取代，E为O，S，SO，SO.sub.2或NR.sup.6，其中R.sup.6为H或1-6C烷基，R.sup.5为H或1-6C烷基，可选地被1或2个1-4C烷基取代，或R.sup.5和R.sup.6结合形成吡咯烷，哌嗪，吗啉，哌嗪或N-甲基哌嗪环，或R.sup.2为H且R.sup.1为H，1-10C烷基，3-8C环烷基，4-14C环烷基烷基，3-6C烯基，3-6C炔基，1-6C烷酰基，6-10C芳基，7-11C芳基烷基或7-11C芳基酰基; 环X为规范中定义的杂环；A为苯基或5-7C环烷基，或可选地插入一或两个基团的1-8C烷基；D为O或S；R.sup.4为H或1-6C烷基；R.sup.3为H或规范中描述的多种基团；以及其药学上可接受的酸加成盐。同时还描述了制造工艺和制药组合物。

  公开号：

  US04657908A1

文献信息

• Carbonyl derivatives
  申请人：ICI Americas, Inc.

  公开号：US04657908A1

  公开（公告）日：1987-04-14

  The invention relates to carbonyl derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention where is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 and R.sup.2, same or different, are hydrogen or 1-10C alkyl, 3-8C cycloalkyl or 4-14C cycloalkylalkyl, each alkyl, cycloalkyl or cycloalkylalkyl optionally carrying one or more F, Cl or Br atoms, provided that one of R.sup.1 and R.sup.2 is halogen substituted, or R.sup.2 is hydrogen and R.sup.1 is R.sup.5 -E-W in which W is 2-6C alkylene optionally substituted by 1 or 2 1-4C alkyls, E is O, S, SO, SO.sub.2 or NR.sup.6 in which R.sup.6 is H or 1-6C alkyl, R.sup.5 is H or 1-6C alkyl optionally substituted by 1 or 2 1-4C alkyls, or R.sup.5 and R.sup.6 are joined to form a pyrrolidine, piperidine, morpholine, piperazine or N-methylpiperazine ring, or R.sup.2 is H and R.sup.1 is H, 1-10C alkyl, 3-8C cycloalkyl, 4-14C cycloalkylalkyl, 3-6C alkenyl, 3-6C alkynyl, 1-6C alkanoyl, 6-10C aryl, 7-11C aralkyl or 7-11C aroyl; ring X is a heterocyclic ring as defined in the specification; A is phenylene or 5-7C cycloalkylene, or a 1-8C alkylene into which is optionally inserted one or two groups; D is O or S; R.sup.4 is H or 1-6C alkyl; R.sup.3 is H or a variety of radicals described in the specification: and the pharmaceutically-acceptable acid-addition salts thereof. Manufacturing processes and pharmaceutical compositions are also described.

  本发明涉及一种卡那霉素衍生物，其为组胺H-2受体拮抗剂并抑制胃酸分泌。根据本发明提供了式I的胍衍生物：##STR1## 其中R.sup.1和R.sup.2，相同或不同，为氢或1-10C烷基，3-8C环烷基或4-14C环烷基烷基，每个烷基，环烷基或环烷基烷基可以携带一个或多个F，Cl或Br原子，前提是R.sup.1和R.sup.2中的一个被卤素取代，或R.sup.2为氢且R.sup.1为R.sup.5-E-W，其中W为2-6C烷基，可选地被1或2个1-4C烷基取代，E为O，S，SO，SO.sub.2或NR.sup.6，其中R.sup.6为H或1-6C烷基，R.sup.5为H或1-6C烷基，可选地被1或2个1-4C烷基取代，或R.sup.5和R.sup.6结合形成吡咯烷，哌嗪，吗啉，哌嗪或N-甲基哌嗪环，或R.sup.2为H且R.sup.1为H，1-10C烷基，3-8C环烷基，4-14C环烷基烷基，3-6C烯基，3-6C炔基，1-6C烷酰基，6-10C芳基，7-11C芳基烷基或7-11C芳基酰基; 环X为规范中定义的杂环；A为苯基或5-7C环烷基，或可选地插入一或两个基团的1-8C烷基；D为O或S；R.sup.4为H或1-6C烷基；R.sup.3为H或规范中描述的多种基团；以及其药学上可接受的酸加成盐。同时还描述了制造工艺和制药组合物。
• Histamine H2-antagonists
  申请人：ICI Americas Inc.

  公开号：US04496571A1

  公开（公告）日：1985-01-29

  The invention relates to carbonyl derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention where is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 and R.sup.2, same or different, are hydrogen or 1-10C alkyl, 3-8C cycloalkyl or 4-14C cycloalkylalkyl, each alkyl, cycloalkyl or cycloalkylalkyl optionally carrying one or more F, Cl or Br atoms, provided that one of R.sup.1 and R.sup.2 is halogen substituted, or R.sup.2 is hydrogen and R.sup.1 is R.sup.5 -E-W in which W is 2-6C alkylene optionally substituted by 1 or 2 1-4C alkyls, E is O, S, SO, SO.sub.2 or NR.sup.6 in which R.sup.6 is H or 1-6C alkyl, R.sup.5 is H or 1-6C alkyl optionally substituted by 1 or 2 1-4C alkyls, or R.sup.5 and R.sup.6 are joined to form a pyrrolidine, piperidine, morpholine, piperazine or N-methylpiperazine ring, or R.sup.2 is H and R.sup.1 is H, 1-10C alkyl, 3-8C cycloalkyl, 4-14C cycloalkylalkyl, 3-6C alkenyl, 3-6C alkynyl, 1-6C alkanoyl, 6-10C aryl, 7-11C aralkyl or 7-11C aroyl; ring X is a heterocyclic ring as defined in the specification; A is phenylene or 5-7C cycloalkylene, or a 1-8C alkylene into which is optionally inserted one or two groups; D is O or S; R.sup.4 is H or 1-6C alkyl; R.sup.3 is H or a variety of radicals described in the specification: and the pharmaceutically-acceptable acid-addition salts thereof. Manufacturing processes and pharmaceutical compositions are also described.

  本发明涉及羰基衍生物，其为组胺H-2受体拮抗剂并抑制胃酸分泌。根据本发明，提供了式I的胍衍生物：##STR1## 其中R.sup.1和R.sup.2，相同或不同，是氢或1-10C烷基，3-8C环烷基或4-14C环烷基烷基，每个烷基，环烷基或环烷基烷基可选地携带一个或多个F，Cl或Br原子，前提是R.sup.1和R.sup.2中的一个是卤素取代，或者R.sup.2是氢且R.sup.1是R.sup.5-E-W，其中W是可选地被1或2个1-4C烷基取代的2-6C烷基，E是O，S，SO，SO.sub.2或NR.sup.6，其中R.sup.6是H或1-6C烷基，R.sup.5是H或1-6C烷基，可选地被1或2个1-4C烷基取代，或者R.sup.5和R.sup.6结合形成吡咯烷，哌嗪，吗啉，哌嗪或N-甲基哌嗪环，或者R.sup.2是H且R.sup.1是H，1-10C烷基，3-8C环烷基，4-14C环烷基烷基，3-6C烯基，3-6C炔基，1-6C烷酰基，6-10C芳基，7-11C芳基烷基或7-11C芳酰基；环X是规范中定义的杂环；A是苯基或5-7C环烷基，或者是可选地插入一到两个基团的1-8C烷基；D是O或S；R.sup.4是H或1-6C烷基；R.sup.3是H或规范中描述的各种基团。还描述了制造工艺和制药组合物及其药学上可接受的酸加成盐。
• Guanidino-substituted heterocyclic derivatives having histamine H-2 antagonist activity
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0059597A2

  公开（公告）日：1982-09-08

  The invention relates to carbonyl derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention where is provided a guanidine derivative of the formula I:- in which R' and R2, same or different, are hydrogen or 1-10C alkyl, 3-8C cycloalkyl or 4-14C cycloalkylalkyl, each alkyl, cycloalkyl or cycloalkylalkyl optionally carrying one or more F, Cl or Br atoms, provided that one of R1 and R2 is halogen substituted, or R2 is hydrogen and R1 is R5-E-W in which W is 2-6C alkylene optionally substituted by 1 or 2 1-4C alkyls, E is O, S, SO. SO2 or NR6 in which R6 is H or 1-6C alkyl, R5 is H or 1-6C alkyl optionally substituted by 1 or 2 1-4C alkyls, or R5 and R6 are joined to form a pyrrolidine, piperidine, morpholine, piperazine or N-methylpiperazine ring, or R2 is H and R1 is H, 1-10C alkyl, 3-8C cycloalkyl, 4-14C cycloalkylalkyl, 3-6C alkenyl, 3-6C alkynyl, 1-6C alkanoyl, 6-10C aryl, 7-11C aralkyl or 7-11C aroyl; ring X is a heterocyclic ring as defined in the specification; A is phenylene or 5-7C cycloalkylene, or a 1-8C alkylene into which is optionally inserted one or two groups: D is O or S; R4 is H or 1-6C alkyl; R3 is H or a variety of radicals described in the specification: and the pharmaceutically-acceptable acid-addition salts thereof. Manufacturing processes and pharmaceutical compositions are also described.

  本发明涉及组胺 H-2 拮抗剂和抑制胃酸分泌的羰基衍生物。根据本发明提供了一种式 I 的胍衍生物 其中R'和R2相同或不同，均为氢或1-10C烷基、3-8C环烷基或4-14C环烷基烷基，每个烷基、环烷基或环烷基烷基可选带一个或多个F、Cl或Br原子，条件是R1和R2之一被卤素取代，或R2为氢，R1为R5-E-W，其中W为可选被1或2个1-4C烷基取代的2-6C亚烷基，E为O、S、SO.SO2 或 NR6，其中 R6 是 H 或 1-6C 烷基，R5 是 H 或可选被 1 或 2 个 1-4C 烷基取代的 1-6C 烷基，或 R5 和 R6 连接形成吡咯烷、哌啶、吗啉、哌嗪或 N-甲基吡咯烷、或 R2 为 H，R1 为 H、1-10C 烷基、3-8C 环烷基、4-14C 环烷基、3-6C 烯基、3-6C 烷炔基、1-6C 烷酰基、6-10C 芳基、7-11C 芳基或 7-11C 芳基；环 X 是如说明书中所定义的杂环； A 是亚苯基或 5-7C 环亚烷基，或 1-8C 亚烷基，其中可选择插入一个或两个基团：D是O或S；R4是H或1-6C烷基；R3是H或说明书中描述的各种基团：及其药学上可接受的酸加成盐。还描述了制造工艺和药物组合物。
• US4496571A
  申请人：——

  公开号：US4496571A

  公开（公告）日：1985-01-29
• US4657908A
  申请人：——

  公开号：US4657908A

  公开（公告）日：1987-04-14