1-(n-hexylguanyl)thiourea | 101189-94-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫脲类
• 英文名称: 1-(n-hexylguanyl)thiourea
• 英文别名: (N-n-Hexylguanyl)thiourea；(N'-hexylcarbamimidoyl)thiourea
• CAS: 101189-94-0
• 化学式: C₈H₁₈N₄S
• 分子量: 202.324
• InChiKey: ZBEPUSHUUVZFMX-UHFFFAOYSA-N

物化性质

• 沸点：
  291.5±23.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-氯乙酰基)-1H-吡咯-2-甲醛 、 1-(n-hexylguanyl)thiourea 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Antiulcer agents. 4-Substituted 2-guanidinothiazoles: reversible, competitive, and selective inhibitors of gastric H+,K+-ATPase

  摘要：

  A series of 4-substituted 2-guanidinothiazoles has been found to inhibit the gastric proton-pump enzyme H+,K(+)-ATPase. In general, these compounds were reversible inhibitors of canine gastric H+,K(+)-ATPase, competitive at the K+ site, and selective relative to canine renal Na+,K(+)-ATPase. Structure-activity relationship (SAR) studies on this series revealed no general replacement for the guanidinothiazole. On the other hand, use of pyrrolyl, phenyl, and indolyl groups as the C-4 substituent yielded active compounds. Extensive studies of substitution patterns on these 4-aryl groups led to more active compounds, but no consistent SAR became apparent. Monosubstitution of the guanidine and substitution of the thiazole at C-5 both often led to increased activity, but combining these changes generated compounds less active than the parents. Despite 100-fold improvement in in vitro inhibitory potency, only a 3-fold increase in gastric antisecretory activity in rats was observed for these agents.

  DOI：

  10.1021/jm00164a012
• 作为产物：
  描述：

  2-苄基-1-氰基胍 、 二乙胺 以 甲醇 为溶剂， 生成 1-(n-hexylguanyl)thiourea
  参考文献：
  名称：

  2-(N-substituted guanidino)-4-hetero-arylthiazole antiulcer agents

  摘要：

  2,4-二取代噻唑化合物的化学式为##STR1##或其医药上可接受的酸盐，其中X为NH，Y为CH或N，或X为S，Y为CH；R.sup.1为某些直链或支链烷基，(R.sup.3).sub.2 C.sub.6 H.sub.3，或(R.sup.3).sub.2 Ar(CH.sub.2).sub.n，其中n为1至4的整数，R.sup.3为H或某些取代基，Ar为苯基、萘基或某些杂环芳基的残基；R.sup.2为H或(C.sub.1 -C.sub.4)烷基；或R.sup.1和R.sup.2与它们连接的氮原子一起形成某些杂环族；R.sup.4为H，(C.sub.1 -C.sub.5)烷基，NH.sub.2或CH.sub.2 OH；一种用于哺乳动物治疗胃溃疡的方法和含有这些化合物的药物组合物。

  公开号：

  US04560690A1

文献信息

• 2-guanidino-4-(2-furyl) thiazoles as antiulcer agents
  申请人：——

  公开号：US04814341A1

  公开（公告）日：1989-03-21

  A series of novel thiazole compounds, having a guanidino or substituted guanidino group at the 2-position and a 5-(N,N-disubstituted aminomethyl)-2-furyl group at the 4-position. The compounds of the invention are useful for administration to mammals for prophylactic or curative treatment of peptic ulcers.

  一系列新型噻唑化合物，其在2位具有鸟氨酸或取代鸟氨酸基团，并且在4位具有5-(N,N-二取代氨基甲基)-2-呋喃基团。本发明的化合物可用于给哺乳动物预防或治疗消化性溃疡。
• Synthesis of Mono N-Substituted Guanylthioureas
  作者：Lawrence A. Reiter、Katherine E. Brighty、Rhonda A. Bryant、Miriam E. Goldsmith

  DOI：10.1080/00397919608003504

  日期：1996.4

  A convenient method for the synthesis of mono N-substituted guanylthioureas in reasonable yields from readily available starting materials has been developed. In contrast to the previously published method, the use of highly noxious hydrogen sulfide is avoided. The method allows the rapid preparation of guanylthioureas since the synthesis of each requires only a single step from a common intermediate, the S-methylated derivative of dithiobiuret.
• Process for preparing substituted guanylthioureas
  申请人：PFIZER INC.

  公开号：EP0357192B1

  公开（公告）日：1992-05-06
• REITER, L. A.
  作者：REITER, L. A.

  DOI：——

  日期：——
• US4814341A
  申请人：——

  公开号：US4814341A

  公开（公告）日：1989-03-21