2-(4-(3-chlorophenyl)thiazole-2-yl)guanidine hydrobromide | 123310-66-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-(3-chlorophenyl)thiazole-2-yl)guanidine hydrobromide
• 英文别名: 1-(4-(3-Chlorophenyl)thiazol-2-yl)guanidine hydrobromide；2-[4-(3-chlorophenyl)-1,3-thiazol-2-yl]guanidine;hydrobromide
• CAS: 123310-66-7
• 化学式: BrH*C₁₀H₉ClN₄S
• 分子量: 333.639
• InChiKey: ICDIPUDZCOMAAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  脒基硫脲 、 alkaline earth salt of/the/ methylsulfuric acid 以 乙醇 为溶剂， 生成 2-(4-(3-chlorophenyl)thiazole-2-yl)guanidine hydrobromide
  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

文献信息

• NOVEL THIAZOLE-BASED COMPOUND AND INHIBITOR OF T-TYPE CALCIUM CHANNEL CONTAINING THE SAME
  申请人：Hahn Hoh-Gyu

  公开号：US20100179201A1

  公开（公告）日：2010-07-15

  The present invention relates to novel thiazole-based compounds and T-type calcium channel inhibitors containing the compound. The T-type calcium channel inhibitor of the present invention is useful as a treating agent for disease associated with overexpression of T-type calcium channel.
• US8143296B2
  申请人：——

  公开号：US8143296B2

  公开（公告）日：2012-03-27
• [EN] NOVEL THIAZOLE-BASED COMPOUND AND INHIBITOR OF T-TYPE CALCIUM CHANNEL CONTAINING THE SAME<br/>[FR] NOUVEAU COMPOSÉ À BASE DE THIAZOLE ET INHIBITEUR DE CANAUX CALCIQUES DE TYPE T LE CONTENANT
  申请人：KOREA INST SCI & TECH

  公开号：WO2008018655A1

  公开（公告）日：2008-02-14

  [EN] The present invention relates to novel thiazole-based compounds and T- type calcium channel inhibitors containing the compound. The T-type calcium channel inhibitor of the present invention is useful as a treating agent for disease associated with overexpression of T-type calcium channel.
  [FR] La présente invention concerne de nouveaux composés à base de thiazole et des inhibiteurs de canaux calciques de type T contenant le composé. L'inhibiteur de canaux calciques de type T de la présente invention peut servir d'agent de traitement d'une maladie associée à la surexpression des canaux calciques de type T.