4-[5-(acetamidomethyl)furan-2-yl]-2-(3-benzoylthioureido)thiazole | 129596-39-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[5-(acetamidomethyl)furan-2-yl]-2-(3-benzoylthioureido)thiazole
• 英文别名: 4-(5-Acetylaminomethylfuran-2-yl)-2-(3-benzoylthioureido)thiazole；N-[[4-[5-(acetamidomethyl)furan-2-yl]-1,3-thiazol-2-yl]carbamothioyl]benzamide
• CAS: 129596-39-0
• 化学式: C₁₈H₁₆N₄O₃S₂
• 分子量: 400.482
• InChiKey: FREYSVDLXTZDSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  157
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[5-(acetamidomethyl)furan-2-yl]-2-(3-benzoylthioureido)thiazole 在 乙酸乙酯 、 水 作用下， 以 乙醇 、 盐酸 为溶剂， 反应 15.0h， 以to give 4-(5-aminomethylfuran-2-yl)-2-thioureidothiazole (10.1 g)的产率得到4-(5-Aminomethylfuran-2-yl)-2-thioureidothiazole
  参考文献：
  名称：

  Furylthiazole derivatives, processes for the preparation thereof and

  摘要：

  该发明涉及公式为：##STR1## 其中R.sup.1，R.sup.2，R.sup.3，R.sup.4，A和Q如所述的化合物，对溃疡的治疗有用。

  公开号：

  US05308857A1
• 作为产物：
  描述：

  5-acetylaminomethyl-2-chloroacetylfuran 以 乙醇 、 丙酮 为溶剂， 生成 4-[5-(acetamidomethyl)furan-2-yl]-2-(3-benzoylthioureido)thiazole
  参考文献：
  名称：

  Anti- Helicobacter pylori agents. 2. Structure activity relationships in a new series of 2-alkylguanidino-4-furylthiazoles

  摘要：

  SAR for antimicrobial activity against H. pylori was investigated in a new series of 2-alkylguanidino-4-furylthiazoles. Of the compounds obtained, cyclohexylmethyl and ethoxyethyl derivatives were identified as a novel class of anti-H. pylori agents which possessed potent and selective antimicrobial activity against H. pylori. These compounds also showed gastric antisecretory activity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00206-6

文献信息

• Anti-<i>Helicobacter pylori</i> Agents. 1. 2-(Alkylguanidino)-4-furylthiazoles and Related Compounds
  作者：Yousuke Katsura、Tetsuo Tomishi、Yoshikazu Inoue、Kazuo Sakane、Yoshimi Matsumoto、Hirohumi Ishikawa、Hisashi Takasugi

  DOI：10.1021/jm970407n

  日期：1997.8.1

  les and related compounds were synthesized and evaluated for antimicrobial activity against Helicobacter pylori, inhibitory effect on gastric acid secretion, and histamine H2-receptor antagonist activity. Introduction of alkyl substituents on the guanidino moiety resulted in a significant increase in antimicrobial activity, which was associated with the alkyl chain length. Of the compounds obtained

  合成了一系列2-（烷基胍基）-4- [5-（乙酰氨基甲基）呋喃-2-基]噻唑及其相关化合物，并评估了其对幽门螺杆菌的抗菌活性，对胃酸分泌的抑制作用以及组胺H2-受体的抑制作用。拮抗剂活性。在胍基部分上引入烷基取代基导致抗菌活性显着增加，这与烷基链长有关。在获得的化合物中，正己基胍基衍生物13的活性（MIC = 0.11微克/ mL）比未取代的胍基衍生物7提高了250倍。烷基取代的胍基衍生物还显示出胃的抗分泌和H2拮抗剂活性。然而，在这些测定中未发现烷基链长与活性之间的简单相关性。用其他生物等位基团（硫脲，尿素或（二甲基氨基）甲基）取代胍导致丧失所有测试的活性。因此，发现胍基部分对于这一系列化合物的活性是必不可少的。
• Furylthiazole derivatives, processes for the preparation thereof and pharmaceutical composition comprising the same
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0355612B1

  公开（公告）日：1994-07-27
• US5308857A
  申请人：——

  公开号：US5308857A

  公开（公告）日：1994-05-03
• Anti- Helicobacter pylori agents. 2. Structure activity relationships in a new series of 2-alkylguanidino-4-furylthiazoles
  作者：Yousuke Katsura、Shigetaka Nishino、Tetsuo Tomishi、Kazuo Sakane、Yoshimi Matsumoto、Hirohumi Ishikawa、Hisashi Takasugi

  DOI：10.1016/s0960-894x(98)00206-6

  日期：1998.6

  SAR for antimicrobial activity against H. pylori was investigated in a new series of 2-alkylguanidino-4-furylthiazoles. Of the compounds obtained, cyclohexylmethyl and ethoxyethyl derivatives were identified as a novel class of anti-H. pylori agents which possessed potent and selective antimicrobial activity against H. pylori. These compounds also showed gastric antisecretory activity. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Furylthiazole derivatives, processes for the preparation thereof and
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US05308857A1

  公开（公告）日：1994-05-03

  The invention relates to compounds of the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, A and Q are as described, useful in the treatment of ulcers.

  该发明涉及公式为：##STR1## 其中R.sup.1，R.sup.2，R.sup.3，R.sup.4，A和Q如所述的化合物，对溃疡的治疗有用。