4-<5-(acetamidomethyl)furan-2-yl>-2-<<(2-nitrophenyl)ethyl>guanidino>thiazole | 168970-67-0

• 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-<<(2-nitrophenyl)ethyl>guanidino>thiazole
• 英文别名: N-[[5-[2-[[N'-[2-(2-nitrophenyl)ethyl]carbamimidoyl]amino]-1,3-thiazol-4-yl]furan-2-yl]methyl]acetamide
• CAS: 168970-67-0
• 化学式: C₁₉H₂₀N₆O₄S
• 分子量: 428.472
• InChiKey: REKANCUZFBVUJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  180
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-<5-(acetamidomethyl)furan-2-yl>-2-<<(2-nitrophenyl)ethyl>guanidino>thiazole 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以73%的产率得到4-<5-(acetamidomethyl)furan-2-yl>-2-<<(2-aminophenyl)ethyl>guanidino>thiazole
  参考文献：
  名称：

  Anti-Helicobacter pylori Agents. 3. 2-[(Arylalkyl)guanidino]-4-furylthiazoles

  摘要：

  A series of 2-[(arylalkyl)guanidinol-4-[(5-acetamidomethyl)furan-2-yl]thiazoles and some 4-acetamidomethyl positional isomers were synthesized and evaluated for antimicrobial activity against Helicobacter pylori. Among the compounds that had potent antimicrobial activity (MIC < 0.1 mu g/mL), compounds 31 and 36 additionally possessed H2 antagonist and gastric antisecretory activities. Though compound 51, an analogue incorporating a methyl group onto the furan nucleus of 36, and compound 54, a positional isomer of 51, also showed potent anti-H. pylori activity, the H2 antagonism profile was eliminated from these compounds. Thus, two types of potent anti-H. pylori agents could be derived from the same scaffold.

  DOI：

  10.1021/jm9900671
• 作为产物：
  描述：

  4-<5-(acetamidomethyl)furan-2-yl>-2-thioureidothiazole 以 甲醇 、 乙醇 为溶剂， 反应 76.0h， 生成 4-<5-(acetamidomethyl)furan-2-yl>-2-<<(2-nitrophenyl)ethyl>guanidino>thiazole
  参考文献：
  名称：

  Anti-Helicobacter pylori Agents. 3. 2-[(Arylalkyl)guanidino]-4-furylthiazoles

  摘要：

  A series of 2-[(arylalkyl)guanidinol-4-[(5-acetamidomethyl)furan-2-yl]thiazoles and some 4-acetamidomethyl positional isomers were synthesized and evaluated for antimicrobial activity against Helicobacter pylori. Among the compounds that had potent antimicrobial activity (MIC < 0.1 mu g/mL), compounds 31 and 36 additionally possessed H2 antagonist and gastric antisecretory activities. Though compound 51, an analogue incorporating a methyl group onto the furan nucleus of 36, and compound 54, a positional isomer of 51, also showed potent anti-H. pylori activity, the H2 antagonism profile was eliminated from these compounds. Thus, two types of potent anti-H. pylori agents could be derived from the same scaffold.

  DOI：

  10.1021/jm9900671

文献信息

• [EN] FURYLTHIAZOLE AND THEIR USE AS H2-RECEPTOR ANTAGONISM AND ANTIMICROBIAL<br/>[FR] FURYLTHIAZOLES ET LEUR UTILISATION EN TANT QU'ANTAGONISTES DES RECEPTEURS H2 ET ANTIMICROBIENS
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：WO1995018126A1

  公开（公告）日：1995-07-06

  (EN) This invention relates to furylthiazole derivatives represented by formula (I), wherein each symbol is as defined in the specification and pharmaceutically acceptable salts thereof which have antiulcer activity, H2-receptor antagonism and antimicrobial activity, to processes for the preparation thereof, to a pharmaceutical composition comprising the same and to a method for the treatment of ulcer and infectious diseases in human being or animals.(FR) L'invention concerne des dérivés furylthiazoles représentés par la formule (I), dans laquelle chaque symbole correspond à la définition donnée dans la description, ainsi que des sels pharmaceutiquement acceptables desdits dérivés, qui présentent une activité antiulcéreuse et constituent des antagonistes des récepteurs H2 et des antimicrobiens. L'invention concerne également des procédés de préparation de tels dérivés, une composition pharmaceutique les contenant, et un procédé de traitement des ulcères et des maladies infectieuses chez l'homme et les animaux.

  该发明涉及由公式（I）表示的呋喃噻唑衍生物，其中每个符号如规范中定义的那样，以及其药学上可接受的盐，具有抗溃疡活性、H2受体拮抗和抗微生物活性，以及制备这些衍生物的方法，包括含有这些衍生物的制药组合物，以及用于治疗人类或动物的溃疡和传染性疾病的方法。
• Anti-<i>Helicobacter pylori</i> Agents. 3. 2-[(Arylalkyl)guanidino]-4-furylthiazoles
  作者：Yousuke Katsura、Shigetaka Nishino、Mitsuko Ohno、Kazuo Sakane、Yoshimi Matsumoto、Chizu Morinaga、Hirohumi Ishikawa、Hisashi Takasugi

  DOI：10.1021/jm9900671

  日期：1999.7.1

  A series of 2-[(arylalkyl)guanidinol-4-[(5-acetamidomethyl)furan-2-yl]thiazoles and some 4-acetamidomethyl positional isomers were synthesized and evaluated for antimicrobial activity against Helicobacter pylori. Among the compounds that had potent antimicrobial activity (MIC < 0.1 mu g/mL), compounds 31 and 36 additionally possessed H2 antagonist and gastric antisecretory activities. Though compound 51, an analogue incorporating a methyl group onto the furan nucleus of 36, and compound 54, a positional isomer of 51, also showed potent anti-H. pylori activity, the H2 antagonism profile was eliminated from these compounds. Thus, two types of potent anti-H. pylori agents could be derived from the same scaffold.