4-methylthiazole-2-sulfonamide | 113411-23-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-methylthiazole-2-sulfonamide
• 英文别名: 4-methyl-thiazole-2-sulfonic acid amide；4-Methyl-thiazol-2-sulfonsaeure-amid；4-methyl-2-thiazole sulfonamide；2-Thiazolesulfonamide,4-methyl-(9CI)；4-methyl-1,3-thiazole-2-sulfonamide
• CAS: 113411-23-7
• 化学式: C₄H₆N₂O₂S₂
• 分子量: 178.236
• InChiKey: HVWDXZKRDDSTTF-UHFFFAOYSA-N

物化性质

• 沸点：
  375.1±35.0 °C(Predicted)
• 密度：
  1.518±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[2-[2-(2-naphthyl)ethoxy]-4-(1H-pyrazol-1-ylmethyl)phenyl]propanoic acid 、 4-methylthiazole-2-sulfonamide 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(4-methylthiazol-2-ylsulfonyl)-3-(2-(2-(naphthalen-2-yl)ethoxy)-4-(pyrazol-1-ylmethyl)phenyl)propanamide
  参考文献：
  名称：

  Discovery of novel N-acylsulfonamide analogs as potent and selective EP3 receptor antagonists

  摘要：

  A series of novel N-acylsulfonamide analogs were synthesized and evaluated for their binding affinity and antagonist activity for the EP3 receptor subtype. Representative compounds were also evaluated for their inhibitory effect on PGE(2)-induced uterine contraction in pregnant rats. Among those tested, a series of N-acylbenzenesulfonamide analogs were found to be more potent than the corresponding carboxylic acid analogs in both the in vitro and in vivo evaluations. The structure activity relationships (SAR) are also discussed. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.02.034
• 作为产物：
  描述：

  4-methylthiazole-2-sulphonyl chloride 在 氨 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 以300 mg的产率得到4-methylthiazole-2-sulfonamide
  参考文献：
  名称：

  [EN] 2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDENE)ACETAMIDE COMPOUNDS AND THEIR THERAPEUTIC USE
  [FR] COMPOSÉS DE 2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDÈNE)ACÉTAMIDE ET LEUR UTILISATION THÉRAPEUTIQUE

  摘要：

  本发明一般涉及治疗化合物领域。更具体地，本发明涉及某些2-氨基-N-(氨基氧代芳基-λ6-砜基)乙酰胺化合物（以下简称为ANASIA化合物），该化合物在一些情况下抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶（aaRS）（例如，细菌亮氨酰-tRNA合成酶，LeuRS）。本发明还涉及包含这种化合物的药物组合物，以及在体内外使用这种化合物和组合物来抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶；治疗通过抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶而得到改善的疾病；治疗细菌感染等。

  公开号：

  WO2021123237A1

文献信息

• Substituted thiazole sulfonamides as antiglaucoma agents
  申请人：Allergan

  公开号：US05519040A1

  公开（公告）日：1996-05-21

  The present invention provides novel carbonic anhydrase inhibitors represented by the structural formula: ##STR1## wherein

  本发明提供了一种新型的碳酸酐酶抑制剂，其结构式如下：##STR1##
• The Preparation of Heterocyclic Sulfonamides¹
  作者：Richard O. Roblin、James W. Clapp

  DOI：10.1021/ja01167a011

  日期：1950.11
• Discovery of novel N-acylsulfonamide analogs as potent and selective EP3 receptor antagonists
  作者：Masaki Asada、Tetsuo Obitsu、Atsushi Kinoshita、Yoshihiko Nakai、Toshihiko Nagase、Isamu Sugimoto、Motoyuki Tanaka、Hiroya Takizawa、Ken Yoshikawa、Kazutoyo Sato、Masami Narita、Shuichi Ohuchida、Hisao Nakai、Masaaki Toda

  DOI：10.1016/j.bmcl.2010.02.034

  日期：2010.4

  A series of novel N-acylsulfonamide analogs were synthesized and evaluated for their binding affinity and antagonist activity for the EP3 receptor subtype. Representative compounds were also evaluated for their inhibitory effect on PGE(2)-induced uterine contraction in pregnant rats. Among those tested, a series of N-acylbenzenesulfonamide analogs were found to be more potent than the corresponding carboxylic acid analogs in both the in vitro and in vivo evaluations. The structure activity relationships (SAR) are also discussed. (C) 2010 Published by Elsevier Ltd.
• [EN] 2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDENE)ACETAMIDE COMPOUNDS AND THEIR THERAPEUTIC USE<br/>[FR] COMPOSÉS DE 2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDÈNE)ACÉTAMIDE ET LEUR UTILISATION THÉRAPEUTIQUE
  申请人：OXFORD DRUG DESIGN LTD

  公开号：WO2021123237A1

  公开（公告）日：2021-06-24

  The present invention pertains generally to the field of therapeutic compounds. More specifically the present invention pertains to certain 2-amino-N-(amino-oxo-aryl-λ6- sulfanylidene)acetamide compounds (referred to herein as ANASIA compounds) that, inter alia, inhibit (e.g., selectively inhibit) bacterial aminoacyl-tRNA synthetase (aaRS) (e.g., bacterial leucyl-tRNA synthetase, LeuRS). The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit (e.g., selectively inhibit) bacterial aminoacyl-tRNA synthetase; to treat disorders that are ameliorated by the inhibition (e.g., selective inhibition) of bacterial aminoacyl-tRNA synthetase; to treat bacterial infections; etc.

  本发明一般涉及治疗化合物领域。更具体地，本发明涉及某些2-氨基-N-(氨基氧代芳基-λ6-砜基)乙酰胺化合物（以下简称为ANASIA化合物），该化合物在一些情况下抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶（aaRS）（例如，细菌亮氨酰-tRNA合成酶，LeuRS）。本发明还涉及包含这种化合物的药物组合物，以及在体内外使用这种化合物和组合物来抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶；治疗通过抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶而得到改善的疾病；治疗细菌感染等。