2-acetoxy-5-chloro-N-(5-nitrothiazol-2-yl)benzamide | 55981-16-3

• 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: 2-acetoxy-5-chloro-N-(5-nitrothiazol-2-yl)benzamide
• 英文别名: [4-Chloro-2-[(5-nitrothiazol-2-yl)carbamoyl]phenyl] acetate；[4-chloro-2-[(5-nitro-1,3-thiazol-2-yl)carbamoyl]phenyl] acetate
• CAS: 55981-16-3
• 化学式: C₁₂H₈ClN₃O₅S
• 分子量: 341.732
• InChiKey: KGAAKIVKRMTHHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  142
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-氯代水杨酸 在 草酰氯 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-acetoxy-5-chloro-N-(5-nitrothiazol-2-yl)benzamide
  参考文献：
  名称：

  Development of 5-nitrothiazole derivatives: Identification of leads against both replicative and latent Mycobacterium tuberculosis

  摘要：

  Twenty eight 5-nitrothiazole derivatives were synthesized and evaluated for in vitro activities against Mycobacterium tuberculosis (MTB), cytotoxicity against HEK 293T. Among the compounds, 5-nitro-N-(5-nitrothiazol-2-yl)furan-2-carboxamide (20) was found to be the most active compound in vitro with MICs of 5.48 mu M against log-phase culture of MTB and also non-toxic up to 100 mu M. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.060

文献信息

• N-(Trimethylsilyl)-2-amino-5-nitrothiazole: An Efficient Reagent for the Direct Synthesis of 2-Amino-5-nitrothiazole-Based Antimicrobial Agents
  作者：Tom Livinghouse、Heidi N. Koenig、Amethyst R. Demeritte、Genevieve P. Nelson

  DOI：10.1055/s-0042-1752343

  日期：2023.1

  we report the synthesis of a novel reagent designed to prepare 2-amino-5-nitrothiazole (ANT) amides and analogues in high yields. N-(Trimethylsilyl)-2-amino-5-nitrothiazole (N-(TMS)-ANT) was prepared in 99% yield via silylation of ANT using 1,1,1,3,3,3-hexamethyldisilazane (HMDS), trimethylsilyl chloride (TMSCl), and catalytic saccharin. N-(TMS)-ANT is a superb reagent for the preparation of ANT amides

  在这里，我们报告了一种新型试剂的合成，该试剂旨在以高产率制备 2-氨基-5-硝基噻唑 (ANT) 酰胺和类似物。N- (三甲基甲硅烷基)-2-氨基-5-硝基噻唑 ( N- (TMS)-ANT) 通过使用 1,1,1,3,3,3-六甲基二硅氮烷 (HMDS) 甲硅烷基化 ANT 以 99% 的收率制备，三甲基氯硅烷 (TMSCl) 和催化糖精。N -(TMS)-ANT 是一种极好的试剂，可用于以极好的收率制备 ANT 酰胺。值得注意的是，环状酸酐和对碱敏感的酰氯可与N- (TMS)-ANT 一起使用，以提供通过先前报道的程序难以制备的 ANT 酰胺。
• THIAZOLINIDE COMPOUNDS FOR TREATING NON-INFLUENZA VIRAL INFECTIONS
  申请人：Romark Laboratories, L.C.

  公开号：EP3895706A1

  公开（公告）日：2021-10-20

  This invention is directed to methods for treating and preventing influenza infection by inhibiting influenza virus HA maturation processes employing compounds of formula I. It is also directed to combinations for treating and preventing influenza infection comprising compounds of formula I and other agents.

  本发明涉及通过使用式 I 化合物抑制流感病毒 HA 成熟过程来治疗和预防流感感 染的方法，还涉及由式 I 化合物和其他制剂组成的治疗和预防流感感染的组合物。
• Compounds and methods for treating influenza
  申请人：Romark Laboratories L.C.

  公开号：US10363243B2

  公开（公告）日：2019-07-30

  This invention is directed to methods for treating and preventing influenza infection by inhibiting influenza virus HA maturation processes employing compounds of formula I. It is also directed to combinations for treating and preventing influenza infection comprising compounds of formula I and other agents.

  本发明涉及通过使用式 I 化合物抑制流感病毒 HA 成熟过程来治疗和预防流感感 染的方法，还涉及由式 I 化合物和其他制剂组成的治疗和预防流感感染的组合物。
• Cavier; Gayral; Guillaumel, European Journal of Medicinal Chemistry, 1978, vol. 13, # 6, p. 539 - 543
  作者：Cavier、Gayral、Guillaumel、et al.

  DOI：——

  日期：——
• COMPOUNDS AND METHODS FOR TREATING INFLUENZA
  申请人：Rossignol Jean-Francois

  公开号：US20100330173A1

  公开（公告）日：2010-12-30

  This invention is directed to methods for treating and preventing influenza infection by inhibiting influenza virus HA maturation processes employing compounds of formula I. It is also directed to combinations for treating and preventing influenza infection comprising compounds of formula I and other agents.