2-amino-4-chloro-5-nitrothiazole

• 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-amino-4-chloro-5-nitrothiazole
• 英文别名: 4-Chloro-5-nitro-1,3-thiazol-2-ylamine；4-chloro-5-nitro-1,3-thiazol-2-amine
• 化学式: C₃H₂ClN₃O₂S
• 分子量: 179.587
• InChiKey: CQQXMAUNJJIUJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-4-chloro-5-nitrothiazole 、 3-(三氟甲基)苯甲酰氯 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以68%的产率得到N-(4-chloro-5-nitrothiazol-2-yl)-3-(trifluoromethyl)benzamide
  参考文献：
  名称：

  Biological activity of modified and exchanged 2-amino-5-nitrothiazole amide analogues of nitazoxanide

  摘要：

  Head group analogues of the antibacterial and antiparasitic drug nitazoxanide (NTZ) are presented. A library of 39 analogues was synthesized and assayed for their ability to suppress growth of Helicobacter pylori, Campylobacter jejuni, Clostridium difficile and inhibit NTZ target pyruvate: ferredoxin oxidoreductase (PFOR). Two head groups assayed recapitulated NTZ activity and possessed improved activity over their 2-amino-5-nitrothiazole counterparts, demonstrating that head group modification is a viable route for the synthesis of NTZ-related antibacterial analogues. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.126
• 作为产物：
  描述：

  2,4-二氯-5-硝基-1,3-噻唑 在 ammonium carbonate 作用下， 以 乙腈 、 Petroleum ether 为溶剂， 生成 2-amino-4-chloro-5-nitrothiazole
  参考文献：
  名称：

  Pesticidal 2-acylamino-4-halogeno-5-nitrothiazoles

  摘要：

  杀虫剂的2-酰胺基-4-卤代-5-硝基噻唑的化学式为##STR1##其中Hal代表卤素，x代表0或1的整数，A代表O、S或N-R.sup.2，其中R.sup.2代表氢、烷基、烯基、卤代烷基、氰基烷基或烷氧羰基烷基，或代表环烷基、芳基或芳烷基，每个基团可以选择单取代或多取代，取代基可以相同也可以不同，而R和R.sup.1各自独立地代表氢或各种有机基团，但当A代表O或S时，R.sup.1不能是氢，且除去化合物2-乙酰胺基-4-碘代-5-硝基噻唑。

  公开号：

  US05071865A1

文献信息

• Pesticidal 2-acylamino-4-halogeno-5-nitrothiazoles
  申请人：Bayer Aktiengesellschaft

  公开号：US05071865A1

  公开（公告）日：1991-12-10

  Pesticidal 2-acylamino-4-halogeno-5-nitrothiazoles of the formula ##STR1## in which Hal represents halogen, x represents an integer 0 or 1, A represents O, S or N--R.sup.2, where R.sup.2 represents hydrogen, alkyl, alkenyl, halogenoalkyl, cyanoalkyl or alkoxycarbonylalkyl, or represents cycloalkyl, aryl or aralkyl, each of which is optionally monosubstituted to polysubstituted by identical or different substituents, and R and R.sup.1 each independently represents hydrogen or various organic radicals, with the exception that R.sup.1 is not hydrogen when A represents O or S, and the compound 2-acetylamino-4-iodo-5-nitro-thiazole is excepted.

  杀虫剂的2-酰胺基-4-卤代-5-硝基噻唑的化学式为##STR1##其中Hal代表卤素，x代表0或1的整数，A代表O、S或N-R.sup.2，其中R.sup.2代表氢、烷基、烯基、卤代烷基、氰基烷基或烷氧羰基烷基，或代表环烷基、芳基或芳烷基，每个基团可以选择单取代或多取代，取代基可以相同也可以不同，而R和R.sup.1各自独立地代表氢或各种有机基团，但当A代表O或S时，R.sup.1不能是氢，且除去化合物2-乙酰胺基-4-碘代-5-硝基噻唑。
• Pesticidal 4-halogeno-5-nitrothiazoles
  申请人：Bayer Aktiengesellschaft

  公开号：US05075326A1

  公开（公告）日：1991-12-24

  Fungicidal 4-halogeno-5-nitrothiazoles of the formula ##STR1## in which Hal represents halogen, A represents O, S, SO, SO.sub.2 or N--R.sup.1, wherein R and R.sup.1 each independently is hydrogen or an organic radical, or together with N form a heterocyclic ring, with the exception that R is not hydrogen if A represents SO or SO.sub.2. Compounds of the formula ##STR2## in which Hal' and Hal.sup.1' independently of one another represent chlorine, iodine or fluorine, with the proviso that the two Hals may not simultaneously be chlorine, are also effective in protecting industrial materials against microbes.

  式为##STR1##的4-卤代-5-硝基噻唑类杀菌剂，其中Hal代表卤素，A代表O、S、SO、SO.sub.2或N--R.sup.1，其中R和R.sup.1各自独立地为氢或有机基团，或者与N一起形成杂环环，但当A代表SO或SO.sub.2时，R不是氢。式为##STR2##的化合物，其中Hal'和Hal.sup.1'各自独立地代表氯、碘或氟，但两个Hal不能同时是氯，也能有效地保护工业材料免受微生物的侵害。
• [EN] MODIFIED PROTEINS AND PROTEIN DEGRADERS<br/>[FR] PROTÉINES MODIFIÉES ET AGENTS DE DÉGRADATION DE PROTÉINES
  申请人：CULLGEN SHANGHAI INC

  公开号：WO2021239117A1

  公开（公告）日：2021-12-02

  Provided herein are compounds, pharmaceutical compositions, and methods for binding or degrading target proteins. Further provided herein are compounds having a DNA damage-binding protein 1 (DDB1) binding moiety. Some such embodiments include a linker. Some such embodiments include a target protein binding moiety. Further provided herein are ligand-DDB1 complexes. Further provided herein are in vivo modified DDB1 proteins.

  本文提供了结合或降解靶蛋白的化合物、药物组合物和方法。本文还提供了具有DNA损伤结合蛋白1（DDB1）结合基团的化合物。其中一些实施例包括连接物。其中一些实施例包括靶蛋白结合基团。本文还提供了配体-DDB1复合物。本文还提供了体内修饰的DDB1蛋白。
• Biological activity of modified and exchanged 2-amino-5-nitrothiazole amide analogues of nitazoxanide
  作者：T. Eric Ballard、Xia Wang、Igor Olekhnovich、Taylor Koerner、Craig Seymour、Paul S. Hoffman、Timothy L. Macdonald

  DOI：10.1016/j.bmcl.2010.04.126

  日期：2010.6

  Head group analogues of the antibacterial and antiparasitic drug nitazoxanide (NTZ) are presented. A library of 39 analogues was synthesized and assayed for their ability to suppress growth of Helicobacter pylori, Campylobacter jejuni, Clostridium difficile and inhibit NTZ target pyruvate: ferredoxin oxidoreductase (PFOR). Two head groups assayed recapitulated NTZ activity and possessed improved activity over their 2-amino-5-nitrothiazole counterparts, demonstrating that head group modification is a viable route for the synthesis of NTZ-related antibacterial analogues. (C) 2010 Elsevier Ltd. All rights reserved.