6-氯-1H-苯并[d]咪唑-2-氨基甲酸甲酯 | 20367-38-8

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 6-氯-1H-苯并[d]咪唑-2-氨基甲酸甲酯
• 中文别名: (6-氯-1H-苯并[D]咪唑基-2-基)氨基甲酸甲酯
• 英文名称: 2-Carbomethoxyamino-5-chlorbenzimidazol
• 英文别名: 2-Methoxycarbonylamino-5-chlorbenzimidazol；Benzimidazol；(5-chloro-1(3)H-benzoimidazol-2-yl)-carbamic acid methyl ester；5-chloro-2-carbomethoxyaminobenzimidazole；methyl N-(6-chloro-1H-benzimidazol-2-yl)carbamate
• CAS: 20367-38-8
• 化学式: C₉H₈ClN₃O₂
• 分子量: 225.634
• InChiKey: VLEJNRYXCWJNPA-UHFFFAOYSA-N

物化性质

• 溶解度：
  二甲基亚砜（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  67
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  6-氯-1H-苯并[d]咪唑-2-氨基甲酸甲酯 以82%的产率得到
  参考文献：
  名称：

  ATAKUZIEV A. A.; KADYROV CH. SH.; XASANOV S. A., UZB. XIM. ZH., 1978, HO 4, 50-53

  摘要：

  DOI：
• 作为产物：
  描述：

  1H-苯并咪唑-2-基氰胺 以 hydrochloric acid-methanol 为溶剂， 生成 6-氯-1H-苯并[d]咪唑-2-氨基甲酸甲酯
  参考文献：
  名称：

  N-Phenyl-N'-cyano-O-phenylisoureas

  摘要：

  N-苯基-N'-氰基-O-苯基异脲是由N-氰基二苯氧基亚氨基碳酸酯和一个可选取代的o-苯二胺或o-氨基苯酚制备而成。这些异脲是新的化学中间体，特别适用于制备具有驱虫活性的2-氰基氨基和2-羧甲氧氨基苯并咪唑和苯并噁唑化合物。

  公开号：

  US04285878A1

文献信息

• [EN] SPECIFIC INHIBITORS OF METHIONYL-TRNA SYNTHETASE<br/>[FR] INHIBITEURS SPÉCIFIQUES DE LA MÉTHIONYL-TARN SYNTHÉTASE
  申请人：UNIV WASHINGTON

  公开号：WO2016029146A1

  公开（公告）日：2016-02-25

  The present disclosure is generally directed to compositions useful in the inhibition of MetRS and methods for treating diseases that are ameliorated by the inhibition of MetRS.

  本公开涉及的是通常用于抑制MetRS的组合物和治疗通过抑制MetRS改善的疾病的方法。
• N-phenyl-N'-cyano-0-phenylisoureas and process for their preparation
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：EP0034421A2

  公开（公告）日：1981-08-26

  N-Phenyl-N'-cyano-0-phenylisoureas are prepared from N-cyanodiphenoxyimidocarbonate and either a substituted o-phenylenediamine or a substituted o-aminophenol. The isoureas of the invention are of use as intermediates especially for preparing 2-cyanamido and 2-carbomethoxy- aminobenzimidazole and benzoxazole compounds having antheimintic activity.

  N-苯基-N'-氰基-0-苯基异脲类由 N-氰基二苯氧基亚氨基二碳酸盐和取代的邻苯二胺或取代的邻氨基苯酚制备而成。本发明的异脲类化合物可用作中间体，特别是用于制备具有抗海因活性的 2-氰基氨基和 2-羰基甲氧基氨基苯并咪唑和苯并恶唑化合物。
• Specific inhibitors of methionyl-tRNA synthetase
  申请人：UNIVERSITY OF WASHINGTON

  公开号：US10913736B2

  公开（公告）日：2021-02-09

  The present disclosure is generally directed to compositions useful in the inhibition of MetRS and methods for treating diseases that are ameliorated by the inhibition of MetRS.

  本公开总体上涉及可用于抑制 MetRS 的组合物，以及通过抑制 MetRS 改善疾病的治疗方法。
• Synthesis and in vitro cysticidal activity of new benzimidazole derivatives
  作者：Francisca Palomares-Alonso、Helgi Jung-Cook、Jaime Pérez-Villanueva、Juan Carlos Piliado、Sergio Rodríguez-Morales、Guadalupe Palencia-Hernández、Nayeli López-Balbiaux、Alicia Hernández-Campos、Rafael Castillo、Francisco Hernández-Luis

  DOI：10.1016/j.ejmech.2008.05.005

  日期：2009.4

  Despite albendazole being the drug of choice in neurocysticercosis treatment, its low solubility limits its bioavailability; therefore, more research is required in order to find new molecules with cestocidal activity and adequate aqueous solubility. A set of 13 benzimidazole derivatives were synthesized and their in vitro activities were evaluated against Taenia crassiceps cysts, using albendazole sulfoxide as reference molecule, showing that two of them exhibited good activity. Molecular modelling revealed that the cysticidal efficacy depends on the presence on the molecule of an H in the 1-position, a planar carbamate group at 2-position, and if the substituent in 5-position is voluminous, it should be orthogonal to the benzimidazole ring. (c) 2008 Elsevier Masson SAS. All rights reserved.
• Synthesis and antiparasitic activity of 1H-benzimidazole derivatives
  作者：Juan Valdez、Roberto Cedillo、Alicia Hernández-Campos、Lilián Yépez、Francisco Hernández-Luis、Gabriel Navarrete-Vázquez、Amparo Tapia、Rafael Cortés、Manuel Hernández、Rafael Castillo

  DOI：10.1016/s0960-894x(02)00346-3

  日期：2002.8

  Compounds 1-18 have been synthesized and tested in vitro against the protozoa Giardia lamblia, Entamoeba histolytica and the helminth Trichinella spiralis. Inhibition of rat brain tubulin polymerization was also measured and compared for each compound. Results indicate that most of the compounds tested were more active as antiprotozoal agents than Metromdazole and Albendazole. None of the compounds was as active as Albendazole against T. spiralis. Although only compounds 3, 9 and 15 (2-methoxycarbonylamino derivatives) inhibited tubulin polymerization, these were not the most potent antiparasitic compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.