N,N'-Diacetyl-benzimidazolin-2-thion | 56029-79-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: N,N'-Diacetyl-benzimidazolin-2-thion
• 英文别名: 1,3-Diacetylbenzimidazol-2-thion；1,3-diacetylbenzimidazole-2-thione；1,3-diacetyl-1,3-dihydro-benzoimidazole-2-thione；1,3-Diacetyl-1,3-dihydro-2H-benzimidazole-2-thione；1-(3-acetyl-2-sulfanylidenebenzimidazol-1-yl)ethanone
• CAS: 56029-79-9
• 化学式: C₁₁H₁₀N₂O₂S
• 分子量: 234.279
• InChiKey: RPOVWXFLKYIZRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N'-Diacetyl-benzimidazolin-2-thion 在 水 作用下， 生成 1-(2-硫代-2,3-二氢-1H-苯并咪唑-1-基)乙酮
  参考文献：
  名称：

  Design of benzimidazole- and benzoxazole-2-thione derivatives as inhibitors of bacterial hyaluronan lyase

  摘要：

  Bacterial hyaluronan lyases (Hyal) degrade hyaluronan, an important component of the extracellular matrix, and are involved in microbial spread. Hyal inhibitors may serve as tools to study the role of the enzyme, its substrates and products in the course of bacterial infections. Moreover, such enzyme inhibitors are potential candidates for antibacterial combination therapy. Based on crystal structures of Streptococcus pneumoniae Hyal in complex with a hexasaccharide substrate and with different inhibitors, 1-acylated benzimidazole-2-thiones and benzoxazole-2-thiones were derived as new leads for the inhibition of Streptococcus agalactiae strain 4755 Hyal. Structure-based optimization led to N-(3-phenylpropionyl)benzoxazole-2-thione, one of the most potent compounds known to date (IC50 values: 24 mu M at pH 7.4, 15 mu M at pH 5). Among the 27 new derivatives, other N-acylated benzimidazoles and benzoxazoles are just as active at pH 7.4, but not at pH 5. The results support a binding mode characterized by interactions with residues in the catalytic site and with a hydrophobic patch. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.014
• 作为产物：
  描述：

  2-ethyl-1,2,4-thiadiazolo[4,5-a]benzimidazole-3(2H)-one 反应 50.0h， 生成 N,N'-Diacetyl-benzimidazolin-2-thion
  参考文献：
  名称：

  Tittelbach, Franz; Martin, Dieter, Journal fur praktische Chemie (Leipzig 1954), 1988, vol. 330, # 3, p. 338 - 348

  摘要：

  DOI：

文献信息

• Synthesis of N-Substituted Benzimidazole-2-thiones
  作者：Daniel R. Doerge、Niranjala M. Cooray

  DOI：10.1080/00397919108021578

  日期：1991.9

  General methods were developed for N-substitution of benzimidazoline-2-thione with alkyl, alkenyl, alkynyl and acyl groups using S-tritylation as a protecting reaction.
• TITTELBACH, FRANZ;MARTIN, DIETER, J. PRAKT. CHEM., 330,(1988) N 3, C. 338-348
  作者：TITTELBACH, FRANZ、MARTIN, DIETER

  DOI：——

  日期：——
• STABLE FORMULATIONS OF A HYALURONAN-DEGRADING ENZYME
  申请人：Halozyme, Inc.

  公开号：EP2720712A2

  公开（公告）日：2014-04-23
• CONTINUOUS SUBCUTANEOUS INSULIN INFUSION METHODS WITH A HYALURONAN DEGRADING ENZYME
  申请人：Halozyme, Inc.

  公开号：EP2720713A2

  公开（公告）日：2014-04-23
• Stable formulations of a hyaluronan-degrading enzyme
  申请人：Yang Tzung-Horng

  公开号：US20130011378A1

  公开（公告）日：2013-01-10

  Provided are compositions that are stable formulations of a hyaluronan-degrading enzyme or are stable co-formulations of a fast-acting insulin and a hyaluronan degrading enzyme, including a recombinant human PH20 (rHuPH20).