N'-[1-(2-Hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester | 133978-98-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N'-[1-(2-Hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester
• 英文别名: Methyl 2-(2-hydroxybenzylidene)hydrazinecarbodithioate；methyl N-[(E)-(2-hydroxyphenyl)methylideneamino]carbamodithioate
• CAS: 133978-98-0
• 化学式: C₉H₁₀N₂OS₂
• 分子量: 226.323
• InChiKey: SATLYQNFXURMCO-UXBLZVDNSA-N

物化性质

• 熔点：
  180-181 °C
• 沸点：
  368.7±44.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-hydroxypiperazine-1-carboxamide 、 N'-[1-(2-Hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester 以 甲醇 为溶剂， 反应 24.0h， 生成 N-hydroxy-4-{[(2E)-2-(2-hydroxybenzylidene)hydrazinyl]-carbonothioyl}-piperazine-1-carboxamide
  参考文献：
  名称：

  Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis

  摘要：

  Mycobacterium tuberculosis (Mtb) and Yersinia pestis (Yp) produce siderophores with scaffolds of nonribosomal peptide-polyketide origin. Compounds with structural similarities to these siderophores were synthesized and evaluated as antimicrobials against Mtb and Yp under iron-limiting conditions mimicking the iron scarcity these pathogens encounter in the host and under standard iron-rich conditions. Several new antimicrobials were identified, including some with increased potency in the iron-limiting condition. Our study illustrates the possibility of screening compound libraries in both iron-rich and iron-limiting conditions to identify antimicrobials that may selectively target iron scarcity-adapted bacteria and highlights the usefulness of building combinatorial libraries of compounds having scaffolds with structural similarities to siderophores to feed into antimicrobial screening programs. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.08.052
• 作为产物：
  描述：

  水杨醛 在 一水合肼 、 potassium hydroxide 作用下， 以 水 、 异丙醇 为溶剂， 生成 N'-[1-(2-Hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester
  参考文献：
  名称：

  Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis

  摘要：

  Mycobacterium tuberculosis (Mtb) and Yersinia pestis (Yp) produce siderophores with scaffolds of nonribosomal peptide-polyketide origin. Compounds with structural similarities to these siderophores were synthesized and evaluated as antimicrobials against Mtb and Yp under iron-limiting conditions mimicking the iron scarcity these pathogens encounter in the host and under standard iron-rich conditions. Several new antimicrobials were identified, including some with increased potency in the iron-limiting condition. Our study illustrates the possibility of screening compound libraries in both iron-rich and iron-limiting conditions to identify antimicrobials that may selectively target iron scarcity-adapted bacteria and highlights the usefulness of building combinatorial libraries of compounds having scaffolds with structural similarities to siderophores to feed into antimicrobial screening programs. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.08.052

文献信息

• NMR-spectroscopic investigation ofE/Z-isomerism in substituted dithiocarbacinic acid derivatives
  作者：Uwe Himmelreich、Reiner H��ner、Philip Thomas、Frank Tschwatschal、Rolf Borsdorf

  DOI：10.1007/bf00808956

  日期：1990.11
• PRODUIT RADIOPHARMACEUTIQUE AYANT NOTAMMENT UN TROPISME CEREBRAL COMPORTANT UN COMPLEXE NITRIRO D'UN METAL DE TRANSITION, ET SON PROCEDE DE PREPARATION
  申请人：CIS BIO INTERNATIONAL

  公开号：EP0596037B1

  公开（公告）日：2001-05-02

表征谱图