3-(3-(4-nitrophenyl)ureido)benzoic acid | 69194-88-3

• 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: 3-(3-(4-nitrophenyl)ureido)benzoic acid
• 英文别名: N-(m-Carboxyphenyl)-N'-(p-nitrophenyl)-harnstoff；N-p-Nitrophenyl-N'-m-carboxyphenyl-harnstoff；3-{[(4-Nitrophenyl)carbamoyl]amino}benzoic acid；3-[(4-nitrophenyl)carbamoylamino]benzoic acid
• CAS: 69194-88-3
• 化学式: C₁₄H₁₁N₃O₅
• 分子量: 301.258
• InChiKey: UQCVAAQBGNNPOX-UHFFFAOYSA-N

物化性质

• 熔点：
  228 °C(Solv: ethanol (64-17-5))
• 沸点：
  440.5±30.0 °C(Predicted)
• 密度：
  1.551±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  124
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-<(p-Nitrophenyl)carbamoyloxy>-phthalimide 以62%的产率得到
  参考文献：
  名称：

  FAHMY A. F. M.; ALY N. F.; ARIEF M. H., INDIAN J. CHEM., 1978, B 16, NO 8, 697-701

  摘要：

  DOI：

文献信息

• Inhibitors of the Cysteine Synthase CysM with Antibacterial Potency against Dormant <i>Mycobacterium tuberculosis</i>
  作者：Katharina Brunner、Selma Maric、Rudraraju Srilakshmi Reshma、Helena Almqvist、Brinton Seashore-Ludlow、Anna-Lena Gustavsson、Ömer Poyraz、Perumal Yogeeswari、Thomas Lundbäck、Michaela Vallin、Dharmarajan Sriram、Robert Schnell、Gunter Schneider

  DOI：10.1021/acs.jmedchem.6b00674

  日期：2016.7.28

  Cysteine is an important amino acid in the redox defense of Mycobacterium tuberculosis, primarily as a building block of mycothiol. Genetic studies have implicated de novo cysteine biosynthesis in pathogen survival in infected macrophages, in particular for persistent M. tuberculosis. Here, we report on the identification and characterization of potent inhibitors of CysM, a critical enzyme in cysteine biosynthesis during dormancy. A screening campaign of 17?312 compounds identified ligands that bind to the active site with micromolar affinity. These were characterized in terms of their inhibitory potencies and structure-activity relationships through hit expansion guided by three-dimensional structures of enzyme-inhibitor complexes. The top compound binds to CysM with 300 nM affinity and displays selectivity over the mycobacterial homologues CysK1 and CysK2. Notably, two inhibitors show significant potency in a nutrient-starvation model of dormancy of Mycobacterium tuberculosis, with little or no cytotoxicity toward mammalian cells.
• FAHMY A. F. M.; NADA A. A.; ALY N. F.; ABBASS A., EGYPT. J. CHEM., 1977(1979), 20, NO 3, 259-278
  作者：FAHMY A. F. M.、 NADA A. A.、 ALY N. F.、 ABBASS A.

  DOI：——

  日期：——
• NOVEL COMPOUNDS
  申请人：New Pharma Research Sweden AB

  公开号：EP1224165A1

  公开（公告）日：2002-07-24
• US6875764B1
  申请人：——

  公开号：US6875764B1

  公开（公告）日：2005-04-05
• [EN] NOVEL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSES
  申请人：NEW PHARMA RES SWEDEN AB

  公开号：WO2001030749A1

  公开（公告）日：2001-05-03

  The present invention relates to novel compounds, pharmaceutical compositions containing the same as well as a method for treatment of parasitic disorders, wherein said compounds are administered. The present compounds are especially well suited for treatment of coccidiosis, particularly in poultry, and they have general formula (I), where Y is S or O and R is as defined in the specification.