2,4-Difluoro-5-nitrobenzoyl Chloride | 221560-09-4

• 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: 2,4-Difluoro-5-nitrobenzoyl Chloride
• CAS: 221560-09-4
• 化学式: C₇H₂ClF₂NO₃
• 分子量: 221.548
• InChiKey: TYAWHJWDJPXNTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  2,4-Difluoro-5-nitrobenzoyl Chloride 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， -40.0~25.0 ℃ 、101.33 kPa 条件下， 生成 5-amino-2,4-difluoro-N-methylbenzamide
  参考文献：
  名称：

  Discovery and Evaluation of N-Cyclopropyl- 2,4-difluoro-5-((2-(pyridin-2-ylamino)thiazol-5- ylmethyl)amino)benzamide (BMS-605541), a Selective and Orally Efficacious Inhibitor of Vascular Endothelial Growth Factor Receptor-2

  摘要：

  Substituted 3-((2-(pyridin-2-ylamino)thiazol-5-ylmethyl)-amino) benzamides were identified as potent and selective inhibitors of vascular endothelial growth factor receptor-2 (VEGFR-2) kinase activity. The enzyme kinetics associated with the VEGFR-2 inhibition of 14 (K-i=49 +/- 9 nM) confirmed that the aminothiazole-based analogues are competitive with ATP. Analogue 14 demonstrated excellent kinase selectivity, favorable pharmacokinetic properties in multiple species, and robust in vivo efficacy in human lung and colon carcinoma xenograft models.

  DOI：

  10.1021/jm060347y
• 作为产物：
  描述：

  2,4-二氟苯甲酸 在 草酰氯 、 硫酸 、 potassium nitrate 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 42.0h， 生成 2,4-Difluoro-5-nitrobenzoyl Chloride
  参考文献：
  名称：

  A Novel Antibacterial 8-Chloroquinolone with a Distorted Orientation of the N1-(5-Amino-2,4-difluorophenyl) Group

  摘要：

  Fluoroquinolones represent a major class of antibacterial agents with great therapeutic potential. In this study, we designed m-aminophenyl groups as novel N-1 substituents of naphthyridones and quinolones. Among newly synthesized compounds, 7-(3-aminoazetidin-1-yl)-1-(5-amino-2,4-difluorophenyl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (4) has extremely potent antibacterial activities against Gram (+) as well as Gram (-) bacteria. This compound is significantly more potent than trovafloxacin against clinical isolates: 30 times against Streptococcus pneumoniae and 128 times against methicillin resistant Staphylococcus aureus. The structure-activity relationship (SAR) study revealed that a limited combination of 1-(5-amino-2,4-difluorophenyl) group, 7-(azetidin-1-yl) group, and 8-Cl atom (or Br atom or Me group) gave potent antibacterial activity. An X-ray crystallographic study of a 7-(3-ethylaminoazetidin-1-yl)-8-chloro derivative demonstrated that the N-1 aromatic group was remarkably distorted out of the core quinolone plane by steric repulsion between the C-8 C1 atom and the N-1 substituent. Furthermore, a molecular modeling study of 4 and its analogues demonstrated that a highly distorted orientation was induced by a steric hindrance of the C-8 substituent, such as Cl, Br, or a methyl group. Thus, their highly strained conformation should be a key factor for the potent antibacterial activity.

  DOI：

  10.1021/jm0205090

文献信息

• [EN] 1H-BENZ IMIDAZOLE-5-CARBOXAMIDES AS ANTI-INFLAMMATORY AGENTS<br/>[FR] 1H-BENZIMIDAZOLE-5-CARBOXAMIDES COMME AGENTS ANTI-INFLAMMATOIRES
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2010034796A1

  公开（公告）日：2010-04-01

  There are provided compounds of formula (I), wherein R1, R6, R8, Q2, Q3, Q3a, Q4, L and A have meanings given in the description, and pharmaceutically-acceptable salts thereof, which compounds are useful in the treatment of diseases in which inhibition of the activity of a member of the MAPEG family is desired and/or required, and particularly in the treatment of inflammation and/or cancer.

  提供了具有式（I）的化合物，其中R1、R6、R8、Q2、Q3、Q3a、Q4、L和A的含义如描述中所给，并且其药学上可接受的盐，这些化合物在治疗需要或期望抑制MAPEG家族成员活性的疾病方面是有用的，特别是在炎症和/或癌症的治疗中。
• Process for the preparation of 6-(perfluoroalkyl) uracil compounds from
  申请人：American Cyanamid Company

  公开号：US06140270A1

  公开（公告）日：2000-10-31

  An improved process for the preparation of 6-(perfluoroalkyl)uracil compounds having the structural formula I ##STR1## from 2-(N,N-disubstituted)amino-4-(perfluoroalkyl)-1,3-oxazin-6-one compounds having the structural formula II ##STR2##

  一种改进的制备具有结构式I的6-(全氟烷基)尿嘧啶化合物的方法，从具有结构式II的2-(N,N-二取代)氨基-4-(全氟烷基)-1,3-噁唑啉-6-酮化合物开始。
• Processes and intermediate compounds for the preparation of 2-(N,N-disubstituted) amino-4-(perfluoroalkyl)-1, 3- oxazin-6-one and 6-(perfluoroalkyl) uracil compounds
  申请人：BASF Aktiengesellschaft

  公开号：US06355796B1

  公开（公告）日：2002-03-12

  An improved process and intermediate compounds for the preparation of 2-(N,N-disubstituted)amino-4-(perfluoroalkyl)-1,3-oxazin-6-one compounds having the structural formula I and an improved process for the preparation of 6-(perfluoroalkyl)uracil compounds having the structural formula V

  一种改进的工艺和中间化合物，用于制备具有结构式I的2-(N,N-二取代)氨基-4-(全氟烷基)-1,3-噁唑-6-酮化合物，以及用于制备具有结构式V的6-(全氟烷基)尿嘧啶化合物的改进工艺。
• 3-(1,2-Benzisothiazol- and isoxazol-5-yl)-2,4(1H,3H)-pyrimidinedione or
  申请人：American Cyanmid Company

  公开号：US06156700A1

  公开（公告）日：2000-12-05

  There are provided 3-(1,2-benzisothiazol- and isoxazol-5-yl)-2,4(1H,3H)-pyrimidinedione or thione compounds of formula I and 3-(1,2-benzisothiazol- and isoxazol-5-yl)-4(3H)-pyrimidinone or thione compounds of formula II ##STR1## Further provided are compositions and methods comprising those compounds for the control of undesirable plant species.

  提供了公式I中的3-(1,2-苯并异噻唑和异恶唑-5-基)-2,4(1H,3H)-嘧啶二酮或硫醇化合物，以及公式II中的3-(1,2-苯并异噻唑和异恶唑-5-基)-4(3H)-嘧啶酮或硫醇化合物。此外，还提供了包含这些化合物的组合物和方法，用于控制不良的植物物种。
• 1H-Benz Imidazole-5-Carboxamides As Anti-Inflammatory Agents
  申请人：Pfau Roland

  公开号：US20110312935A1

  公开（公告）日：2011-12-22

  There are provided compounds of formula (I), wherein R 1 , R 6 , R 8 , Q 2 , Q 3 , Q 3a , Q 4 , L and A have meanings given in the description, and pharmaceutically-acceptable salts thereof, which compounds are useful in the treatment of diseases in which inhibition of the activity of a member of the MAPEG family is desired and/or required, and particularly in the treatment of inflammation and/or cancer.

  提供了式（I）的化合物，其中R1，R6，R8，Q2，Q3，Q3a，Q4，L和A的含义如描述中所述，并且其药学上可接受的盐。这些化合物在治疗需要抑制MAPEG家族成员活性的疾病，尤其是在治疗炎症和/或癌症方面非常有用。