3-azido-4-fluorobenzoic acid | 695178-89-3

• 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-azido-4-fluorobenzoic acid
• 英文别名: 3-azido-4-fluoro-benzoic acid
• CAS: 695178-89-3
• 化学式: C₇H₄FN₃O₂
• 分子量: 181.126
• InChiKey: JROYIBDJPIYMFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-azido-4-fluorobenzoic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.62h， 生成 N-(2-aminoethyl)-3-azido-4-fluorobenzamide
  参考文献：
  名称：

  Synthesis of the second generation photoaffinity probes of tautomycin

  摘要：

  Five photoaffinity probes of tautomycin, which possess an aromatic azide with linker attached to the 2-position of tautomycin, were prepared in order to study the binding site of tautomycin with protein phosphatase 1 gamma. The photoaffinity probes were synthesized by selectively introducing the photolabeling units onto the 2-position of tautomycin by using oxime chemistry. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.01.047
• 作为产物：
  描述：

  3-氨基-4-氟苯甲酸乙酯 在 氢氧化钾 、 sodium azide 、 乙醇 、 sodium nitrite 作用下， 以 乙醚 、 三氟乙酸 为溶剂， 反应 0.42h， 生成 3-azido-4-fluorobenzoic acid
  参考文献：
  名称：

  Synthesis of the second generation photoaffinity probes of tautomycin

  摘要：

  Five photoaffinity probes of tautomycin, which possess an aromatic azide with linker attached to the 2-position of tautomycin, were prepared in order to study the binding site of tautomycin with protein phosphatase 1 gamma. The photoaffinity probes were synthesized by selectively introducing the photolabeling units onto the 2-position of tautomycin by using oxime chemistry. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.01.047

文献信息

• [EN] 3-'4-HETEROCYCLYL -1,2,3,-TRIAZOL-1-YL!-N-ARYL-BENZAMIDES AS INHIBITORS OF THE CYTOKINES PRODUCTION FOR THE TREATMENT OF CHRONIC INFLAMMATORY DISEASES<br/>[FR] 3-'4-HETEROCYCLYL -1,2,3,-TRIAZOL-1-YL-N-ARYL-BENZAMIDES EN TANT QU'INHIBITEURS DE LA PRODUCTION DE CYTOKINES POUR LE TRAITEMENT DE MALADIES INFLAMMATOIRES
  申请人：BOEHRINGER INGELHEIM PHARMA

  公开号：WO2005090333A1

  公开（公告）日：2005-09-29

  Disclosed compounds of formula (I), which inhibit production of cytokines involved in inflammatory processes and are thus useful for treating diseases and pathological conditions involving inflammation such as chronic inflammatory disease. Also disclosed are processes for preparing these compounds and pharmaceutical compositions comprising these compounds.

  公开的化合物式(I)，可以抑制与炎症过程有关的细胞因子的产生，因此可用于治疗涉及炎症的疾病和病理状况，如慢性炎症性疾病。还公开了制备这些化合物的方法以及包含这些化合物的药物组合物。
• Cytokine inhibitors
  申请人：Boehringer Ingelheim Pharmaceuticals, Inc.

  公开号：US20040102492A1

  公开（公告）日：2004-05-27

  Disclosed are compounds of formula (I) 1 Where Ar 1 , X, R 3 , R 4 , R 5 and R 6 are defined herein. The compounds of the invention inhibit production of cytokines involved in inflammatory processes and are thus useful for treating diseases and pathological conditions involving inflammation such as chronic inflammatory disease. Also disclosed are processes for preparing these compounds and pharmaceutical compositions comprising these compounds.

  公开的是式(I)的化合物，其中Ar1、X、R3、R4、R5和R6的定义如本文所述。该发明的化合物抑制了与炎症过程有关的细胞因子的产生，因此对于治疗涉及炎症的疾病和病理条件，如慢性炎症性疾病，是有用的。还公开了制备这些化合物的方法和包含这些化合物的药物组合物。
• Aromatic Triazole Foldamers Induced by C–H···X (X = F, Cl) Intramolecular Hydrogen Bonding
  作者：Jie Shang、Nolan M. Gallagher、Fusheng Bie、Qiaolian Li、Yanke Che、Ying Wang、Hua Jiang

  DOI：10.1021/jo500582c

  日期：2014.6.6

  designed and synthesized. Crystal structure and 1H–1H NOESY experiments demonstrate that the oligomers adopt stable helical conformation, which are induced by C5–H···X–C (X = F, Cl) intramolecular hydrogen bonding between triazole protons and halogen atoms. The stabilities of the folded conformations are confirmed by DFT calculations, which show that each C5–H···F–C planar interaction lowers the energy

  设计合成了基于4-氟苯甲酸异丁酯和4-氯苯甲酸异丁酯的芳基三唑低聚物。晶体结构和1 H– 1 H NOESY实验表明，低聚物具有稳定的螺旋构象，这是由三唑质子和卤素原子之间的C 5 –H··X–C（X = F，Cl）分子内氢键诱导的。折叠构象的稳定性通过DFT计算得到了证实，DFT计算表明，每一个C 5 –H···F–C平面相互作用都会使能量平均降低〜3 kcal mol –1，而当降低时，能量降低〜1 kcal mol –1。 C 5形成–H···Cl–C桥。氢键网络在竞争性氢键介质（如DMSO）中被破坏，生成未折叠的低聚物。
• Anti-cytokine heterocyclic compounds
  申请人：Cogan Derek

  公开号：US20060079519A1

  公开（公告）日：2006-04-13

  Disclosed compounds of formula (I) which inhibit production of cytokines involved in inflammatory processes and are thus useful for treating diseases and pathological conditions involving inflammation such as chronic inflammatory disease. Also disclosed are processes for preparing these compounds and pharmaceutical compositions comprising these compounds.

  公开的式子为（I）的化合物，其抑制涉及炎症过程的细胞因子的产生，并因此有用于治疗涉及炎症的疾病和病理情况，如慢性炎症性疾病。还公开了制备这些化合物的过程和包含这些化合物的制药组合物。
• Anti-Cytokine Heterocyclic Compounds
  申请人：Cogan Derek

  公开号：US20070142371A1

  公开（公告）日：2007-06-21

  Disclosed compounds of formula (I) which inhibit production of cytokines involved in inflammatory processes and are thus useful for treating diseases and pathological conditions involving inflammation such as chronic inflammatory disease. Also disclosed are processes for preparing these compounds and pharmaceutical compositions comprising these compounds.

  公开了一种式子为(I)的化合物，可以抑制与炎症过程有关的细胞因子的产生，因此可用于治疗涉及炎症的疾病和病理情况，如慢性炎症性疾病。还公开了制备这些化合物和包含这些化合物的药物组合物的方法。