1-(4-氟苯基)-3-吡啶-4-基脲 | 76947-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-氟苯基)-3-吡啶-4-基脲
• 英文名称: N-4-fluorophenyl-N'-4-pyridylurea
• 英文别名: 1-(4-fluorophenyl)-3-pyridin-4-ylurea
• CAS: 76947-67-6
• 化学式: C₁₂H₁₀FN₃O
• 分子量: 231.229
• InChiKey: LWSVUFOPFMPAIG-UHFFFAOYSA-N

物化性质

• 溶解度：
  29.9 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异烟肼 、 4-氟苯胺 在 盐酸 、 水 、 sodium nitrite 作用下， 反应 1.0h， 生成 1-(4-氟苯基)-3-吡啶-4-基脲
  参考文献：
  名称：

  N–H…N(pyridyl) and N–H…O(urea) hydrogen bonding and molecular conformation of N-aryl-N′-pyridylureas

  摘要：

  Analysis of N-Ar-N'-4-pyridylureas (Ar = 4-X-phenyl, 4-py) crystal structures shows a gradual transition from urea...pyridyl N-H center dot center dot center dot N hydrogen bond in bifurcated synthon of R-2(1) (6) graph set (X = H, Me, Cl) to single N-H center dot center dot center dot O and N-H center dot center dot center dot N hydrogen bonds in X = Br, I to urea N-H center dot center dot center dot N tape synthon (R; (6) graph set) in N-phenyl-M-tetrafluoropyridylurea. Thus the two extremes of urea pyridyl N-H center dot center dot center dot N synthon in N,N'-di(4-pyridyl) urea, N-H center dot center dot center dot N tape characteristic of diphenyl urea together with an in-between state are now visualized as snap shots in the solid-state. Most remarkably, molecular conformations too show a transition: the diaryl urea molecule is in the twisted metastable conformation in N-H center dot center dot center dot N tape structures, it is coplanar in the flat stable conformation for N-H center dot center dot center dot N structures, and one NH is in-plane while the other is oriented slightly outwards in the intermediate N-H center dot center dot center dot N and N-H center dot center dot center dot N hydrogen-bonded structure of N-4-Br-phenyl-N'-4-pyridylurea. Subtle and yet observable one-to-one molecular conformation to crystal structure systematic effects are analyzed. A one-dimensional zigzag chain in the crystal structure of N,N'-di(4-pyridyl) urea is consistent with the hydrogen bonding model for organic gelators. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.01.030

文献信息

• Aryl Urea Derivatives for Treating Obesity
  申请人：Bloxham Jason

  公开号：US20080261952A1

  公开（公告）日：2008-10-23

  A method of treating a condition associated with the CB-1 receptor, in particular obesity, by administering an effective amount of an aryl urea CB-1 receptor modulating compound to a subject in need of such treatment.

  通过向需要此类治疗的受试者施用有效量的芳基脲CB-1受体调节化合物来治疗与CB-1受体相关的疾病，尤其是肥胖症的方法。
• N-Phenyl-N'-pyridinylureas as anticonvulsant agents
  作者：Michael R. Pavia、Sandra J. Lobbestael、Charles P. Taylor、Fred M. Hershenson、David L. Miskell

  DOI：10.1021/jm00164a061

  日期：1990.2

  A series of N-phenyl-N'-pyridinylureas was examined for anticonvulsant activity. Extensive structure/activity investigations revealed optimal activity in the N-(2,6-disubstituted-phenyl)-N'-(4-pyridinyl)urea series, with 37 exhibiting the best overall anticonvulsant profile. Compound 37 was effective against seizures induced by maximal electroshock but did not protect mice from clonic seizures produced by the convulsant pentylenetetrazol. The overall pharmacological profile suggests that 37 would be of therapeutic use in the treatment of generalized tonic-clonic and partial seizures. Compound 37 was selected for Phase 1 clinical trials.
• N–H…N(pyridyl) and N–H…O(urea) hydrogen bonding and molecular conformation of N-aryl-N′-pyridylureas
  作者：Sreekanth K. Chandran、Naba K. Nath、Suryanarayan Cherukuvada、Ashwini Nangia

  DOI：10.1016/j.molstruc.2010.01.030

  日期：2010.4

  Analysis of N-Ar-N'-4-pyridylureas (Ar = 4-X-phenyl, 4-py) crystal structures shows a gradual transition from urea...pyridyl N-H center dot center dot center dot N hydrogen bond in bifurcated synthon of R-2(1) (6) graph set (X = H, Me, Cl) to single N-H center dot center dot center dot O and N-H center dot center dot center dot N hydrogen bonds in X = Br, I to urea N-H center dot center dot center dot N tape synthon (R; (6) graph set) in N-phenyl-M-tetrafluoropyridylurea. Thus the two extremes of urea pyridyl N-H center dot center dot center dot N synthon in N,N'-di(4-pyridyl) urea, N-H center dot center dot center dot N tape characteristic of diphenyl urea together with an in-between state are now visualized as snap shots in the solid-state. Most remarkably, molecular conformations too show a transition: the diaryl urea molecule is in the twisted metastable conformation in N-H center dot center dot center dot N tape structures, it is coplanar in the flat stable conformation for N-H center dot center dot center dot N structures, and one NH is in-plane while the other is oriented slightly outwards in the intermediate N-H center dot center dot center dot N and N-H center dot center dot center dot N hydrogen-bonded structure of N-4-Br-phenyl-N'-4-pyridylurea. Subtle and yet observable one-to-one molecular conformation to crystal structure systematic effects are analyzed. A one-dimensional zigzag chain in the crystal structure of N,N'-di(4-pyridyl) urea is consistent with the hydrogen bonding model for organic gelators. (C) 2010 Elsevier B.V. All rights reserved.