2-<4-(methylsulfonyl)phenyl>-3-(4-fluorophenyl)-1H-pyrrole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-<4-(methylsulfonyl)phenyl>-3-(4-fluorophenyl)-1H-pyrrole
• 英文别名: 4-(4-fluorophenyl)-5-<4-(methylsulfonyl)phenyl>pyrrole；2-(4-methylsulfonylphenyl)-3-(4-fluorophenyl)-1H-pyrrole；3-(4-fluorophenyl)-2-(4-methylsulfonylphenyl)-1H-pyrrole
• 化学式: C₁₇H₁₄FNO₂S
• 分子量: 315.368
• InChiKey: RKXPJRNZVATIAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  58.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-<4-(methylsulfonyl)phenyl>-3-(4-fluorophenyl)-1H-pyrrole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-bromo-4-(4-fluorophenyl)-5-<4-(methylsulfonyl)phenyl>-1H-pyrrole
  参考文献：
  名称：

  Antiinflammatory 4,5-Diarylpyrroles: Synthesis and QSAR

  摘要：

  A series of 2-substituted- and 2,3-disubstituted-4-(4-fluorophenyl)-5-[4-(methylsulfonyl)phenyl]-1H-pyrroles was synthesized and found to be active in the rat adjuvant arthritis model of inflammation. The most active compounds were the 2-halo derivatives in the order of chloro > bromo > iodo. The same pattern of activity was observed for the 2,3-dihalopyrroles. Quantitative structure-activity relationship studies suggested that the activity could be correlated with the molar refractivity and the inductive field effect of the 2-substituent and the lipophilicity of the 3-substituent.

  DOI：

  10.1021/jm00033a017
• 作为产物：
  描述：

  N-[(E)-3-(4-fluorophenyl)prop-2-enyl]-4-methylsulfonylbenzamide 、 potassium tert-butylate 生成 2-<4-(methylsulfonyl)phenyl>-3-(4-fluorophenyl)-1H-pyrrole
  参考文献：
  名称：

  BOSWELL, G. A. ,, JR.

  摘要：

  DOI：

文献信息

• Antiinflammatory-2-halo-4,5-diarylpyrroles
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04652582A1

  公开（公告）日：1987-03-24

  Antiinflammatory 2-halo-4,5-diarylpyrroles are provided. These pyrroles have the formula: ##STR1## wherein Y.sub.1 is F, Cl, Br, or I; Y.sub.2 is H, Cl, or Br; R.sub.1 is H, CH.sub.3, C.sub.2 H.sub.5, acetyl, or ##STR2## where R.sub.4 is methyl, ethyl, t-butyl, or benzyl; R.sub.2 is pyridyl or ##STR3## R.sub.3 is pyridyl or ##STR4## X and X' are independently H, F, Cl, Br, OR.sub.5, or R.sub.5 S(O).sub.n where n is 0, 1 or 2 and R.sub.5 is C.sub.1 -C.sub.2 alkyl; provided that one of R.sub.2 or R.sub.3 must be ##STR5## or a pharmaceutically suitable salt thereof. Intermediates to the above pyrroles are provided where R.sub.1 in the above formula is replaced by R.sup.1 which is benzenesulfonyl or 4-toluenesulfonyl.

  提供抗炎症的2-卤代4,5-二芳基吡咯醇。这些吡咯醇的化学式为：##STR1## 其中Y.sub.1为F、Cl、Br或I；Y.sub.2为H、Cl或Br；R.sub.1为H、CH.sub.3、C.sub.2 H.sub.5、乙酰基，或##STR2## 其中R.sub.4为甲基、乙基、叔丁基或苄基；R.sub.2为吡啶基或##STR3## R.sub.3为吡啶基或##STR4## X和X'独立地为H、F、Cl、Br、OR.sub.5或R.sub.5 S(O).sub.n，其中n为0、1或2，R.sub.5为C.sub.1 -C.sub.2烷基；前提是R.sub.2或R.sub.3中的一个必须为##STR5## 或其药用合适盐。提供了上述吡咯醇的中间体，其中上述化学式中的R.sub.1被替换为苯磺酰基或4-甲苯磺酰基的R.sup.1。
• Antiinflammatory 4,5-diaryl-2-(substituted-thio)pyrroles and their corresponding sulfoxides and sulfones
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0034798A2

  公开（公告）日：1981-09-02

  Antiinflammatory4,5-diaryl-2-(substituted-thio)-pyrroles and their corresponding sulfoxides and sulfones, useful for treating arthritis and related diseases.

  用于治疗关节炎和相关疾病的抗炎性 4,5-二芳基-2-（取代-硫代）吡咯及其相应的亚砜和砜。
• 1,2-Diphenylpyrrole derivatives, their preparation and their therapeutic uses
  申请人：SANKYO COMPANY LIMITED

  公开号：EP0799823A1

  公开（公告）日：1997-10-08

  Compounds of formula (I) and (II): [in which R is hydrogen, halogen or alkyl; R1 is alkyl, amino or substituted amino; R2 is optionally substituted phenyl; R3 is hydrogen, halogen or optionally substituted alkyl; R4 is hydrogen, optionally substituted alkyl, cycloalkyl, aryl, or aralkyl] have valuable analgesic, anti-inflammatory, anti-pyretic and anti-allergic activities and have the ability to inhibit the production of leukotrienes and to inhibit bone resorption. They are relatively free from the side effects which generally result from the administration of compounds having these kinds of activities.

  式(I)和(II)化合物： [其中 R 是氢、卤素或烷基；R1 是烷基、氨基或取代氨基；R2 是任选取代的苯基；R3 是氢、卤素或任选取代的烷基；R4 是氢、任选取代的烷基、环烷基、芳基或芳烷基]具有重要的镇痛、消炎、解热和抗过敏活性，并能抑制白三烯的生成和抑制骨吸收。它们相对来说没有副作用，而副作用通常是由服用具有此类活性的化合物引起的。
• 5-ARYLPYRROLE DERIVATIVES
  申请人：NISSIN FOOD PRODUCTS CO., LTD.

  公开号：EP1048649A1

  公开（公告）日：2000-11-02

  Compounds represented by general formula (I) or salts thereof and anti-inflammatory agents and antitumor agents containing these compounds as the active ingredient, wherein R1 represents hydrogen or lower alkyl; R2 represents lower alkyl or (CH2)n1 COOH (wherein n1 is 1, 2 or 3); R3 represents hydrogen, halogeno, carboxy, etc.; R4 represents phenyl optionally having a specific substituent, dicyclic heteroaryl, phenylethynyl or lower alkynyl; and R5 represents lower alkyl, amino, etc.

  通式(I)代表的化合物或其盐，以及含有这些化合物作为活性成分的抗炎剂和抗肿瘤剂，其中R1代表氢或低级烷基；R2代表低级烷基或(CH2)n1 COOH(其中n1为1、2或3)；R3代表氢、卤素、羧基等；R4代表任选具有特定取代基的苯基、二环杂芳基、苯基乙炔基或低级炔基；R5代表低级烷基、氨基等。
• Wilkerson Wendell W., Galbraith William, Gans-Brangs Kathleen, Grubb Mary+, J. Med. Chem., 37 (1994) N 7, S 988-998
  作者：Wilkerson Wendell W., Galbraith William, Gans-Brangs Kathleen, Grubb Mary+

  DOI：——

  日期：——