(S)-3-(4-bromophenyl)-1,1-difluorocyclopentane | 801303-51-5

• 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: (S)-3-(4-bromophenyl)-1,1-difluorocyclopentane
• 英文别名: 1-bromo-4-[(1S)-3,3-difluorocyclopentyl]benzene
• CAS: 801303-51-5
• 化学式: C₁₁H₁₁BrF₂
• 分子量: 261.109
• InChiKey: JVBSGZKDGQVKHO-VIFPVBQESA-N

物化性质

• 沸点：
  275.3±40.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-3-(4-bromophenyl)-1,1-difluorocyclopentane 在 正丁基锂 、 草酰氯 、 二甲基亚砜 、 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-{5-[4-((S)-3,3-Difluoro-cyclopentyl)-phenyl]-[1,2,4]oxadiazol-3-yl}-benzaldehyde
  参考文献：
  名称：

  Discovery of Potent 3,5-Diphenyl-1,2,4-oxadiazole Sphingosine-1-phosphate-1 (S1P₁) Receptor Agonists with Exceptional Selectivity against S1P₂ and S1P₃

  摘要：

  A class of 3,5-diphenyl-1,2,4-oxadiazole based compounds have been identified as potent sphingosine-1-phosphate-1 (S1P(1)) receptor agonists with minimal affinity for the S1P(2) and S1P3 receptor subtypes. Analogue 26 (S1P(1) IC50 = 0.6 nM) has an excellent pharmacokinetics profile in the rat and dog and is efficacious in a rat skin transplant model, indicating that S1P(3) receptor agonism is not a component of inummosuppressive efficacy.

  DOI：

  10.1021/jm0503244
• 作为产物：
  描述：

  (S)-3-(4-bromophenyl)cyclopentanone 在 三氟化硼乙醚 、 [双(2-甲氧基乙基)胺]三氟化硫 作用下， 以 甲苯 为溶剂， 反应 48.0h， 生成 (S)-3-(4-bromophenyl)-1,1-difluorocyclopentane
  参考文献：
  名称：

  Discovery of Potent 3,5-Diphenyl-1,2,4-oxadiazole Sphingosine-1-phosphate-1 (S1P₁) Receptor Agonists with Exceptional Selectivity against S1P₂ and S1P₃

  摘要：

  A class of 3,5-diphenyl-1,2,4-oxadiazole based compounds have been identified as potent sphingosine-1-phosphate-1 (S1P(1)) receptor agonists with minimal affinity for the S1P(2) and S1P3 receptor subtypes. Analogue 26 (S1P(1) IC50 = 0.6 nM) has an excellent pharmacokinetics profile in the rat and dog and is efficacious in a rat skin transplant model, indicating that S1P(3) receptor agonism is not a component of inummosuppressive efficacy.

  DOI：

  10.1021/jm0503244

文献信息

• 3-(2-amino-1-azacyclyl)-5-aryl-1,2,4-oxadiazoles as s1p receptor agonists
  申请人：Colandrea J. Vincent

  公开号：US20060252741A1

  公开（公告）日：2006-11-09

  The present invention encompasses compounds of Formula (I): as well as the pharmaceutically acceptable salts thereof. The compounds are useful for treating immune mediated diseases and conditions, such as bone marrow, organ and tissue transplant rejection. Pharmaceutical compositions and methods of use are included.

  本发明涵盖式(I)化合物，以及其药学上可接受的盐。该化合物用于治疗免疫介导的疾病和病况，如骨髓、器官和组织移植排斥。包括药物组合物和使用方法。
• 3,5-Aryl, heteroaryl or cycloalkyl substituted-1,2,4-oxadiazoles as s1p receptor agonists
  申请人：Doherty A. George

  公开号：US20070043014A1

  公开（公告）日：2007-02-22

  The present invention encompasses compounds of Formula I: (I) as well as the pharmaceutically acceptable salts thereof. The compounds are useful for treating immune mediated diseases and conditions, such as bone marrow, organ and tissue transplant rejection. Pharmaceutical compositions and methods of use are included.

  本发明涵盖化合物I式：(I)，以及其药学上可接受的盐。该化合物对于治疗免疫介导的疾病和病况，如骨髓、器官和组织移植排斥等非常有用。药物组合物和使用方法也包括在内。
• [EN] 3,5-ARYL, HETEROARYL OR CYCLOALKYL SUBSTITUTED-1,2,4-OXADIAZOLES AS S1P RECEPTOR AGONISTS<br/>[FR] 1,2,4-OXADIAZOLES SUBSTITUES 3,5-ARYLE, HETEROARYLE OU CYCLOALKYLE SERVANT D'AGONISTES DU RECEPTEUR S1P
  申请人：MERCK & CO INC

  公开号：WO2005032465A3

  公开（公告）日：2005-11-10
• 3-(2-AMINO-1-AZACYCLYL)-5-ARYL-1,2,4-OXADIAZOLES AS S1P RECEPTOR AGONISTS
  申请人：Merck & Co., Inc.

  公开号：EP1625123A2

  公开（公告）日：2006-02-15
• EP1625123A4
  申请人：——

  公开号：EP1625123A4

  公开（公告）日：2007-08-29