(3S,4S)-4-(4-bromophenoxy)tetrahydrofuran-3-amine | 1258963-53-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (3S,4S)-4-(4-bromophenoxy)tetrahydrofuran-3-amine
• 英文别名: (3S,4S)-4-(4-bromophenoxy)oxolan-3-amine
• CAS: 1258963-53-9
• 化学式: C₁₀H₁₂BrNO₂
• 分子量: 258.115
• InChiKey: GRTOEAAOPRPWSN-VHSXEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  异丙基磺酰氯 、 (3S,4S)-4-(4-bromophenoxy)tetrahydrofuran-3-amine 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到N-[(3S,4S)-4-(4-bromophenoxy)tetrahydrofuran-3-yl]propane-2-sulfonamide
  参考文献：
  名称：

  [EN] HETEROCYCLIC SULFONAMIDES, USES AND PHARMACEUTICAL COMPOSITIONS THEREOF
  [FR] SULFONAMIDES HÉTÉROCYCLIQUES, UTILISATIONS ET COMPOSITIONS PHARMACEUTIQUES ASSOCIÉES

  摘要：

  该发明涉及一类化合物，包括该化合物的药用可接受盐，其具有规范中定义的式(I)的结构。该发明还涉及含有和使用式I化合物的组合物。

  公开号：

  WO2010150192A1
• 作为产物：
  描述：

  4-溴苯酚 在 ammonium hydroxide 、 苄基三乙基氯化铵 、 caesium carbonate 、 三乙胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 异丙醇 为溶剂， 反应 54.0h， 生成 (3S,4S)-4-(4-bromophenoxy)tetrahydrofuran-3-amine
  参考文献：
  名称：

  The Discovery and Characterization of the α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid (AMPA) Receptor Potentiator N-{(3S,4S)-4-[4-(5-Cyano-2-thienyl)phenoxy]tetrahydrofuran-3-yl}propane-2-sulfonamide (PF-04958242)

  摘要：

  A unique tetrahydrofuran ether class of highly potent alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor potentiators has been identified using rational and structure-based drug design. An acyclic lead compound, containing an ether-linked isopropylsulfonamide and biphenyl group, was pharmacologically augmented by converting it to a conformationally constrained tetrahydrofuran to improve key interactions with the human GluA2 ligand-binding domain. Subsequent replacement of the distal phenyl motif with 2-cyanothiophene to enhance its potency, selectivity, and metabolic stability afforded N-{(3S,4S)-4-[4-(5-cyano-2-thienyl)-phenoxy]tetrahydrofuran-3-yl}propane-2-sulfonamide (PF-04958242, 3), whose preclinical characterization suggests an adequate therapeutic index, aided by low projected human oral pharmacokinetic variability, for clinical studies exploring its ability to attenuate cognitive deficits in patients with schizophrenia.

  DOI：

  10.1021/acs.jmedchem.5b00300

文献信息

• Novel Phenyl Imidazoles and Phenyl Triazoles As Gamma-Secretase Modulators
  申请人：Allen Martin Patrick

  公开号：US20120053165A1

  公开（公告）日：2012-03-01

  Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula (I) as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

  本发明公开了具有式（I）所定义的结构的化合物及其药学上可接受的盐，同时公开了相应的制药组合物、治疗方法、合成方法和中间体。
• Heterocyclic sulfonamides, uses and pharmaceutical compositions thereof
  申请人：Pfizer Inc.

  公开号：US08278457B2

  公开（公告）日：2012-10-02

  The invention is directed to a class of compounds, including the pharmaceutically acceptable salts of the compounds, having the structure of formula I: as defined in the specification. The invention is also directed to compositions containing and uses of the compounds of formula I.

  本发明涉及一类化合物，包括具有公式I结构的化合物的药用可接受盐，如规范中所定义的。本发明还涉及包含公式I化合物的组合物和其用途。
• Heterocyclic Sulfonamides, Uses and Pharmaceutical Compositions Thereof
  申请人：Fliri Anton F. J.

  公开号：US20110105533A1

  公开（公告）日：2011-05-05

  The invention is directed to a class of compounds, including the pharmaceutically acceptable salts of the compounds, having the structure of formula I: as defined in the specification. The invention is also directed to compositions containing and uses of the compounds of formula I.

  本发明涉及一类化合物，包括化合物的药用可接受盐，其结构如式I所定义。本发明还涉及含有式I化合物的组合物和其用途。
• HETEROCYCLIC SULFONAMIDES, USES AND PHARMACEUTICAL COMPOSITIONS THEREOF
  申请人：Fliri Anton F. J.

  公开号：US20120322823A1

  公开（公告）日：2012-12-20

  The invention is directed to a class of compounds, including the pharmaceutically acceptable salts of the compounds, having the structure of formula I: as defined in the specification. The invention is also directed to compositions containing and uses of the compounds of formula I.

  本发明涉及一类化合物，包括化合物的药学上可接受的盐，其结构如公式I所定义。本发明还涉及含有公式I化合物的组合物和其用途。
• US8278457B2
  申请人：——

  公开号：US8278457B2

  公开（公告）日：2012-10-02