4-(2-fluoro-benzyloxy)benzyl alcohol | 690963-48-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(2-fluoro-benzyloxy)benzyl alcohol
• 英文别名: 4-(2-fluorobenzyloxy)benzyl alcohol；(4-[(2-Fluorophenyl)methoxy]phenyl)methanol；[4-[(2-fluorophenyl)methoxy]phenyl]methanol
• CAS: 690963-48-5
• 化学式: C₁₄H₁₃FO₂
• mdl: MFCD03715937
• 分子量: 232.254
• InChiKey: GEPCVUQQSDLTEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2-fluoro-benzyloxy)benzyl alcohol 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 4-(2-fluoro-benzyloxy)benzyl bromide
  参考文献：
  名称：

  Arylalkyl substituted imidazolidinones

  摘要：

  式（I）的新化合物，其中：R1、R2、R3、R4和R5独立地为氢；C1-6烷基；芳基；杂芳基和全氟烷基，且其中至少一个R1和R2不是氢；n为0或1；R6为氢或C1-6烷基；A为群体-（CH2）m-，-（CH2）p-X-或-X-（CH2）p-，其中m = 1-4，p = 0-4，X为-O-，-S-或-NR8-，其中R8为氢或C1-4烷基；R7为C1-6烷基；C3-8环烷基；芳基；杂芳基。

  公开号：

  EP2093218A1
• 作为产物：
  描述：

  4-(2-氟苄氧基)苯甲醛 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4-(2-fluoro-benzyloxy)benzyl alcohol
  参考文献：
  名称：

  New PPARγ ligands based on 2-hydroxy-1,4-naphthoquinone: Computer-aided design, synthesis, and receptor-binding studies

  摘要：

  FlexX-based molecular docking study was employed to identify 2-hydroxy-1,4-naphthoquinone as a new 'acidic head group' for the design of a novel series of PPAR gamma ligands. To provide the proof of concept, designed molecules were synthesized and evaluated in a standard radioligand-binding assay. Out of eight molecules, four were found to bind to the murine PPAR gamma with IC(50) ranging from 0.2 to 56.2 mu M as compared to standard pioglitazone, with IC(50) of 0.7 mu M. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.072

文献信息

• [EN] PROCESS FOR THE PRODUCTION OF 2-[4-(3- OR 2-FLUOROBENZYLOXY)BENZYLAMINO]PROPANAMIDES WITH HIGH PURITY DEGREE<br/>[FR] PROCÉDÉ DE PRODUCTION DE 2-[4-(3- OU 2-FLUOROBENZYLOXY)BENZYLAMINO] PROPANAMIDES D'UN DEGRÉ DE PURETÉ ÉLEVÉ
  申请人：NEWRON PHARM SPA

  公开号：WO2009074478A1

  公开（公告）日：2009-06-18

  A process for obtaining therapeutically active 2-[4-(3- and 2-(flurobenzyloxy)benzylamino]propanamides, and their salts with pharmaceutically acceptable acids with high purity degree, in particular, with a content of dibenzyl derivatives impurities lower than 0.03%, preferably lower than 0.01% by weight. The process is carried out by submitting the Schiff bases intermediates 2- [4 -(3- and 2-fluorobenzyloxy)benzylideneamino]propanamides to a reduction reaction with a reducing agent selected from sodium borohydride and potassium borohydride in an appropriate amount of an organic solvent selected from C1-C5 lower alkanols, allowing the formation and presence during a substantial position of the reduction reaction course of a suspension of the Schiff base into the saturated solution of the Schiff base into the same organic solvent.

  一种用于获得具有高纯度度的治疗活性2-[4-(3-和2-(氟苄氧基)苄基氨基]丙酰胺及其与药学上可接受的酸盐，特别是含二苄衍生物杂质低于0.03%，最好低于0.01%重量的方法。该过程通过将席夫碱中间体2-[4-(3-和2-氟苄氧基)苄亚胺]丙酰胺提交给还原剂（选择自硼氢化钠和硼氢化钾）的还原反应，在选择自C1-C5低级烷醇的有机溶剂中以适量进行，允许在还原反应过程中的实质位置形成和存在席夫碱的悬浮物，使其转变为席夫碱在相同有机溶剂中的饱和溶液。
• HIGH PURITY 2-[4-(3- OR 2-FLUOROBENZYLOXY)BENZYLAMINO] PROPANAMIDES AND METHODS OF USE THEREOF
  申请人：Newron Pharmaceuticals S.p.A.

  公开号：US20140051758A1

  公开（公告）日：2014-02-20

  A process for obtaining therapeutically active 2-[4-(3- and 2-(fluorobenzyloxy)benzylamino]propanamides, and their salts with pharmaceutically acceptable acids with high purity degree, in particular, with a content of dibenzyl derivatives impurities lower than 0.03%, preferably lower than 0.01% by weight. The process is carried out by submitting the Schiff bases intermediates 2-[4-(3- and 2-fluorobenzyloxy)benzylideneamino]propanamides to a reduction reaction with a reducing agent selected from sodium borohydride and potassium borohydride in an appropriate amount of an organic solvent selected from C 1 -C 5 lower alkanols, allowing the formation and presence during a substantial position of the reduction reaction course of a suspension of the Schiff base into the saturated solution of the Schiff base into the same organic solvent.

  一种制备具有高纯度的治疗活性2-[4-(3-和2-(氟苯甲氧基)苯基)氨基]丙酰胺及其盐的方法，其杂质二苯甲基衍生物含量低于0.03％，优选低于0.01％。该方法通过将席夫碱中间体2-[4-(3-和2-氟苯甲氧基)苯基亚胺基]丙酰胺与选择自C1-C5低级醇的有机溶剂的适当量还原剂（如氢硼酸钠和氢硼酸钾）进行还原反应，使得在还原反应过程中席夫碱的悬浮液形成并存在于同一有机溶剂的饱和溶液中。
• HIGH PURITY 2-[4-(3- OR 2-FLUOROBENZYLOXY)BENZYLAMINO]PROPANAMIDES AND METHODS OF USE THEREOF
  申请人：Barbanti Elena

  公开号：US20100324141A1

  公开（公告）日：2010-12-23

  A process for obtaining therapeutically active 2-[4-(3- and 2-(fluorobenzyloxy)benzylamino]-propanamides and their salts with pharmaceutically acceptable acids with a high degree of purity, i.e. with a content of dibenzyl derivatives impurities lower than 0.03% by weight. The process is carried out by submitting a Schiff base intermediate to a reduction reaction with a reducing agent in an amount of organic solvent to allow the formation (and presence during a substantial portion of the reduction reaction) of a suspension of the Schiff base.

  一种制备具有高纯度的治疗活性2-[4-(3-和2-(氟苯甲氧基)苯基)苯基]丙酰胺及其与药用可接受酸的盐的方法，即二苯甲基衍生物杂质含量低于0.03%重量百分比。该方法通过将席夫碱中间体经还原剂还原反应，在有机溶剂中加入足量的还原剂，以允许席夫碱的悬浮物在还原反应的大部分过程中存在。
• PROCESS FOR THE PRODUCTION OF 2-Ý4-(3- OR 2-FLUOROBENZYLOXY)BENZYLAMINO¨PROPANAMIDES WITH HIGH PURITY DEGREE
  申请人：Newron Pharmaceuticals S.p.A.

  公开号：EP2229351A1

  公开（公告）日：2010-09-22
• PROCESS FOR THE PRODUCTION OF 2-[4-(3- OR 2-FLUOROBENZYLOXY)BENZYLAMINO]PROPANAMIDES WITH HIGH PURITY DEGREE
  申请人：Newron Pharmaceuticals S.p.A.

  公开号：EP2229351B1

  公开（公告）日：2017-11-08