(R,S)-2-[3-(3-fluorobenzyl)-4-(3-fluorobenzyloxy)-benzylamino]propanamide methanesulfonate | 1161738-31-3

• 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: (R,S)-2-[3-(3-fluorobenzyl)-4-(3-fluorobenzyloxy)-benzylamino]propanamide methanesulfonate
• 英文别名: 2-[[4-[(3-Fluorophenyl)methoxy]-3-[(3-fluorophenyl)methyl]phenyl]methylamino]propanamide;methanesulfonic acid
• CAS: 1161738-31-3
• 化学式: CH₄O₃S*C₂₄H₂₄F₂N₂O₂
• 分子量: 506.571
• InChiKey: ZZOSCHYMOUEBRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  127
• 氢给体数：
  3
• 氢受体数：
  8

文献信息

• PROCESS FOR PREPARING SAFINAMIDE
  申请人：MEDICHEM, S.A.

  公开号：US20210040033A1

  公开（公告）日：2021-02-11

  The present invention is related to a process for preparing safinamide and salts thereof, preferably safinamide methanesulfonate, with high yields and high enantiomeric and chemical purity without the need of using highly pure intermediates. The process of the present invention is suitable for the production of safinamide and its salts, preferably safinamide methanesulfonate, at industrial scale.

  本发明涉及一种制备沙非胺及其盐的方法，优选为甲磺酸盐沙非胺，具有高产率、高对映体和化学纯度，无需使用高纯度中间体。本发明的方法适用于在工业规模上生产沙非胺及其盐，优选为甲磺酸盐沙非胺。
• [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。
• PROCESS FOR THE PRODUCTION OF 2-[4-(3- AND 2-FLUOROBENZYLOXY) BENZYLAMINO] PROPANAMIDES
  申请人：BARBANTI ELENA

  公开号：US20120157712A1

  公开（公告）日：2012-06-21

  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 catalytic hydrogenation in the presence of a heterogeneous catalyst in a protic organic solvent.

  一种制备具有高纯度度数的治疗活性2-[4-(3-和2-(氟苯基氧基)苯基氨基]丙酰胺及其与药用可接受酸的盐的过程，特别是具有低于0.03％的二苯甲基衍生物杂质含量，最好是低于0.01％的重量。该过程通过在质子有机溶剂中存在异相催化剂的情况下将Schiff碱中间体2-[4-(3-和2-氟苯基氧基)苯基亚甲基氨基]丙酰胺进行催化氢化来实现。
• 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。