methyl(R)-amino-(4-fluorophenyl)-acetate | 689254-66-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl(R)-amino-(4-fluorophenyl)-acetate
• 英文别名: 2-(4-Fluorophenyl)-2-(methylamino)acetic acid
• CAS: 689254-66-8
• 化学式: C₉H₁₀FNO₂
• mdl: MFCD12047919
• 分子量: 183.182
• InChiKey: NYAXGIZPADNVKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl(R)-amino-(4-fluorophenyl)-acetate 在 盐酸 、 sodium nitrite 作用下， 以 水 、 乙醚 为溶剂， 反应 6.0h， 以84%的产率得到(+/-)-(4-fluorophenyl) (1-methyl-2-oxohydrazino) acetic acid
  参考文献：
  名称：

  [EN] CYCLIC SULFAMIDES FOR INHIBITION OF GAMMA-SECRETASE
  [FR] SULFAMIDES CYCLIQUES INHIBITEURS DE LA GAMMA-SECRETASE

  摘要：

  化合物I的公式：抑制γ-分泌酶对APP的加工，因此对治疗或预防阿尔茨海默病有用。

  公开号：

  WO2004039800A1
• 作为产物：
  描述：

  4-氟苯乙酸 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 、 水 为溶剂， 反应 33.0h， 生成 methyl(R)-amino-(4-fluorophenyl)-acetate
  参考文献：
  名称：

  Vinylogous carbinolamine tumor inhibitors. 19. Synthesis and antineoplastic activity of bis[[[(alkylamino)carbonyl]oxy]methyl]-substituted 3-pyrrolines as prodrugs of tumor inhibitory pyrrolebis(carbamates)

  摘要：

  A series of bis[(carbamoyloxy)methyl]pyrrolines 2-4 were synthesized from either the appropriate alpha-silylated iminium salt, or an aziridine, or a 2H-azirine in a sequence involving 1,3-dipolar cycloaddition reactions. The antineoplastic activities of the pyrrolines were compared to the corresponding pyrroles. The C-2 gem-dimethyl-substituted pyrroline, 4, which cannot be converted to the pyrrole in vivo, was inactive. The activity of the 2-phenyl-substituted pyrrolines 3 was markedly dependent on the nature of the phenyl substituent, although the corresponding phenylpyrroles all showed comparable activity. The differences in the activities of the pyrrolines 3 may be due to the rate of metabolic conversion of the pyrroline to the pyrrole. Electron-withdrawing substituents on the phenyl ring appear to retard this process.

  DOI：

  10.1021/jm00161a019

文献信息

• SUBSTITUTED PIPERAZINO-DIHYDROTHIENOPYRIMIDINES
  申请人：Pouzet Pascale

  公开号：US20110021501A1

  公开（公告）日：2011-01-27

  The invention relates to new piperidino-dihydrothienopyrimidines of formula 1, as well as pharmacologically acceptable salts thereof, wherein X is SO or SO 2 , but preferably SO, and wherein R 1 , R 2 , R 3 and R 4 may have the meanings given in claim 1 , as well as pharmaceutical compositions which contain these compounds. These new piperidino-dihydrothienopyrimidines are suitable for the treatment of respiratory or gastrointestinal complaints or diseases, inflammatory diseases of the joints, skin or eyes, diseases of the peripheral or central nervous system or cancers.

  本发明涉及通式1的新哌啶二氢噻吩并嘧啶类化合物及其药理上可接受的盐，其中X为SO或SO2，优选SO，并且其中R1、R2、R3和R4可具有权利要求1中所述的含义，以及含有这些化合物的药物组合物。这些新哌啶二氢噻吩并嘧啶类化合物适用于治疗呼吸系统或胃肠道疾病、关节、皮肤或眼睛的炎症性疾病、周围或中枢神经系统疾病或癌症。
• DRUG COMBINATIONS CONTAINING PDE4 INHIBITORS AND NSAIDS
  申请人：Nickolaus Peter

  公开号：US20120035143A1

  公开（公告）日：2012-02-09

  The present invention relates to new drug combinations which contain in addition to one or more PDE4-inhibitors at least one NSAID (=non-steroidal anti-inflammatory drug) (2), processes for preparing them and their use in treating in particular respiratory complaints such as for example COPD, chronic sinusitis and asthma. The invention particularly relates to those drug combinations which contain, in addition to one or more, preferably one PDE4 inhibitor of general formula 1 wherein X is SO or SO 2 , but preferably SO, and wherein R 1 , R 2 , R 3 and R 4 have the meanings given in claim 1, at least one NSAID (2), the preparation thereof and the use thereof for the treatment of respiratory complaints.

  本发明涉及新的药物组合，除了包含一种或多种 PDE4 抑制剂外，还至少包含一种 NSAID（非甾体抗炎药）(2)，以及制备这些药物组合的方法及其在治疗特别是呼吸系统疾病如慢性阻塞性肺病（COPD）、慢性鼻窦炎和哮喘中的应用。本发明特别涉及那些药物组合，除了包含一种或多种，优选一种 PDE4 抑制剂，其通式为 1，其中 X 是 SO 或 SO2，但优选 SO，并且其中 R1、R2、R3 和 R4 具有权利要求 1 中给出的含义，还至少包含一种 NSAID (2)，其制备方法及其用于治疗呼吸系统疾病的使用。
• COMBINATIONS OF MEDICAMENTS, CONTAINING PDE4-INHIBITORS AND EP4-RECEPTOR-ANTAGONISTS
  申请人：Nickolaus Peter

  公开号：US20130225609A1

  公开（公告）日：2013-08-29

  The present invention relates to new medicament combinations which contain in addition to one or more PDE4-inhibitors (1) at least one EP4 receptor antagonist (2), as well as the use thereof for the treatment of preferably respiratory complaints such as particularly COPD, chronic sinusitis and asthma. The invention relates in particular to those medicament combinations which contain, in addition to one or more, preferably one, PDE4 inhibitor of general formula 1 wherein X is SO or SO 2 , but preferably SO, and wherein R 1 , R 2 , R 3 and R 4 have the meanings given in claim 1, at least one EP4 receptor antagonist (2), the preparation thereof and the use thereof for the treatment of respiratory complaints.

  本发明涉及新的药物组合物，其包含除了一个或多个PDE4抑制剂（1）之外，至少一个EP4受体拮抗剂（2），以及其用于治疗特别是呼吸系统疾病，如慢性阻塞性肺病（COPD）、慢性鼻窦炎和哮喘的用途。本发明特别涉及那些药物组合物，其除了一个或多个，优选一个，PDE4抑制剂的一般通式1之外，还包含至少一个EP4受体拮抗剂（2），其中X是SO或SO2，但优选SO，并且其中R1、R2、R3和R4具有权利要求1中给出的含义，所述组合物的制备及其用于治疗呼吸系统疾病的用途。
• Dihydrothienopyrimidines for the Treatment of Inflammatory Diseases
  申请人：Pouzet Pascale

  公开号：US20080096882A1

  公开（公告）日：2008-04-24

  The invention relates to new dihydrothienopyrimidine of formula 1, as well as pharmacologically acceptable salts, diastereomers, enantiomers, racemates, hydrates or solvates thereof, wherein X is SO or SO 2 , but preferably SO, and wherein R 1 , R 2 and R 3 have the meanings given in the description, and which are suitable for the treatment of respiratory or gastrointestinal complaints or diseases, inflammatory diseases of the joints, skin or eyes, diseases of the peripheral or central nervous system or cancers, as well as pharmaceutical compositions which contain these compounds.

  该发明涉及公式1的新二氢噻吡嘧啶，以及其药理学上可接受的盐、对映体、旋光异构体、消旋体、水合物或溶剂合物，其中X为SO或SO2，但最好为SO，R1、R2和R3在描述中给出的含义，并且适用于治疗呼吸道或胃肠道疾病、关节、皮肤或眼睛的炎症性疾病、外周或中枢神经系统疾病或癌症，以及含有这些化合物的药物组合物。
• CYCLIC SULFAMIDES FOR INHIBITION OF GAMMA-SECRETASE
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP1611129B1

  公开（公告）日：2009-09-30