(S)-3-(Pyrrolidin-2-yl)-propionsaeure | 63328-10-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-3-(Pyrrolidin-2-yl)-propionsaeure
• 英文别名: (S)-3-(2-Pyrrolidino)propionsaeure；(S)-3-(Pyrrolidin-2-yl)propanoic acid；3-[(2S)-pyrrolidin-2-yl]propanoic acid
• CAS: 63328-10-9
• 化学式: C₇H₁₃NO₂
• 分子量: 143.186
• InChiKey: HIDODKLFTVMWQL-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2S)-N-苄氧羰基-2-吡咯烷甲醛 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 N,N-二异丙基乙胺 、 lithium chloride 作用下， 以 甲醇 、 乙醇 、 乙腈 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 23.0h， 生成 (S)-3-(Pyrrolidin-2-yl)-propionsaeure
  参考文献：
  名称：

  New highly potent GABA uptake inhibitors selective for GAT-1 and GAT-3 derived from (R)- and (S)-proline and homologous pyrrolidine-2-alkanoic acids

  摘要：

  We synthesized proline and pyrrolidine-2-alkanoic acid derivatives in their enantiomerically pure form and evaluated them for their affinity to the GABA transport proteins GAT-1 and GAT-3. Among the compounds presented herein, (R)-pyrrolidine-2-acetic acid (R)-4d substituted with a 2- [tris(4-methoxyphenyl)methoxy] ethyl residue at the nitrogen atom showed the highest affinity at GAT-3 (IC50 = 3.1 mu M) comparable with the well-known GAT-3 blocker (S)-SNAP-5114. Compound (R)-4d displayed excellent subtype selectivity for GAT-3 (GAT-3:GAT-1 = 20:1). (S)-2-pyrrolidineacetic acid derivatives (S)-4b provided with a 4,4-diphenylbut-3-en-1-yl moiety and (S)-4c substituted with a 4,4-[di(3-methylthiophen-2-yl)]phenylbut-3-en-l-yl residue at the nitrogen atom exhibited IC50 values of 0.396 mu M and 0.343 mu M at the GAT-1 protein, respectively. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.01.019

文献信息

• CHEMOKINE RECEPTOR MODULATORS AND USES THEREOF
  申请人：FLX Bio, Inc.

  公开号：US20180072743A1

  公开（公告）日：2018-03-15

  Disclosed herein, inter alia, are compounds and methods of use thereof for the modulation of chemokine receptor activity.

  披露的内容包括但不限于，用于调节趋化因子受体活性的化合物及其使用方法。
• [EN] MASP INHIBITORY COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS INHIBITEURS DE MASP ET LEURS UTILISATIONS
  申请人：BAYER AG

  公开号：WO2020225095A1

  公开（公告）日：2020-11-12

  The present invention relates to novel Mannose-binding lectin (MBL)-associated serine protease (MASP) inhibitory compounds, as well as analogues and derivatives thereof, to processes for the preparation thereof, to the use thereof alone or in combinations for treatment and/or prevention of diseases and to the use thereof for production of medicaments for treatment and/or prevention of diseases, especially for treatment and/or prevention of renal and cardiovascular disorders and of ischemia reperfusion injuries.

  本发明涉及新型甘霖结合凝集素（MBL）相关丝氨酸蛋白酶（MASP）抑制化合物，以及其类似物和衍生物，以及其制备方法，单独或组合用于治疗和/或预防疾病，以及用于生产药物治疗和/或预防疾病，特别是用于治疗和/或预防肾脏和心血管疾病以及缺血再灌注损伤。
• [EN] CYCLIC CHEMERIN-9 DERIVATIVES<br/>[FR] DÉRIVÉS DE CHÉMÉRINE-9 CYCLIQUES
  申请人：BAYER AG

  公开号：WO2022034057A1

  公开（公告）日：2022-02-17

  The present invention relates to cyclic chemerin-9 derivatives of general formula (I) as described and defined herein, methods of preparing said peptides, and the use of said compounds for the treatment or prophylaxis of diseases, in particular cancer, diabetes, obesity and inflammatory disorders.

  本发明涉及一般式（I）所述的环化学素-9衍生物，以及制备该肽肽的方法，并且利用该化合物用于治疗或预防疾病，特别是癌症、糖尿病、肥胖和炎症性疾病。
• Chemokine receptor modulators and uses thereof
  申请人：FLX Bio, Inc.

  公开号：US10246462B2

  公开（公告）日：2019-04-02

  Disclosed herein, inter alia, are compounds and methods of use thereof for the modulation of chemokine receptor activity.

  本文特别公开了用于调节趋化因子受体活性的化合物及其使用方法。
• PYRROLE DERIVATES FOR TREATING CYTOKINE MEDIATED DISEASES
  申请人：Sankyo Company Limited

  公开号：EP1377577A1

  公开（公告）日：2004-01-07