(2S)-1-(ethylamino)propan-2-ol | 720662-57-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2S)-1-(ethylamino)propan-2-ol
• 英文别名: (S)-1-(ethylamino)propan-2-ol
• CAS: 720662-57-7
• 化学式: C₅H₁₃NO
• mdl: MFCD24567169
• 分子量: 103.164
• InChiKey: UCYJVNBJCIZMTJ-YFKPBYRVSA-N

物化性质

• 沸点：
  170.4±13.0 °C(Predicted)
• 密度：
  0.875±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 储存条件：
  存储条件：2-8°C，避光干燥。

反应信息

• 作为反应物：
  描述：

  (2S)-1-(ethylamino)propan-2-ol 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙基苯 、 水 、 甲苯 为溶剂， 反应 1.0h， 生成 methyl 2-((6S)-4-ethyl-6-methyl-2-oxomorpholin-3-yl)acetate
  参考文献：
  名称：

  2-(2-Oxo-morpholin-3-yl)-acetamide Derivatives as Broad-Spectrum Antifungal Agents

  摘要：

  From a fungicidal screen, we identified 2-(2-oxo-morpholin-3-yl)-acetamide derivatives as fungicidal agents against Candida species, additionally characterized by antifungal activity against Aspergillus species. However, development of this series was hampered by low plasmatic stability. Introduction of a gem-dimethyl on the 6-position of the morpholin-2-one core led to considerable improvement in plasmatic stability while maintaining in vitro antifungal activity. Further optimization of the series resulted in the discovery of N-(biphenyl-3-ylmethyl)-2-(4-ethyl-6,6-dimethyl-2-oxomorpholin-3-yl)acetamide (87), which, in addition to fungicidal activity against Candida species, shows promising and broad antifungal in vitro activity against various fungi species, such as molds and dermatophytes. In vivo efficacy was also demonstrated in a murine model of systemic Candida albicans infection with a significant fungal load reduction in kidneys.

  DOI：

  10.1021/jm501814x
• 作为产物：
  描述：

  S-1-氨基-2-丙醇 、 乙醛 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 1.75h， 以40%的产率得到(2S)-1-(ethylamino)propan-2-ol
  参考文献：
  名称：

  ANTIFUNGAL COMPOUNDS

  摘要：

  本发明涉及一系列已被证明具有抗真菌活性的新化合物。因此，该发明涉及新化合物、其制备方法、包含它们的药物组合物以及用作药物，尤其是抗真菌药物的化合物。

  公开号：

  US20120252801A1

文献信息

• [EN] ANTIFUNGAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIFONGIQUES
  申请人：UNIV LEUVEN KATH

  公开号：WO2011072345A1

  公开（公告）日：2011-06-23

  The present invention relates to a series of novel compounds which have been shown to possess antifungal activity. The invention therefore relates to the new compounds, methods for their preparation, pharmaceutical compositions comprising them and to the compounds for use as a medicament, more in particular antifungal medicament.

  本发明涉及一系列已被证明具有抗真菌活性的新化合物。因此，该发明涉及新化合物、其制备方法、包含它们的药物组合物以及用作药物，尤其是抗真菌药物的化合物。
• [EN] MRGPRX2 ANTAGONISTS FOR THE TREATMENT OF INFLAMMATORY DISORDERS<br/>[FR] ANTAGONISTES DE MRGPRX2 POUR LE TRAITEMENT DE TROUBLES INFLAMMATOIRES
  申请人：DERMIRA INC

  公开号：WO2021092240A1

  公开（公告）日：2021-05-14

  The present disclosure is directed to use of MrgprX2 antagonists in the treatment of inflammatory disorders, e.g., inflammatory disorders of the skin. This invention is also directed to pharmaceutical compositions comprising a MrgprX2 antagonist and a pharmaceutically or orally acceptable carrier for administration.

  本公开涉及在治疗炎症性疾病，例如皮肤炎症性疾病中使用MrgprX2拮抗剂。该发明还涉及包含MrgprX2拮抗剂和药学上或口服可接受的载体用于给药的药物组合物。
• [EN] MrgprX2 ANTAGONISTS AND USES THEREOF<br/>[FR] ANTAGONISTS DE MRGPRX2 ET LEURS UTILISATIONS
  申请人：DERMIRA INC

  公开号：WO2021092264A1

  公开（公告）日：2021-05-14

  The present disclosure is directed to use of MrgprX2 antagonists in the treatment of inflammatory disorders, e.g., inflammatory disorders of the skin. This invention is also directed to pharmaceutical compositions comprising a MrgprX2 antagonist and a pharmaceutically acceptable carrier for topical or oral administration.

  本公开涉及在治疗炎症性疾病，例如皮肤炎症性疾病中使用MrgprX2拮抗剂。该发明还涉及包含MrgprX2拮抗剂和药学上可接受的载体的药物组合物，用于局部或口服给药。
• ANTIFUNGAL COMPOUNDS
  申请人：Bardiot Dorothée

  公开号：US20120252801A1

  公开（公告）日：2012-10-04

  The present invention relates to a series of novel compounds which have been shown to possess antifungal activity. The invention therefore relates to the new compounds, methods for their preparation, pharmaceutical compositions comprising them and to the compounds for use as a medicament, more in particular antifungal medicament.

  本发明涉及一系列已被证明具有抗真菌活性的新化合物。因此，该发明涉及新化合物、其制备方法、包含它们的药物组合物以及用作药物，尤其是抗真菌药物的化合物。
• 2-(2-Oxo-morpholin-3-yl)-acetamide Derivatives as Broad-Spectrum Antifungal Agents
  作者：Dorothée Bardiot、Karin Thevissen、Katrijn De Brucker、Annelies Peeters、Paul Cos、Carlos P. Taborda、Michael McNaughton、Louis Maes、Patrick Chaltin、Bruno P. A. Cammue、Arnaud Marchand

  DOI：10.1021/jm501814x

  日期：2015.2.12

  From a fungicidal screen, we identified 2-(2-oxo-morpholin-3-yl)-acetamide derivatives as fungicidal agents against Candida species, additionally characterized by antifungal activity against Aspergillus species. However, development of this series was hampered by low plasmatic stability. Introduction of a gem-dimethyl on the 6-position of the morpholin-2-one core led to considerable improvement in plasmatic stability while maintaining in vitro antifungal activity. Further optimization of the series resulted in the discovery of N-(biphenyl-3-ylmethyl)-2-(4-ethyl-6,6-dimethyl-2-oxomorpholin-3-yl)acetamide (87), which, in addition to fungicidal activity against Candida species, shows promising and broad antifungal in vitro activity against various fungi species, such as molds and dermatophytes. In vivo efficacy was also demonstrated in a murine model of systemic Candida albicans infection with a significant fungal load reduction in kidneys.