3-氨基-3-(3-氟苯基)-丙酸乙酯盐酸盐 | 182199-73-1

• 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
• 中文名称: 3-氨基-3-(3-氟苯基)-丙酸乙酯盐酸盐
• 英文名称: ethyl (+/-)-3-amino-3-(3-fluorophenyl)propanoate hydrochloride
• 英文别名: Ethyl 3-amino-3-(3-fluorophenyl)propanoate hydrochloride；ethyl 3-amino-3-(3-fluorophenyl)propanoate;hydrochloride
• CAS: 182199-73-1
• 化学式: C₁₁H₁₄FNO₂*ClH
• 分子量: 247.697
• InChiKey: HLCMGZVJVPHOGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  52.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-氨基-3-(3-氟苯基)-丙酸乙酯盐酸盐 在 水 、 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 生成 (RS)-3-(3-fluorophenyl)-3-(5-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)pentanamido)propanoic acid
  参考文献：
  名称：

  Structure Activity Relationships of α_v Integrin Antagonists for Pulmonary Fibrosis by Variation in Aryl Substituents

  摘要：

  Antagonism of alpha(v)beta(6) is emerging as a potential treatment of idiopathic pulmonary fibrosis based on strong target validation. Starting from an alpha(v)beta(3) antagonist lead and through simple variation in the nature and position of the aryl substituent, the discovery of compounds with improved alpha(v)beta(6) activity is described. The compounds also have physicochemical properties commensurate with oral bioavailability and are high quality starting points for a drug discovery program. Compounds 33S and 43E1 are pan av antagonists having ca. 100 nM potency against alpha(v)beta(3), alpha(v)beta(5), alpha(v)beta(6), and av beta 8 in cell adhesion assays. Detailed structure activity relationships with these integrins are described which also reveal substituents providing partial selectivity (defined as at least a 0.7 log difference in pIC(50) values between the integrins in question) for alpha(v)beta(3) and alpha(v)beta(5).

  DOI：

  10.1021/ml5002079
• 作为产物：
  描述：

  3-氟苯甲醛 在 氯化亚砜 、 ammonium acetate 作用下， 以 异丙醇 为溶剂， 生成 3-氨基-3-(3-氟苯基)-丙酸乙酯盐酸盐
  参考文献：
  名称：

  Structure Activity Relationships of α_v Integrin Antagonists for Pulmonary Fibrosis by Variation in Aryl Substituents

  摘要：

  Antagonism of alpha(v)beta(6) is emerging as a potential treatment of idiopathic pulmonary fibrosis based on strong target validation. Starting from an alpha(v)beta(3) antagonist lead and through simple variation in the nature and position of the aryl substituent, the discovery of compounds with improved alpha(v)beta(6) activity is described. The compounds also have physicochemical properties commensurate with oral bioavailability and are high quality starting points for a drug discovery program. Compounds 33S and 43E1 are pan av antagonists having ca. 100 nM potency against alpha(v)beta(3), alpha(v)beta(5), alpha(v)beta(6), and av beta 8 in cell adhesion assays. Detailed structure activity relationships with these integrins are described which also reveal substituents providing partial selectivity (defined as at least a 0.7 log difference in pIC(50) values between the integrins in question) for alpha(v)beta(3) and alpha(v)beta(5).

  DOI：

  10.1021/ml5002079

文献信息

• An efficient new enzymatic method for the preparation of β-aryl-β-amino acid enantiomers
  作者：Gábor Tasnádi、Enikő Forró、Ferenc Fülöp

  DOI：10.1016/j.tetasy.2008.08.009

  日期：2008.9

  An efficient synthesis of β-aryl-β-amino acid enantiomers has been developed via the lipase-catalysed enantioselective hydrolysis of the corresponding racemic ethyl esters in an organic solvent. High enantioselectivities (E >100) were observed when the lipase PS-catalysed reactions were performed with H2O (0.5 equiv) in diisopropyl ether at 45 °C. The products could be easily separated and were obtained

  通过在有机溶剂中通过脂肪酶催化的相应外消旋乙酯的对映选择性水解，已经开发了β-芳基-β-氨基酸对映体的有效合成。当脂肪酶PS催化的H 2 O（0.5当量）在二异丙醚中于45°C进行时，观察到高对映选择性（E > 100）。产物易于分离，收率⩾40％。
• EP1621529
  申请人：——

  公开号：——

  公开（公告）日：——
• FIBRINOGEN RECEPTOR ANTAGONISTS
  申请人：MERCK & CO., INC.

  公开号：EP0810994A1

  公开（公告）日：1997-12-10
• EP0810994A4
  申请人：——

  公开号：EP0810994A4

  公开（公告）日：1998-05-06
• EP0866705A4
  申请人：——

  公开号：EP0866705A4

  公开（公告）日：1999-03-03