(S)-2-Amino-1,3-diphenyl-propan-1-one | 210711-01-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (S)-2-Amino-1,3-diphenyl-propan-1-one
• 英文别名: 1-Propanone, 2-amino-1,3-diphenyl-, (2S)-；(2S)-2-amino-1,3-diphenylpropan-1-one
• CAS: 210711-01-6
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: FLVSDXZOBZUNOB-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-Amino-1,3-diphenyl-propan-1-one 在 N-甲基吗啉 、 O-(叔丁基二甲基硅烷)羟胺 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2R,3S)-2-Allyl-N⁴-((S)-1-benzyl-2-oxo-2-phenyl-ethyl)-N¹-hydroxy-3-isobutyl-succinamide
  参考文献：
  名称：

  Aryl ketones as novel replacements for the C-terminal amide bond of succinyl hydroxamate MMP inhibitors

  摘要：

  A series of succinyl hydroxamate MMP inhibitors were prepared incorporating an aryl amino ketone moiety in place of the more typical C-terminal amino acid amides. Compounds of the C-terminal ketone series displayed potent inhibition of MMPs. Several compounds of the series were shown to be orally bioavailable. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00597-6

文献信息

• Pyrrolopyridine-2-carboxylic acid amide inhibitors of glycogen phosphorylase
  申请人：Bradley Edward Stuart

  公开号：US20050261272A1

  公开（公告）日：2005-11-24

  Compounds represented by Formula (I): or pharmaceutically acceptable salts thereof, are inhibitors of glycogen phosphorylase and are useful in the prophylactic or therapeutic treatment of diabetes, hyperglycemia, hypercholesterolemia, hyperinsulinemia, hyperlipidemia, hypertension, atherosclerosis or tissue ischemia e.g. myocardial ischemia, and as cardioprotectants.

  化学式（I）所代表的化合物或其药学上可接受的盐，是糖原磷酸化酶的抑制剂，可用于预防或治疗糖尿病、高血糖、高胆固醇血症、高胰岛素血症、高血脂症、高血压、动脉粥样硬化或组织缺血，例如心肌缺血，并作为心脏保护剂。
• PYRROLOPYRIDINE-2-CARBOXYLIC ACID AMIDE INHIBITORS OF GLYCOGEN PHOSPHORYLASE
  申请人：Bradley Edward Stuart

  公开号：US20070244090A9

  公开（公告）日：2007-10-18

  Compounds represented by Formula (I): or pharmaceutically acceptable salts thereof, are inhibitors of glycogen phosphorylase and are useful in the prophylactic or therapeutic treatment of diabetes, hyperglycemia, hypercholesterolemia, hyperinsulinemia, hyperlipidemia, hypertension, atherosclerosis or tissue ischemia e.g. myocardial ischemia, and as cardioprotectants.

  式(I)所代表的化合物或其药学上可接受的盐，是糖原磷酸化酶的抑制剂，可用于预防或治疗糖尿病、高血糖、高胆固醇血症、高胰岛素血症、高脂血症、高血压、动脉粥样硬化或组织缺血，例如心肌缺血，并可作为心脏保护剂。
• Application of “Hydrogen Bonding Interaction” in New Drug Development: Design, Synthesis, Antiviral Activity, and SARs of Thiourea Derivatives
  作者：Aidang Lu、Ziwen Wang、Zhenghong Zhou、Jianxin Chen、Qingmin Wang

  DOI：10.1021/jf505355r

  日期：2015.2.11

  A series of simple thiourea derivatives were designed based on the structure of natural product harmine and lead compound and synthesized from amines in one step. The antiviral activity of these thiourea derivatives was evaluated. Most of them exhibited significantly higher anti-TMV activity than commercial plant virucides ribavirin, harmine, and lead compound. The hydrogen bond was found to be important but not the more the better. The optimal compound (R,R)-20 showed the best anti-TMV activity in vitro and in vivo (in vitro activity, 75%/500 mu g/mL and 39%/100 mu g/mL; inactivation activity, 71%/500 mu g/mL and 35%/100 mu g/mL; curative activity, 73%/500 mu g/mL and 37%/100 mu g/mL; protection activity, 69%/500 mu g/mL and 33%/100 mu g/mL), which is significantly higher than that of Ningnanmycin. The systematic study provides strong evidence that these simple thiourea derivatives could become potential TMV inhibitors.
• PYRROLOPYRIDINE-2-CARBOXYLIC ACID AMIDE INHIBITORS OF GLYCOGEN PHOSHORYLASE
  申请人：Prosidion Limited

  公开号：EP1636224B1

  公开（公告）日：2010-07-14
• US7405210B2
  申请人：——

  公开号：US7405210B2

  公开（公告）日：2008-07-29