[3-acetamido-4-(2-hydroxyphenethyl)-2-oxo-1,2-dihydro-1-pyridyl]acetic acid | 195204-27-4

• 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: [3-acetamido-4-(2-hydroxyphenethyl)-2-oxo-1,2-dihydro-1-pyridyl]acetic acid
• 英文别名: 2-[3-Acetamido-4-(2-hydroxy-2-phenylethyl)-2-oxopyridin-1-yl]acetic acid
• CAS: 195204-27-4
• 化学式: C₁₇H₁₈N₂O₅
• 分子量: 330.34
• InChiKey: RDCGZWHBEMFTRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  107
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [3-acetamido-4-(2-hydroxyphenethyl)-2-oxo-1,2-dihydro-1-pyridyl]acetic acid 在 palladium on activated charcoal N-甲基吗啉 、 盐酸 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 水 、 乙腈 为溶剂， 生成 2-(3-Acetylamino-2-oxo-4-phenethyl-2H-pyridin-1-yl)-N-((S)-1-carbamimidoyl-2-hydroxy-piperidin-3-yl)-acetamide
  参考文献：
  名称：

  Investigation of the S3 site of thrombin: Design, synthesis and biological activity of 4-substituted 3-amino-2-pyridones incorporating P1-argininals

  摘要：

  A novel scaffold for P-4-P-2 dipeptide mimics containing a rigid pyridone spacer was designed based on a virtual library strategy. Several selected nonpeptidic 4-aralkyl or 4-alkylpyridones incorporating a P-1- argininal sequence were prepared. The modeling studies, synthesis and biological activities of these unique pyridone derivatives are reported herein. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00102-x
• 作为产物：
  描述：

  [3-Acetylamino-2-oxo-4-(2-phenyl-2-trimethylsilanyloxy-ethyl)-2H-pyridin-1-yl]-acetic acid ethyl ester 在 lithium hydroxide 作用下， 生成 [3-acetamido-4-(2-hydroxyphenethyl)-2-oxo-1,2-dihydro-1-pyridyl]acetic acid
  参考文献：
  名称：

  Investigation of the S3 site of thrombin: Design, synthesis and biological activity of 4-substituted 3-amino-2-pyridones incorporating P1-argininals

  摘要：

  A novel scaffold for P-4-P-2 dipeptide mimics containing a rigid pyridone spacer was designed based on a virtual library strategy. Several selected nonpeptidic 4-aralkyl or 4-alkylpyridones incorporating a P-1- argininal sequence were prepared. The modeling studies, synthesis and biological activities of these unique pyridone derivatives are reported herein. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00102-x

文献信息

• Aromatic heterocyclic derivatives as enzyme inhibitors
  申请人：Corvas International, Inc.

  公开号：US06342504B1

  公开（公告）日：2002-01-29

  The present invention discloses peptide aldehydes which are potent and specific inhibitors of thrombin, their pharmaceutically acceptable salts, pharmaceutically acceptable compositions thereof, and methods of using them as therapeutic agents for disease states in mammals characterized by abnormal thrombosis.

  本发明公开了肽醛，它们是凝血酶的强效和特异性抑制剂，其药用可接受的盐，药用可接受的组合物以及使用它们作为治疗哺乳动物病态血栓形成的方法。
• Investigation of the S3 site of thrombin: Design, synthesis and biological activity of 4-substituted 3-amino-2-pyridones incorporating P1-argininals
  作者：John E. Reiner、Margeurita S. Lim-Wilby、Terence K. Brunck、Theresa Ha-Uong、Erick A. Goldman、Matthew A. Abelman、Ruth F. Nutt、J.Edward Semple、Susan Y. Tamura

  DOI：10.1016/s0960-894x(99)00102-x

  日期：1999.3

  A novel scaffold for P-4-P-2 dipeptide mimics containing a rigid pyridone spacer was designed based on a virtual library strategy. Several selected nonpeptidic 4-aralkyl or 4-alkylpyridones incorporating a P-1- argininal sequence were prepared. The modeling studies, synthesis and biological activities of these unique pyridone derivatives are reported herein. (C) 1999 Elsevier Science Ltd. All rights reserved.