5-氨基-6-氧代-2-苯基-1(6h)-嘧啶乙酸甲酯 | 873673-51-9

• 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: 5-氨基-6-氧代-2-苯基-1(6h)-嘧啶乙酸甲酯
• 英文名称: methyl 2-(5-amino-6-oxo-2-phenylpyrimidin-1(6H)-yl)acetate
• 英文别名: (5-Amino-6-oxo-2-phenyl-6H-pyrimidin-1-yl)-acetic acid methyl ester；5-amino-6-oxo-2-phenyl-1(6H)-Pyrimidineacetic acid methyl ester；methyl 2-(5-amino-6-oxo-2-phenylpyrimidin-1-yl)acetate
• CAS: 873673-51-9
• 化学式: C₁₃H₁₃N₃O₃
• 分子量: 259.265
• InChiKey: UEVDPSUMQGPOGK-UHFFFAOYSA-N

物化性质

• 沸点：
  404.9±55.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  85
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-氨基-6-氧代-2-苯基-1(6h)-嘧啶乙酸甲酯 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 5-氨基-6-氧代-2-苯基-1(6h)-嘧啶乙酸
  参考文献：
  名称：

  Syntheses of 5-Amino-2-phenyl-4(3H)-pyrimidinone Derivatives Starting with Glycine

  摘要：

  N-Cbz derivative of 5-amino-2-phenyl-4(3H)-pyrimidinone was prepared from sodium salt of methyl hydroxymethylene glycinate and benzamidine hydrochloride in good yield. However, the reaction with N-substituted benzamidine did not proceed to give the desired pyrimidinone. In contrast, the reaction of 4-ethoxymethylene-2-phenyl-5(4H)-oxazolone readily prepared from hippuric acid and N-substituted benzamidine proceeded nicely to give 5-(benzoylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid in high yield.

  DOI：

  10.3987/com-12-12432
• 作为产物：
  描述：

  6-氧代-2-苯基-5-[[(苯基甲氧基)羰基]氨基]-1(6h)-嘧啶乙酸 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 甲醇 、 乙醚 、 乙酸乙酯 为溶剂， 反应 2.0h， 生成 5-氨基-6-氧代-2-苯基-1(6h)-嘧啶乙酸甲酯
  参考文献：
  名称：

  设计和合成人类嗜中性粒细胞弹性蛋白酶的新型口服活性抑制剂。

  摘要：

  为了鉴定新的口服活性抑制剂，对1（ONO-6818）进行了进一步修饰。肽衍生物4b，4c和4n显示出比非肽衍生物3a-c更有效的抑制活性。结果，发现了一系列肽抑制剂4a-s和5a-v。在这些N-芳基衍生物中，5a-g，5i，5m和5o-v显示出口服活性。他们的口服活性与其代谢稳定性显示出良好的相关性。在仓鼠血浆中代谢极不稳定的化合物5h和5j-1没有口服活性。口服活性被认为是由至少两个因素共同决定的：口服吸收和代谢稳定性。

  DOI：

  10.1016/s0968-0896(01)00007-4

文献信息

• PYRIDONE-BASED PEPTIDOMIMETIC INHIBITORS OF INTERLEUKIN-1β-CONVERTING ENZYME (ICE)
  作者：Graeme Semple、Doreen M Ashworth、Graham R Baker、Andrzej R Batt、Andrew J Baxter、David W.M Benzies、Lucy H Elliot、D.Michael Evans、Richard J Franklin、Peter Hudson、Paul D Jenkins、Gary R Pitt、David P Rooker、Andrew Sheppard、Michael Szelke、Satoshi Yamamoto、Yasuo Isomura

  DOI：10.1016/s0960-894x(97)00220-5

  日期：1997.5

  New potent, reversible inhibitors of recombinant human Interleukin-1 beta-converting enzyme (ICE, caspase-1) with significantly reduced peptide character are described. The compounds were designed by incorporation of pyridone and pyrimidone heterocyclic replacements for the P-2-P-3 amino acids of the native substrate and were optimised by manipulation of peripheral alkyl and aryl substituents. (C) 1997 Elsevier Science Ltd.
• [EN] PHARMACEUTICAL COMPOUNDS FOR THE TREATMENT OF COMPLEMENT MEDIATED DISORDERS<br/>[FR] COMPOSÉS PHARMACEUTIQUES POUR LE TRAITEMENT DE TROUBLES MÉDIÉS PAR LE COMPLÉMENT
  申请人：[en]ALEXION PHARMACEUTICALS, INC.

  公开号：WO2024035686A1

  公开（公告）日：2024-02-15

  This disclosure provides compounds, compositions, and methods to treat medical disorders, such as complement-mediated disorders, including complement C1s-mediated disorders.
• Design and synthesis of new orally active inhibitors of human neutrophil elastase
  作者：K Ohmoto

  DOI：10.1016/s0968-0896(01)00007-4

  日期：2001.5

  To identify new orally active inhibitors, further modification of 1 (ONO-6818) was performed. Peptidic derivatives 4b, 4c and 4n showed more potent inhibitory activity than nonpeptidic derivatives 3a-c. As a result, a series of peptidic inhibitors, 4a-s and 5a-v, were discovered. Among these N-aryl derivatives 5a-g, 5i, 5m and 5o-v showed oral activity. Their oral activity showed good correlation with

  为了鉴定新的口服活性抑制剂，对1（ONO-6818）进行了进一步修饰。肽衍生物4b，4c和4n显示出比非肽衍生物3a-c更有效的抑制活性。结果，发现了一系列肽抑制剂4a-s和5a-v。在这些N-芳基衍生物中，5a-g，5i，5m和5o-v显示出口服活性。他们的口服活性与其代谢稳定性显示出良好的相关性。在仓鼠血浆中代谢极不稳定的化合物5h和5j-1没有口服活性。口服活性被认为是由至少两个因素共同决定的：口服吸收和代谢稳定性。
• Syntheses of 5-Amino-2-phenyl-4(3H)-pyrimidinone Derivatives Starting with Glycine
  作者：Daisuke Takahashi、Kunisuke Izawa、Yutaka Honda

  DOI：10.3987/com-12-12432

  日期：——

  N-Cbz derivative of 5-amino-2-phenyl-4(3H)-pyrimidinone was prepared from sodium salt of methyl hydroxymethylene glycinate and benzamidine hydrochloride in good yield. However, the reaction with N-substituted benzamidine did not proceed to give the desired pyrimidinone. In contrast, the reaction of 4-ethoxymethylene-2-phenyl-5(4H)-oxazolone readily prepared from hippuric acid and N-substituted benzamidine proceeded nicely to give 5-(benzoylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid in high yield.