4-hydroxymethylene-2-phenyl-2-oxazolin-5-one | 1049019-27-3

• 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: 4-hydroxymethylene-2-phenyl-2-oxazolin-5-one
• 英文别名: 4-hydroxymethylene-5(4H)-oxazolone；4-hydroxymethylidene-2-phenyl-4,5-dihydrooxazol-5-one；(4Z)-4-(hydroxymethylidene)-2-phenyl-1,3-oxazol-5-one
• CAS: 1049019-27-3
• 化学式: C₁₀H₇NO₃
• 分子量: 189.17
• InChiKey: AZPVACKYOJNWGE-VURMDHGXSA-N

物化性质

• 沸点：
  281.0±50.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.89
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-hydroxymethylene-2-phenyl-2-oxazolin-5-one 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成 马尿酸
  参考文献：
  名称：

  Singh, Ram S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1998, vol. 37, # 12, p. 1296 - 1299

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基(2Z)-2-(苯甲酰基氨基)-3-(二甲基氨基)丙烯酸酯 在 potassium carbonate 、 三氯氧磷 作用下， 以 吡啶 为溶剂， 反应 0.5h， 生成 4-hydroxymethylene-2-phenyl-2-oxazolin-5-one
  参考文献：
  名称：

  Singh, Kumar K.; Singh, Ram S.; Singh, Radhey M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1998, vol. 37, # 2, p. 120 - 126

  摘要：

  DOI：

文献信息

• Synthesis and reactions of new 2-substituted 5-phenyl-6-oxa-4-azaspiro[2,4]-hepten-7-one derivatives
  作者：Lukas Wick、Christoph Tamm、Markus Neuburger、Margareta Zehnder

  DOI：10.1016/0040-4020(95)00611-b

  日期：1995.9

  Synthesis, reactions and relative configurations of new 2-halogen-, 2-acetyl- and 2-pivaloyl-substitutcd 5-phenyl-6-oxa-4-azaspiro[2,4]hepten-7-one derivatives 1a-h as potential precursors of 1 -aminocyclopropanecarboxylic acids are described

  合成，反应和相对构型新2-卤素- ，2-乙酰基-和2-新戊酰经取代-5-苯基-6-氧杂-4-氮杂螺[2,4]庚烯-7-酮衍生物1A-H作为潜在描述了1-氨基环丙烷羧酸的前体
• INHIBITORS OF INTERLEUKIN-1 BETA CONVERTING ENZYME
  申请人：Bemis Guy W.

  公开号：US20120238749A1

  公开（公告）日：2012-09-20

  The present invention relates to novel classes of compounds which are inhibitors of interleukin-1β converting enzyme. The ICE inhibitors of this invention are characterized by specific structural and physicochemical features. This invention also relates to pharmaceutical compositions comprising these compounds. The compounds and pharmaceutical compositions of this invention are particularly well suited for inhibiting ICE activity and consequently, may be advantageously used as agents against interleukin-1 mediated diseases, including inflammatory diseases, autoimmune diseases and neurodegenerative diseases. This invention also relates to methods for inhibiting ICE activity and methods for treating interleukin-1 mediated diseases using the compounds and compositions of this invention.

  本发明涉及一类新型化合物，其为白细胞介素-1β转化酶抑制剂。本发明的ICE抑制剂具有特定的结构和物理化学特征。本发明还涉及包含这些化合物的药物组合物。本发明的化合物和药物组合物特别适用于抑制ICE活性，因此可以优势地用作对抗白细胞介素-1介导的疾病，包括炎症性疾病、自身免疫性疾病和神经退行性疾病的药物。本发明还涉及使用本发明的化合物和组合物抑制ICE活性的方法和治疗白细胞介素-1介导的疾病的方法。
• Čuček; Verček, Synlett, 1999, # 1, p. 120 - 122
  作者：Čuček、Verček

  DOI：——

  日期：——
• Enantioselective synthesis of epimeric cis-3-carboxycyclopentylglycines
  作者：Francesco Caputo、Francesca Clerici、Maria Luisa Gelmi、Sara Pellegrino、Tullio Pilati

  DOI：10.1016/j.tetasy.2005.11.011

  日期：2006.1

  Two epimeric chiral cyclopentylglycines (-)-16 and (+)-17, functionalised with a carboxy group cis to the amino acid group, were prepared starting from chiral 2-amino-3-oxo-norbornanecarboxylic acid derivative exo-9 by combining two classical reactions such as the Diels-Alder and retro-Claisen reactions. Compounds 16 and 17 are non-proteinogenic amino acids of biological interest containing conformational constraints in which the skeletons of both 2-aminoadipic acid and 2-aminopimelic acid are included. (c) 2005 Elsevier Ltd. All rights reserved.
• Asymmetric Synthesis of 2-Amino-3-hydroxynorbornene-2-carboxylic Acid Derivatives
  作者：Giorgio Abbiati、Francesca Clerici、Maria Luisa Gelmi、Andrea Gambini、Tullio Pilati

  DOI：10.1021/jo010374q

  日期：2001.9.1

  The enantioselective synthesis of 2-amino-3-hydroxynorbornene-2-carboxylic acid derivatives (5) was studied using the Diels-Alder reaction between cyclopentadiene and different dienophiles, i.e., alkyl 5-oxo-2-phenyloxazol-4-methylenecarbonates (1) or 2-benzoylamino-3-alkoxycarbonyloxy-acrylates. (12), operating with different Lewis acids and both with thermal and with ultrasound conditions. The enantioselective synthesis of the exo/endo compounds 5c,d and 5 'c,d was achieved starting from the chiral menthyl acrylates 12b,c using Mg(ClO4)(2) as the catalyst and ultrasound. The cycloadducts were obtained in very good yield, in mild conditions, in short time, and in good diastereomeric excess (exo, 80%; endo, 87%). Finally, the use of alkylidene-oxazolones or acrylates and EtAlCl2 or Mg(ClO4)(2) as the catalyst allowed control of the cycloaddition reaction in favor of the exo or endo products.