5-<3,4-(methylenedioxy)phenyl>hydantoin | 116435-49-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 5-<3,4-(methylenedioxy)phenyl>hydantoin
• 英文别名: 5-benzo[1,3]dioxol-5-yl-imidazolidine-2,4-dione；5-Benzo[1,3]dioxol-5-yl-imidazolidin-2,4-dion；5-(1,3-Benzodioxol-5-yl)imidazolidine-2,4-dione
• CAS: 116435-49-5
• 化学式: C₁₀H₈N₂O₄
• 分子量: 220.185
• InChiKey: DAGWRBLKOLCVPF-UHFFFAOYSA-N

物化性质

• 密度：
  1.476±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-<3,4-(methylenedioxy)phenyl>hydantoin 在 barium dihydroxide 、 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 30.0h， 生成 (6R,7R)-3-Acetoxymethyl-7-(2-benzo[1,3]dioxol-5-yl-2-hydroxy-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Orally active cephalosporins and penicillins

  摘要：

  A number of orally active cephalosporins and penicillins with interesting biological activity were synthesized. Two of these, 7-[[[3,4-(methylenedioxy)phenyl]glycyl]amino]deacetoxycephalosporanic acid and 7-[[2-(2,3-dihydro-5-benzofuranyl)glycyl]amino]deacetoxycephalosporanic acid were considerably more active than cephalexin both in vitro and in vivo against staphylococcal and streptococcal infections.

  DOI：

  10.1021/jm00178a011
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 potassium cyanide 、 乙醇 、 碳酸氢铵 作用下， 生成 5-<3,4-(methylenedioxy)phenyl>hydantoin
  参考文献：
  名称：

  Romo, Ciencia, 1943, vol. 4, p. 216

  摘要：

  DOI：

文献信息

• Ruthenium catalyzed hydroaminoalkylation of isoprene via transfer hydrogenation: byproduct-free prenylation of hydantoins
  作者：Daniel C. Schmitt、Jungyong Lee、Anne-Marie R. Dechert-Schmitt、Eiji Yamaguchi、Michael J. Krische

  DOI：10.1039/c3cc43463j

  日期：——

  The ruthenium catalyst derived from Ru3(CO)12 and triphos [Ph2P(CH2CH2PPh2)2] promotes the direct C–C coupling of isoprene with aryl substituted hydantoins 1a–1f at the diene C4-position to furnish products of n-prenylation 2a–2f. A mechanism involving hydantoin dehydrogenation followed by diene-imine oxidative coupling to furnish a transient aza-ruthencyclopentene is proposed.

  由 Ru3(CO)12 和三磷 [Ph2P(CH2CH2PPh2)2] 衍生的钌催化剂促进异戊二烯与芳基取代的乙内酰脲 1a-1f 在二烯 C4 位上直接 C-C 偶联，得到正异戊二烯化产物 2a- 2f.提出了一种涉及乙内酰脲脱氢然后二烯-亚胺氧化偶联以提供瞬态氮杂-钌环戊烯的机制。
• Identification of Carbonyl Compounds through Conversion into Hydantoins¹
  作者：Henry R. Henze、Robert J. Speer

  DOI：10.1021/ja01255a014

  日期：1942.3
• Orally active cephalosporins and penicillins
  作者：E. H. W. Boehme、R. E. Bambury、R. J. Baumann、R. C. Erickson、B. L. Harrison、P. F. Hoffman、F. J. McCarty、R. A. Schnettler、M. J. Vaal、D. L. Wenstrup

  DOI：10.1021/jm00178a011

  日期：1980.4

  A number of orally active cephalosporins and penicillins with interesting biological activity were synthesized. Two of these, 7-[[[3,4-(methylenedioxy)phenyl]glycyl]amino]deacetoxycephalosporanic acid and 7-[[2-(2,3-dihydro-5-benzofuranyl)glycyl]amino]deacetoxycephalosporanic acid were considerably more active than cephalexin both in vitro and in vivo against staphylococcal and streptococcal infections.
• Romo, Ciencia, 1943, vol. 4, p. 216
  作者：Romo

  DOI：——

  日期：——