6-ethoxy-2-benzoxazolinone | 13895-19-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 6-ethoxy-2-benzoxazolinone
• 英文别名: 6-ethoxy-3H-benzooxazol-2-one；6-ethoxy-3H-benzoxazol-2-one；6-Aethoxy-3H-benzoxazol-2-on；6-Ethoxybenzoxazolone；6-ethoxy-3H-1,3-benzoxazol-2-one
• CAS: 13895-19-7
• 化学式: C₉H₉NO₃
• 分子量: 179.175
• InChiKey: XLWSEBNBKPFXNO-UHFFFAOYSA-N

物化性质

• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4,6-三氯哒嗪 、 6-ethoxy-2-benzoxazolinone 、 N,N-二甲氨基氯丙烷盐酸盐 生成 [3-(3-chloro-8-ethoxy-benzo[b]pyridazino[4,3-e][1,4]oxazin-5-yl)-propyl]-dimethyl-amine
  参考文献：
  名称：

  Synthesis and pharmacological study of 5h-pyridazino[3,4-b]1,4-benzoxazines (3,4-diazaphenoxazines)

  摘要：

  DOI：

  10.1007/bf00779120
• 作为产物：
  描述：

  6-ethoxy-benzooxazole-2-sulfonic acid; potassium salt 在 盐酸 作用下， 生成 6-ethoxy-2-benzoxazolinone
  参考文献：
  名称：

  Compounds with potential antitubercular activity

  摘要：

  DOI：

  10.1007/bf00509424

文献信息

• Kietaibl, Monatshefte fur Chemie, 1898, vol. 19, p. 546
  作者：Kietaibl

  DOI：——

  日期：——
• Structure-activity relationships of benzoxazolinones with respect to auxin-induced growth and auxin-binding protein
  作者：Masako Hoshi-Sakoda、Kenji Usui、Kozo Ishizuka、Seiji Kosemura、Shosuke Yamamura、Koji Hasegawa

  DOI：10.1016/0031-9422(94)85050-x

  日期：——

  The structure-activity relationships of the naturally occurring auxin-inhibiting substance, 6-methoxy-2-benzoxazolinone, isolated from maize shoots, and its artificial analogues with respect to auxin activity and membrane-bound auxin-binding protein, were studied. 6-Isobutoxy-2-benzoxazolinone strongly inhibited auxin (1-naphthylacetic acid, NAA)-induced growth of etiolated maize coleoptile segments. 6-Isopropoxy-2-benzoxazolinone, 6-ethoxy-2-benzoxazolinone and 6-methoxy-2-benzoxazolinone showed significant inhibitory activity. However, 2-benzoxazolinone and 6-benzyloxy-2-benzoxazolinone did not inhibit auxin-induced growth. On the basis of these data, it seemed reasonable to assume that the auxin-inhibitory activity was enhanced by increasing the side chain length at position C-6 on the 2-benzoxazolinone, although the attachment of a ring at C-6 destroyed activity. Competition by benzoxazolinones with an alkoxy group at C-6 with H-3-NAA at auxin-binding protein(s) isolated from endoplasmic reticulum (ER) membrane of maize shoots showed a positive correlation with their physiological effects. However, since the inhibitory activity of the benzoxazolinones for auxin-receptor(s) binding was small compared with their physiological activity, the benzoxazolinones may contribute to inhibition of auxin-induced growth through interference with other auxin-receptors.
• Compounds with potential antitubercular activity
  作者：T. P. Sycheva、Z. A. Panhkina、I. D. Kiseleva、M. N. Shchukina

  DOI：10.1007/bf00509424

  日期：——
• Synthesis and pharmacological study of 5h-pyridazino[3,4-b]1,4-benzoxazines (3,4-diazaphenoxazines)
  作者：N. V. Savitskaya、T. V. Gortinskaya、V. G. Nyrkova、I. N. Fedorova、A. I. Polezhaeva、M. D. Mashkovskii、M. N. Shchukina、T. V. Vlasova

  DOI：10.1007/bf00779120

  日期：1977.1