6,7-dimethoxy-2-benzoxazolinone | 29550-09-2

• 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: 6,7-dimethoxy-2-benzoxazolinone
• 英文别名: 2-Hydroxy-6,7-dimethoxybenzoxazole；6,7-dimethoxy-3H-1,3-benzoxazol-2-one
• CAS: 29550-09-2
• 化学式: C₉H₉NO₄
• 分子量: 195.175
• InChiKey: FODHHOASVRMOPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 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：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,7-dimethoxy-2-benzoxazolinone 在 磺酰氯 作用下， 以 苯 为溶剂， 反应 0.17h， 以86%的产率得到4-chloro-6,7-dimethoxybenzoxazolin-2-one
  参考文献：
  名称：

  Isolation and Characterization of 4-Chloro-6,7-dimethoxybenzoxazolin-2-one, A New Auxin-inhibiting Benzoxazolinone fromZea mays

  摘要：

  从光照生长的玉米嫩枝中分离出一种新的抑制辅素的物质。通过光谱方法确定了其结构，并合成了 4-氯-6,7-二甲氧基苯并恶唑啉-2-酮。

  DOI：

  10.1246/cl.1995.1053
• 作为产物：
  描述：

  2,3-dimethoxy-6-nitrophenol 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 6,7-dimethoxy-2-benzoxazolinone
  参考文献：
  名称：

  用1,1-羰基二咪唑方便地制备2-苯并恶唑啉酮

  摘要：

  描述了由2-氨基苯酚与1，1-羰基二咪唑方便且通用的制备2-苯并恶唑啉酮的方法。包括讨论了利用该程序大大改进了生殖刺激剂6-甲氧基-2-苯并恶唑啉酮（6-MBOA）的合成。

  DOI：

  10.1002/jhet.5570190660

文献信息

• NACHMAN, R. J., J. HETEROCYCL. CHEM., 1982, 19, N 6, 1545-1547
  作者：NACHMAN, R. J.

  DOI：——

  日期：——
• USE OF BENZOXAZINOIDS-CONTAINING CEREAL GRAIN PRODUCTS FOR HEALTH-IMPROVING PURPOSES
  申请人：Fomsgaard Inge Sindbjerg

  公开号：US20110020480A1

  公开（公告）日：2011-01-27

  The invention relates to the use of benzoxazinoids-containing grains of cereals for the production of food and beverage products with health-improving effects. Especially the invention relates to the use of benzoxazinoids-containing grains of cereals for the production of bread baked on rye grains, wheat, spelt, rye and/or spelt sprouts for health-improving purposes. The health-improving effects according to the invention are obtained through the CNS stimulating effects of said benzoxazinoid-containing food and beverage products. These effects are appetite suppression, enhancement of mood, improved sexual function, relieve of fibromyalgia and sleep apnea disorders. Other CNS-related disorders are included as well. The health-improving effects of the invented food products containing benzoxazinoids also include anti-cancer activity, anti-inflammatory effects, analgesic effects and antibacterial effects. The total content of benzoxazinoids was maintained in the bread through the baking process and it can be calculated that the daily amount of rye bread needed to obtain a CNS-stimulating effect is about 1.5-240 g.
• Convenient preparation of 2-benzoxazolinones with 1,1-carbonyldiimidazole
  作者：Ronald J. Nachman

  DOI：10.1002/jhet.5570190660

  日期：1982.11

  A convenient and general preparation of 2-benzoxazolinones from 2-aminophenols with 1,1-carbonyldiimidazole is described. Included is a discussion of a much improved synthesis of the reproductive-stimulant 6-methoxy-2-benzoxazolinone (6-MBOA) that utilizes this procedure.

  描述了由2-氨基苯酚与1，1-羰基二咪唑方便且通用的制备2-苯并恶唑啉酮的方法。包括讨论了利用该程序大大改进了生殖刺激剂6-甲氧基-2-苯并恶唑啉酮（6-MBOA）的合成。
• Isolation and Characterization of 4-Chloro-6,7-dimethoxybenzoxazolin-2-one, A New Auxin-inhibiting Benzoxazolinone from<i>Zea mays</i>
  作者：Seiji Kosemura、Hideyuki Emori、Shosuke Yamamura、Toyoaki Anai、Hiroko Aizawa、Nobuyuki Ohtake、Koji Hasegawa

  DOI：10.1246/cl.1995.1053

  日期：1995.11

  A new auxin-inhibiting substance was isolated from light-grown maize shoots. The structural determination was performed by spectroscopic methods and synthesis of 4-chloro-6,7-dimethoxybenzoxazolin-2-one.

  从光照生长的玉米嫩枝中分离出一种新的抑制辅素的物质。通过光谱方法确定了其结构，并合成了 4-氯-6,7-二甲氧基苯并恶唑啉-2-酮。