3,4-dihydro-2,2-dimethyl-2H-pyrido[3,2-b]-1,4-oxazine | 20348-26-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-dihydro-2,2-dimethyl-2H-pyrido[3,2-b]-1,4-oxazine
• 英文别名: 3,4-Dihydro-2,2-dimethyl-2H-pyrido<3,2-b>-1,4-oxazin；2,2-dimethyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine；2,2-Dimethyl-3,4-dihydro-2H-pyrido[3,2-B][1,4]oxazine；2,2-dimethyl-3,4-dihydropyrido[3,2-b][1,4]oxazine
• CAS: 20348-26-9
• 化学式: C₉H₁₂N₂O
• 分子量: 164.207
• InChiKey: DEYCWKUHWUXFCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-2,2-dimethyl-2H-pyrido[3,2-b]-1,4-oxazine 生成 2-(2,2-dimethyl-3H-pyrido[3,2-b][1,4]oxazin-4-yl)-N,N-diethylethanamine;dihydrochloride
  参考文献：
  名称：

  KURIXARA, TODZABURO

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-3-羟基吡啶 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 3,4-dihydro-2,2-dimethyl-2H-pyrido[3,2-b]-1,4-oxazine
  参考文献：
  名称：

  Clauson-Kaas,N. et al., Acta Chemica Scandinavica (1947), 1969, vol. 23, p. 2322 - 2324

  摘要：

  DOI：

文献信息

• Novel Potassium Channel Activators. II. Synthesis and Pharmacological Evaluation of 3,4-Dihydro-2H-1,4-benzoxazine Derivatives: Modification of the Aromatic Part.
  作者：Yuzo MATSUMOTO、Ryuji TSUZUKI、Akira MATSUHISA、Noriyuki MASUDA、Yoko YAMAGIWA、Isao YANAGISAWA、Tadao SHIBANUMA、Hiroyuki NOHIRA

  DOI：10.1248/cpb.47.971

  日期：——

  Three new series of analogues related to 3, 4-dihydro-2H-1, 4-benzoxazine derivative 1a were synthesized and evaluated for their potassium channel activating activity. In the first series I, where the 6, 7-positions were disubstituted, it was found that an electron-withdrawing substituent was preferable at the 6 position, bet either an electron-withdrawing or releasing substituent without bulkiness was tolerated at the 7 position. In the second series II, where several heterocycles were introduced into the 6, 7-positions, the oxadiazole derivative 6 showed more potent activity than cromakalin. In the third series III, where the benzene ring was replaced by pyridine ring, borane complex 16 had equivalent activity to cromakalim. Especially, compound 6 showed a potent hypotensive effect with a long duration of action in the spontaneous hypertensive rat and had a lesser increasing effect on intracranial pressure in dogs than 1a and levcromakalim, showing a good profile as a antihypertensive agent.

  合成了三种与3, 4-二氢-2H-1, 4-苄氧噻唑衍生物1a相关的类化合物，并评估了它们的钾通道激活活性。在第一系列I中，6、7位被二取代，发现6位最好用一个电子吸引取代基，而7位则可以容忍一个无大体积的电子吸引或释放取代基。在第二系列II中，6、7位引入了几种杂环，氧氮杂环衍生物6的活性比克罗马克林更强。在第三系列III中，将苯环替换为吡啶环，硼烷复合物16的活性与克罗马卡林相当。特别是，化合物6在自发性高血压大鼠中显示了显著的降压效果，并且对犬的颅内压力的增加效应较1a和左克罗马卡林小，表现出良好的抗高血压药物特性。
• TAKEDA, HIDEO;MUROGA, SHINJI;FUJITA, HIROKI;HISAMICHI, KANEHIKO;SUZUKI, S+, J. PHARM. SOC. JAP., 1983, 103, N 8, 835-848
  作者：TAKEDA, HIDEO、MUROGA, SHINJI、FUJITA, HIROKI、HISAMICHI, KANEHIKO、SUZUKI, S+

  DOI：——

  日期：——
• TAKEDA, HIDEO;HISAMICHI, KANEHIKO;FUJITA, HIROKI;MUROGA, SINJI;SUZUKI, SH+, J. PHARM. SOC. JAP., 1983, 103, N 5, 497-507
  作者：TAKEDA, HIDEO、HISAMICHI, KANEHIKO、FUJITA, HIROKI、MUROGA, SINJI、SUZUKI, SH+

  DOI：——

  日期：——
• TAKEDA, HIDEO;MUROGA, SHINJI;FUJITA, HIROKI;AHISAMICHI, KANEHIKO;SUZUKI, +, J. PHARM. SOC. JAP., 1983, 103, N 8, 857-866
  作者：TAKEDA, HIDEO、MUROGA, SHINJI、FUJITA, HIROKI、AHISAMICHI, KANEHIKO、SUZUKI, +

  DOI：——

  日期：——
• KURIXARA, TODZABURO
  作者：KURIXARA, TODZABURO

  DOI：——

  日期：——