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：——
• PYRIMIDINEDIAMINE KINASE INHIBITORS
  申请人：Singh Rajinder

  公开号：US20100179134A1

  公开（公告）日：2010-07-15

  The present invention provides pyrimidinediamine compounds useful for inhibiting kinase activity, including the activity of polo-like kinase 1 (PLK1). Also provided are pharmaceutical compositions comprising these compounds and methods of treating diseases associated with kinase activity, in particular enhanced PLK1 catalytic activity, such as diseases associated with abnormal cell proliferation, including neoplastic disorders.