trans-9-methoxy-2,3,4a,5,6,10b-hexahydro-4H-naphth<1,2-b><1,4>oxazine hydrochloride | 92422-07-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: trans-9-methoxy-2,3,4a,5,6,10b-hexahydro-4H-naphth<1,2-b><1,4>oxazine hydrochloride
• 英文别名: trans-9-methoxy-2,3,4a,5,6,10b-hexahydro-4H-naphth<1,2b><1,4>oxazine；trans-9-methoxy-2,3,4a,5,6,10b-hexahydro-4H-naphth[1,2b][1,4]oxazine；(+)-3,4,4a,5,6,10b-Hexahydro-9-methoxy-2H-naphtho[1,2-b][1,4]oxazin, HCl；(4aS,10bS)-9-methoxy-3,4,4a,5,6,10b-hexahydro-2H-benzo[h][1,4]benzoxazine;hydrochloride
• CAS: 92422-07-6
• 化学式: C₁₃H₁₇NO₂*ClH
• 分子量: 255.744
• InChiKey: WICOLYXLUGQKHB-QNTKWALQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  30.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trans-9-methoxy-2,3,4a,5,6,10b-hexahydro-4H-naphth<1,2-b><1,4>oxazine hydrochloride 在 吡啶盐酸盐 作用下， 生成 trans-9-hydroxy-2,3,4a,5,6,10b-hexahydro-4H-naphth[1,2b][1,4]oxazine
  参考文献：
  名称：

  Synthesis of 4-substituted 2H-naphth[1,2-b]-1,4-oxazines, a new class of dopamine agonists

  摘要：

  A series of tricyclic oxazines, namely, the 4-substituted 2H-naphth[1,2-b]-1,4-oxazines, have been synthesized and assayed for dopamine agonist activity. One of the members of this series, compound (+)VII-15, was found to be a remarkably potent agonist in vivo when tested in the standard 6-hydroxydopamine lesioned rat assay. The absolute configuration of the compound corresponds to that found in the active isomer of apomorphine. Its activity at the alpha 2 receptor (vs. [3H]clonidine) is relatively low. It also failed to stimulate the synthesis of cAMP in the carp retina assay, thus giving the compound a highly selective profile in favor of the D2 receptor.

  DOI：

  10.1021/jm00378a014
• 作为产物：
  描述：

  trans-2-chloroacetamido-7-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol 在 盐酸 、 sodium hydroxide 、 lithium aluminium tetrahydride 作用下， 以 水 、 异丙醇 为溶剂， 反应 5.0h， 生成 trans-9-methoxy-2,3,4a,5,6,10b-hexahydro-4H-naphth<1,2-b><1,4>oxazine hydrochloride
  参考文献：
  名称：

  Dykstra; Hazelhoff; Mulder, European Journal of Medicinal Chemistry, 1985, vol. 20, # 3, p. 247 - 250

  摘要：

  DOI：

文献信息

• Synthesis of 4-substituted 2H-naphth[1,2-b]-1,4-oxazines, a new class of dopamine agonists
  作者：James H. Jones、Paul S. Anderson、John J. Baldwin、Bradley V. Clineschmidt、David E. McClure、George F. Lundell、William C. Randall、Gregory E. Martin、Michael Williams

  DOI：10.1021/jm00378a014

  日期：1984.12

  A series of tricyclic oxazines, namely, the 4-substituted 2H-naphth[1,2-b]-1,4-oxazines, have been synthesized and assayed for dopamine agonist activity. One of the members of this series, compound (+)VII-15, was found to be a remarkably potent agonist in vivo when tested in the standard 6-hydroxydopamine lesioned rat assay. The absolute configuration of the compound corresponds to that found in the active isomer of apomorphine. Its activity at the alpha 2 receptor (vs. [3H]clonidine) is relatively low. It also failed to stimulate the synthesis of cAMP in the carp retina assay, thus giving the compound a highly selective profile in favor of the D2 receptor.
• Dykstra; Hazelhoff; Mulder, European Journal of Medicinal Chemistry, 1985, vol. 20, # 3, p. 247 - 250
  作者：Dykstra、Hazelhoff、Mulder、et al.

  DOI：——

  日期：——