(+)-trans-3,4,4a,5,6,10b-hexahydro-9-methoxy-4-propyl-2H-naphth<1,2-b>-1,4-oxazine hydrochloride | 88058-72-4

• 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-3,4,4a,5,6,10b-hexahydro-9-methoxy-4-propyl-2H-naphth<1,2-b>-1,4-oxazine hydrochloride
• 英文别名: (4aR,10bR)-3,4,4a,5,6,10b-hexahydro-9-methoxy-4-propyl-2H-naphth<1,2-b>-1,4-oxazine hydrochloride；Naxagolide-O-methyl Hydrochloride；(4aR,10bR)-9-methoxy-4-propyl-2,3,4a,5,6,10b-hexahydrobenzo[h][1,4]benzoxazine;hydrochloride
• CAS: 88058-72-4
• 化学式: C₁₆H₂₃NO₂*ClH
• 分子量: 297.825
• InChiKey: KGOJXBIHHNCIDX-QNBGGDODSA-N

物化性质

• 熔点：
  230-232 °C(Solv: acetonitrile (75-05-8))
• 溶解度：
  溶于二氯甲烷、DMSO、乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  21.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+)-trans-3,4,4a,5,6,10b-hexahydro-9-methoxy-4-propyl-2H-naphth<1,2-b>-1,4-oxazine hydrochloride 在 甲烷磺酸 、 DL-蛋氨酸 作用下， 反应 40.0h， 生成 那高利特
  参考文献：
  名称：

  Practical enantioselective synthesis of a homotyrosine derivative and (R,R)-4-propyl-9-hydroxynaphthoxazine, a potent dopamine agonist

  摘要：

  DOI：

  10.1021/jo00232a016
• 作为产物：
  描述：

  (-)-trans-1a,2,4,4a,5,6-hexahydro-9-methoxy-4-propylnaphth<1,2-b>-1,4-oxazin-3-one 生成 (+)-trans-3,4,4a,5,6,10b-hexahydro-9-methoxy-4-propyl-2H-naphth<1,2-b>-1,4-oxazine hydrochloride
  参考文献：
  名称：

  MELILLO, DAVID G.;MATHRE, DAVID J.;LARSEN, ROBERT D.

  摘要：

  DOI：

文献信息

• Hexahydronaphth(1,2-b)-1,4-oxazines, process for their preparation and pharmaceutical formulation containing them
  申请人：Merck & Co., Inc.

  公开号：EP0080115A2

  公开（公告）日：1983-06-01

  Hexahydronaphth[1,2-b]-1,4-oxazines have dopaminergic activity and display α2-adrenergic receptor antagonism. They are useful in the treatment of parkinsonism, depression and hypertension. An important method of preparation is by ring closure of the appropriate 2-chloroacetamido- tetrahydronaphthalen-1-ol and reduction of the resulting cyclic amide carbonyl group.

  六氢萘并[1,2-b]-1,4-噁嗪具有多巴胺能活性，并显示出α2-肾上腺素能受体拮抗作用。 它们可用于治疗帕金森病、抑郁症和高血压。 一种重要的制备方法是将适当的 2-氯乙酰胺基四氢萘-1-醇闭环，并还原由此产生的环状酰胺羰基。
• 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, D.;HAZELHOFF, B.;MULDER, T. B. A.;VRIES, J. B. DE;WYNBERG, H.;HO+, EUR. J. MED. CHEM., 1985, 20, N 3, 247-250
  作者：DYKSTRA, D.、HAZELHOFF, B.、MULDER, T. B. A.、VRIES, J. B. DE、WYNBERG, H.、HO+

  DOI：——

  日期：——
• MELILLO, DAVID G.;LARSEN, ROBERT D.;MATHRE, DAVID J.;SHUKIS, WILLIAM F.;W+, J. ORG. CHEM., 52,(1987) N 23, 5143-5150
  作者：MELILLO, DAVID G.、LARSEN, ROBERT D.、MATHRE, DAVID J.、SHUKIS, WILLIAM F.、W+

  DOI：——

  日期：——
• US4420480A
  申请人：——

  公开号：US4420480A

  公开（公告）日：1983-12-13