1,6-dimethyl-9,10-didehydroergoline-8β-methanamine | 67658-54-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1,6-dimethyl-9,10-didehydroergoline-8β-methanamine
• 英文别名: 1,6-dimethyl-8β-aminomethyl-9, 10-didehydroergoline；1,6-Dimethyl-8beta-aminomethyl-9, 10-didehydroergoline；[(6aR,9S)-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinolin-9-yl]methanamine
• CAS: 67658-54-2
• 化学式: C₁₇H₂₁N₃
• 分子量: 267.374
• InChiKey: MEBIJBXEPXKRGP-MEDUHNTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,6-dimethyl-9,10-didehydroergoline-8β-methanamine 在 氨 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-[Carbamoylmethyl-((6aR,9S)-4,7-dimethyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinolin-9-ylmethyl)-amino]-acetamide
  参考文献：
  名称：

  D1 Agonist and/or D2 antagonist dopamine receptor properties of a series of ergoline derivatives: a structure–activity study

  摘要：

  A series of (3,5-dioxopiperazin-1-yl)ergoline derivatives has been synthesised and evaluated in vitro and in vivo for their dopaminergic D-1 and D-2 components. The structural contributions to the pharmacological profile of the ergoline skeleton, its substituents on positions 1, 2, 6, 9, and the 3,5-dioxopiperazin-1-yl portion of the molecule were examined. Structure-activity relationships within this series suggested that substitution on the ergoline skeleton in position 1 or 2 and on the 3,5-dioxopiperazin-4-nitrogen generated compounds with a spectrum of dopamine agonistic/antagonistic activity sensitive to both the nature and position of substituents. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80045-2
• 作为产物：
  描述：

  1-Methyllysergol 在 一水合肼 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 2.0h， 生成 1,6-dimethyl-9,10-didehydroergoline-8β-methanamine
  参考文献：
  名称：

  D1 Agonist and/or D2 antagonist dopamine receptor properties of a series of ergoline derivatives: a structure–activity study

  摘要：

  A series of (3,5-dioxopiperazin-1-yl)ergoline derivatives has been synthesised and evaluated in vitro and in vivo for their dopaminergic D-1 and D-2 components. The structural contributions to the pharmacological profile of the ergoline skeleton, its substituents on positions 1, 2, 6, 9, and the 3,5-dioxopiperazin-1-yl portion of the molecule were examined. Structure-activity relationships within this series suggested that substitution on the ergoline skeleton in position 1 or 2 and on the 3,5-dioxopiperazin-4-nitrogen generated compounds with a spectrum of dopamine agonistic/antagonistic activity sensitive to both the nature and position of substituents. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80045-2

文献信息

• Sulfamoyl derivatives of 8-.beta.-aminomethylergoline
  申请人：SIMES Societa Italiana Medicinali e Sintetici S.p.A.

  公开号：US04176182A1

  公开（公告）日：1979-11-27

  Novel sulfamoyl derivatives of 8.beta.-aminomethyl ergoline having the general formula: ##STR1## are disclosed, which have interesting pharmacological properties and are useful as anti-migrainic, anti-hypertensive and psychopharmaceutically active drugs. In the method for their preparation a compound having the formula: ##STR2## is reacted, in an aprotic solvent and at a temperature of between -20.degree. C. and +150.degree. C., with a compound having the formula: ##STR3##

  本发明揭示了一种具有下列通式的新型磺酰胺衍生物的制备方法：##STR1## 该衍生物具有有趣的药理特性，可用作抗偏头痛、降压和精神药理活性药物。在制备方法中，化合物具有下列通式：##STR2## 在无水溶剂中，以-20℃到+150℃的温度，与具有下列通式的化合物反应：##STR3##
• US4176182A
  申请人：——

  公开号：US4176182A

  公开（公告）日：1979-11-27