1-(4-仲-丁基-2,5-二甲氧基苯基)-2-丙胺 | 89556-71-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 1-(4-仲-丁基-2,5-二甲氧基苯基)-2-丙胺
• 中文别名: 1-[4-(丁烷-2-基)-2,5-二甲氧苯基]丙烷-2-胺
• 英文名称: 1-<2,5-dimethoxy-4-(2-butyl)phenyl>-2-aminopropane
• 英文别名: 2,5-dimethoxy-4-(1-methylpropyl)amphetamine；1-(2,5-Dimethoxy-4-(2-butyl)phenyl)-2-aminopropane；1-(4-butan-2-yl-2,5-dimethoxyphenyl)propan-2-amine
• CAS: 89556-71-8
• 化学式: C₁₅H₂₅NO₂
• 分子量: 251.369
• InChiKey: VEQUTPSVRQTUHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-二甲氧基苯乙酮 在 palladium on activated charcoal lithium aluminium tetrahydride 、 ammonium acetate 、 氢气 、 四氯化钛 、 对甲苯磺酸 、 magnesium 作用下， 以 乙醚 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 3.5h， 生成 1-(4-仲-丁基-2,5-二甲氧基苯基)-2-丙胺
  参考文献：
  名称：

  Substituent branching in phenethylamine-type hallucinogens: a comparison of 1-[2,5-dimethoxy-4-(2-butyl)phenyl]-2-aminopropane and 1-[2,5-dimethoxy-4-(2-methylpropyl)phenyl]-2-aminopropane

  摘要：

  Two novel hallucinogen analogues related to 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM, STP) were synthesized and evaluated in the two-lever drug discrimination paradigm by using 0.08 mg/kg of LSD as the training drug stimulus. The two compounds differ from each other only with respect to the point of branching in the 4-alkyl group. However, pharmacological evaluation revealed a clear difference in difference in potency and degree of LSD generalization for the two isomers. Branching adjacent to the ring, as in the 4-(2-butyl) analogue, may provide steric interference to the formation of the drug-receptor complex, while branching one methylene unit removed from the ring, as in the 4-(2-methylpropyl) analogue, poses less of a steric problem for the drug-receptor interaction. This is consistent with the idea that formation of a charge-transfer complex between the hallucinogen molecule and the receptor may be one of the features of this drug-receptor interaction.

  DOI：

  10.1021/jm00372a015

文献信息

• [EN] PHENALKYLAMINES AND METHODS OF TREATING MOOD DISORDERS<br/>[FR] PHÉNALKYLAMINES ET PROCÉDÉS DE TRAITEMENT DE TROUBLES DE L'HUMEUR
  申请人：GILGAMESH PHARMACEUTICALS INC

  公开号：WO2022006186A1

  公开（公告）日：2022-01-06

  Phenalkylamines and methods of treating mood disorders with phenalkylamines. Also provided are pharmaceutical compositions that include phenalkylamines.

  Phenalkylamines和使用Phenalkylamines治疗情绪障碍的方法。还提供了包含Phenalkylamines的制药组合物。
• Antiparkinsonian Action of Phenylisopropylamines
  申请人：Caron G. Marc

  公开号：US20070027208A1

  公开（公告）日：2007-02-01

  A method of treating a subject for Parkinson's disease comprises administering said subject a phenylisopropylamine in an amount effective to treat said Parkinson's disease. In some embodiments the method is used to treat at least a motor symptom of Parkinson's disease; in some embodiments the method is used to treat at least a non-motor symptom of Parkinson's disease.
• US8877802B2
  申请人：——

  公开号：US8877802B2

  公开（公告）日：2014-11-04
• [EN] ANTIPARKINSONIAN ACTION OF PHENYLISOPROPYLAMINES<br/>[FR] ACTION ANTIPARKINSONIENNE DE PHENYLISOPROPYLAMINES
  申请人：UNIV DUKE

  公开号：WO2007016190A2

  公开（公告）日：2007-02-08

  [EN] A method of treating a subject for Parkinson's disease comprises administering said subject a phenylisopropylamine in an amount effective to treat said Parkinson's disease. In some embodiments the method is used to treat at least a motor symptom of Parkinson's disease; in some embodiments the method is used to treat at least a non-motor symptom of Parkinson's disease.
  [FR] L'invention concerne une méthode pour traiter un patient présentant la maladie de Parkinson. Cette méthode consiste à administrer à ce patient une phénylisopropylamine dans une quantité efficace pour traiter ladite maladie de Parkinson. Dans certains modes de réalisation, la méthode est utilisée pour traiter au moins un symptôme moteur de la maladie de Parkinson. Dans d'autres modes de réalisation de la méthode de l'invention, cette méthode est utilisée pour traiter au moins un symptôme non moteur de la maladie de Parkinson.
• Substituent branching in phenethylamine-type hallucinogens: a comparison of 1-[2,5-dimethoxy-4-(2-butyl)phenyl]-2-aminopropane and 1-[2,5-dimethoxy-4-(2-methylpropyl)phenyl]-2-aminopropane
  作者：Robert A. Oberlender、Paresh J. Kothari、David E. Nichols、Joseph E. Zabik

  DOI：10.1021/jm00372a015

  日期：1984.6

  Two novel hallucinogen analogues related to 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM, STP) were synthesized and evaluated in the two-lever drug discrimination paradigm by using 0.08 mg/kg of LSD as the training drug stimulus. The two compounds differ from each other only with respect to the point of branching in the 4-alkyl group. However, pharmacological evaluation revealed a clear difference in difference in potency and degree of LSD generalization for the two isomers. Branching adjacent to the ring, as in the 4-(2-butyl) analogue, may provide steric interference to the formation of the drug-receptor complex, while branching one methylene unit removed from the ring, as in the 4-(2-methylpropyl) analogue, poses less of a steric problem for the drug-receptor interaction. This is consistent with the idea that formation of a charge-transfer complex between the hallucinogen molecule and the receptor may be one of the features of this drug-receptor interaction.