2-[4-(1,2,3,4-Tetrahydronaphthalen-1-yl)piperazin-1-yl]ethanamine | 187221-96-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-[4-(1,2,3,4-Tetrahydronaphthalen-1-yl)piperazin-1-yl]ethanamine
• CAS: 187221-96-1；159671-61-1；159671-62-2
• 化学式: C₁₆H₂₅N₃
• 分子量: 259.395
• InChiKey: YIUUBOKMMYWIEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 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：
  32.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4,5-三甲氧基苯甲酰氯 、 2-[4-(1,2,3,4-Tetrahydronaphthalen-1-yl)piperazin-1-yl]ethanamine 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 4.0h， 以78%的产率得到3,4,5-trimethoxy-N-[2-[4-(1,2,3,4-tetrahydronaphthalen-1-yl)piperazin-1-yl]ethyl]benzamide
  参考文献：
  名称：

  New Benzocycloalkylpiperazines, Potent and Selective 5-HT_1A Receptor Ligands

  摘要：

  A series of 1-(benzocycloalkyl)-4-(benzamidoalkyl)piperazine derivatives was prepared in order to obtain compounds with a high affinity and selectivity for 5-HT1A receptors. The modifications of aromatic substituents, the length of the alkyl chain, and the size of the ring were explored. Most of N-(1,2,3,4-tetrahydronaphthyl)-N'-(benzamidoethyl)piperazines (32-37) were bound to 5-HT1A receptors in a nanomolar range and presented a high degree of selectivity. After resolution, levorotatory enantiomers showed affinity and selectivity higher than those of dextrorotatory ones for 5-HT1A sites. The agonist type activity of selected derivatives was also confirmed in vitro on the inhibition of the activation of adenylate cyclase induced by forskolin and, in vivo, on the induction of the lower lip retraction in rats.

  DOI：

  10.1021/jm950759z
• 作为产物：
  描述：

  1,2,3,4-四氢-1-萘酚 在 氯化亚砜 、 potassium carbonate 、 肼 作用下， 以 甲苯 、 乙腈 为溶剂， 生成 2-[4-(1,2,3,4-Tetrahydronaphthalen-1-yl)piperazin-1-yl]ethanamine
  参考文献：
  名称：

  Hwang, D. R.; Ngo, K.; Savenkova, L., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S179 - S181

  摘要：

  DOI：

文献信息

• DERIVES DE LA N-CYCLOALKYLPIPERAZINE, PROCEDES D'OBTENTION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：LES LABORATOIRES MERAM

  公开号：EP0649419A1

  公开（公告）日：1995-04-26
• [EN] N-CYCLOALKYLPIPERAZINE DERIVATIVES, METHODS OF OBTAINING THEM AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] DERIVES DE LA N-CYCLOALKYLPIPERAZINE, PROCEDES D'OBTENTION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：LES LABORATOIRES MERAM

  公开号：WO1994002473A1

  公开（公告）日：1994-02-03

  (EN) N-cyclopiperazine derivatives of formula (I) in which A is an amide grouping, (a) or (b), R1, R2, R3, R4 and/or R5 are the same or different and represent a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group, a trifluoromethyl grouping or a benzene ring, m is an integer from 1 to 3, n is the integer 2 or 3. These compounds are useful for preparing medicaments acting on the central nervous system, particularly as neuroleptics, or as pharmacological reagents.(FR) L'invention concerne des dérivés de la N-cyclopipérazine de formule (I) dans laquelle: A est un groupement amide, (a) ou (b), R1, R2, R3, R4, et/ou R5, identiques ou différents, représentent un atome d'hydrogène, d'halogène, un groupe alkyle en C1-C6, un groupe alcoxy en C1-C6, un groupement trifluorométhyle ou un cycle benzénique, m est un entier compris entre 1 et 3, n est un entier égal à 2 ou 3. Ces composés sont utiles pour la préparation de médicaments actifs sur le système nerveux central, notamment en tant que neuroleptiques, ou en tant que réactifs pharmacologiques.
• New Benzocycloalkylpiperazines, Potent and Selective 5-HT_1A Receptor Ligands
  作者：Youssef El Ahmad、Elisabeth Laurent、Philippe Maillet、Akram Talab、Jean François Teste、Raymond Dokhan、Gilles Tran、Roland Ollivier

  DOI：10.1021/jm950759z

  日期：1997.3.1

  A series of 1-(benzocycloalkyl)-4-(benzamidoalkyl)piperazine derivatives was prepared in order to obtain compounds with a high affinity and selectivity for 5-HT1A receptors. The modifications of aromatic substituents, the length of the alkyl chain, and the size of the ring were explored. Most of N-(1,2,3,4-tetrahydronaphthyl)-N'-(benzamidoethyl)piperazines (32-37) were bound to 5-HT1A receptors in a nanomolar range and presented a high degree of selectivity. After resolution, levorotatory enantiomers showed affinity and selectivity higher than those of dextrorotatory ones for 5-HT1A sites. The agonist type activity of selected derivatives was also confirmed in vitro on the inhibition of the activation of adenylate cyclase induced by forskolin and, in vivo, on the induction of the lower lip retraction in rats.
• Hwang, D. R.; Ngo, K.; Savenkova, L., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S179 - S181
  作者：Hwang, D. R.、Ngo, K.、Savenkova, L.、Huang, Y.、Guo, N.、Zhu, Z.、Laruelle, M.

  DOI：——

  日期：——