Chroman-3-yl-dipropyl-amine | 133118-84-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: Chroman-3-yl-dipropyl-amine
• 英文别名: N,N-dipropyl-3,4-dihydro-2H-chromen-3-amine
• CAS: 133118-84-0
• 化学式: C₁₅H₂₃NO
• 分子量: 233.354
• InChiKey: AFJZCPCUPUMAIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Chroman-3-yl-dipropyl-amine 、 三甲基氯化锡 生成 N,N-dipropyl-8-trimethylstannyl-3,4-dihydro-2H-chromen-3-amine
  参考文献：
  名称：

  ten Kate K., Pharm. Weekbl., 129 (1994) N 34, S 862

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-dihydro-3-nitro-2H-1-benzopyran 在 镍 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成 Chroman-3-yl-dipropyl-amine
  参考文献：
  名称：

  3,4-Dihydro-3-amino-2H-1-benzopyran Derivatives as 5-HT1A Receptor Ligands and Potential Anxiolytic Agents. 1. Synthesis and Structure-Activity Relationship Studies

  摘要：

  A series of 3,4-dihydro-3-amino-2H-1-benzopyran derivatives were prepared in order to determine the necessary structural requirements for good affinity for 5-HT1A receptors and high selectivity versus other receptors. Modifications of the extracyclic amino substituents, the length of the alkyl side chains, and their substituents were explored. The best compounds (9g, 9k, 15b, 15d) possess imido or sulfonamido functional groups with, a preferential length of four methylenes for the side chain. After resolution, the dextrorotatory enantiomers showed better affinity and selectivity for 5-HT1A receptors. These compounds have been proven to be full agonists. 9g and its enantiomers showed anxiolytic activity in vivo in various comportemental models. The compound (+)-9g is currently under clinical investigation.

  DOI：

  10.1021/jm00038a007

文献信息

• Substituted 3-amino chromans
  申请人：The Upjohn Company

  公开号：US05306830A1

  公开（公告）日：1994-04-26

  The present invention is directed to novel chromane derivatives substituted in the 3-position by a substituted amino moiety and substituted on the aromatic ring with one or two substituents. The novel chromane derivatives have useful CNS properties. ##STR1##

  本发明涉及一种新型的基于色酮的衍生物，其在3位被取代的氨基基团取代，且在芳环上被一个或两个取代基所取代。这些新型的色酮衍生物具有有用的中枢神经系统特性。##STR1##
• Alkylation of Tricarbonylchromium-Stabilized Benzylic Anions of 3-(Dipropylamino)chroman
  作者：Magnus Brisander、Patrizia Caldirola、Anette M. Johansson、Uli Hacksell

  DOI：10.1021/jo980133r

  日期：1998.8.1

  Tricarbonylchromium complexes of racemic and resolved 3-(dipropylamino)chromans were prepared. Benzylic alkylation of the complexes provided access to 4-alkylated derivatives. Alkylations of the endo complex gave only the expected trans products. Unexpectedly, the exo complex predominantly (with methyl iodide) or almost exclusively (with allyl and benzyl bromide) produced the trans derivatives. Steric effects and the nature of the electrophiles appear to direct the outcome of the alkylations.
• ten Kate K., Pharm. Weekbl., 129 (1994) N 34, S 862
  作者：ten Kate K.

  DOI：——

  日期：——
• SUBSTITUTED 3-AMINO CHROMANS
  申请人：THE UPJOHN COMPANY

  公开号：EP0470176A1

  公开（公告）日：1992-02-12
• US5306830A
  申请人：——

  公开号：US5306830A

  公开（公告）日：1994-04-26