3-{4-[N-PROPYL-N-(5-METHOXY-3-CHROMANYL)AMINO]-BUTYL}-2,4-DIOXO-3-AZABICYCLO[3.3.0]OCTANE

• 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: 3-{4-[N-PROPYL-N-(5-METHOXY-3-CHROMANYL)AMINO]-BUTYL}-2,4-DIOXO-3-AZABICYCLO[3.3.0]OCTANE
• 英文别名: 3-<4-butyl>-2,4-dioxo-3-azabicyclo<3.3.0>octane；3-{4-[N-PROPYL-N-(5-METHOXY-3-CHROMANYL)AMINO]BUTYL}-2,4-DIOXO-3-AZABICYCLO[3.3.0]OCTANE；2-[4-[(5-methoxy-3,4-dihydro-2H-chromen-3-yl)-propylamino]butyl]-4,5,6,6a-tetrahydro-3aH-cyclopenta[c]pyrrole-1,3-dione
• 化学式: C₂₄H₃₄N₂O₄
• 分子量: 414.545
• InChiKey: PEJFBWCDCTVGLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  四氢环戊并[c]吡咯-1,3(2H,3aH)-二酮 在 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 54.0h， 生成 3-{4-[N-PROPYL-N-(5-METHOXY-3-CHROMANYL)AMINO]-BUTYL}-2,4-DIOXO-3-AZABICYCLO[3.3.0]OCTANE
  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

• 3-aminochroman compounds
  申请人：Adir et Compagnie

  公开号：US05252578A1

  公开（公告）日：1993-10-12

  The invention relates to the derivatives of general formula (I): ##STR1## in which: Z represents an oxygen atom or a sulfur atom, R.sub.1 represents a hydrogen atom or an alkyl group, R.sub.2 represents a hydrogen atom or an alkyl group, 1.ltoreq.n.ltoreq.6, R.sub.3 represents a nitrile group, an optionally substituted amino group or any one of the groups described in the description, and medicinal products.

  本发明涉及一般式(I)的衍生物：##STR1## 其中：Z代表氧原子或硫原子，R.sub.1代表氢原子或烷基，R.sub.2代表氢原子或烷基，1≤n≤6，R.sub.3代表腈基、可选取代的氨基或描述中的任意一种基团，以及药物制剂。
• Alkoxy-3-[(Toluenesulfonylaminoalkyl)amino] chroman compounds
  申请人：Adir Et Compagnie

  公开号：US05346916A1

  公开（公告）日：1994-09-13

  The invention relates to compounds of the formula (I): ##STR1## in which: Z represents an oxygen atom or a sulfur atom, R.sub.1 represents a hydrogen atom or an alkyl group, R.sub.2 represents a hydrogen atom or an alkyl group, n is one to six, inclusive, R.sub.3 represents an amino group, substituted with phenylsulfonyl, and medicinal products containing the same.

  本发明涉及公式(I)的化合物：##STR1## 其中：Z代表氧原子或硫原子，R.sub.1代表氢原子或烷基，R.sub.2代表氢原子或烷基，n为1至6（包括1和6），R.sub.3代表取代苯磺酰氨基的氨基，以及含有这些化合物的药物产品。
• Nouveaux dérivés du 3-aminochromane, leur procédé de préparation et les compositions pharmaceutiques qui les contiennent
  申请人：ADIR ET COMPAGNIE

  公开号：EP0452204B1

  公开（公告）日：1994-06-15
• US5252578A
  申请人：——

  公开号：US5252578A

  公开（公告）日：1993-10-12
• US5314907A
  申请人：——

  公开号：US5314907A

  公开（公告）日：1994-05-24