2-[(3-1H-Indol-3-yl-propionylamino)-methyl]-2,3-dihydro-benzo[1,4]oxazine-4-carboxylic acid tert-butyl ester | 282520-40-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-[(3-1H-Indol-3-yl-propionylamino)-methyl]-2,3-dihydro-benzo[1,4]oxazine-4-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 2-[[3-(1H-indol-3-yl)propanoylamino]methyl]-2,3-dihydro-1,4-benzoxazine-4-carboxylate
• CAS: 282520-40-5
• 化学式: C₂₅H₂₉N₃O₄
• 分子量: 435.523
• InChiKey: ALHUIQDPSDQKED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  83.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(3-1H-Indol-3-yl-propionylamino)-methyl]-2,3-dihydro-benzo[1,4]oxazine-4-carboxylic acid tert-butyl ester 在 lithium aluminium tetrahydride 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (3,4-Dihydro-2H-benzo[1,4]oxazin-2-ylmethyl)-[3-(1H-indol-3-yl)-propyl]-amine
  参考文献：
  名称：

  Studies toward the discovery of the next generation of antidepressants. Part 5: 3,4-Dihydro-2H-benzo[1,4]oxazine derivatives with dual 5-HT1A receptor and serotonin transporter affinity

  摘要：

  The design, synthesis, and structure-activity relationship of two novel classes of benzoxazine derivatives with dual selective serotonin reuptake inhibitors and 5-HT1A receptor activities are described. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.054
• 作为产物：
  描述：

  3,4-二氢-2H-苯并[1,4]噁嗪-2-羧酸乙酯 在 吡啶 、 锂硼氢 、 sodium azide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[(3-1H-Indol-3-yl-propionylamino)-methyl]-2,3-dihydro-benzo[1,4]oxazine-4-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Studies toward the discovery of the next generation of antidepressants. Part 5: 3,4-Dihydro-2H-benzo[1,4]oxazine derivatives with dual 5-HT1A receptor and serotonin transporter affinity

  摘要：

  The design, synthesis, and structure-activity relationship of two novel classes of benzoxazine derivatives with dual selective serotonin reuptake inhibitors and 5-HT1A receptor activities are described. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.054

文献信息

• (3,4 DIHYDRO-2H-BENZO[1,4] OXAZINYL-METHYL)- 3-(1H-INDOL-3- YL)-ALKYL -AMINES
  申请人：Wyeth

  公开号：EP1140925B1

  公开（公告）日：2003-04-23
• US6313114B1
  申请人：——

  公开号：US6313114B1

  公开（公告）日：2001-11-06
• [EN] 3,4-DIHYDRO-2H-BENZO[1,4]OXAZINYL-METHYL[3-(1H-INDOL-3-YL)-ALKYL]-AMINES<br/>[FR] 3,4-DIHYDRO-2H-BENZO[1,4]OXAZINYL-METHYL[3-(1H-INDOL-3-YL)-ALKYL]-AMINES
  申请人：AMERICAN HOME PROD

  公开号：WO2000040580A1

  公开（公告）日：2000-07-13

  Compounds are provided which have formula (1) wherein: R is hydrogen, alkyl of 1 to 6 carbon atoms, phenyl, or substituted phenyl; X and Y are each, independently, hydrogen, halogen, cyano, or alkoxy of 1 to 6 carbon atoms; and m is 1 to 5; or a pharmaceutically acceptable salt thereof useful in the treatment of neurological diseases caused by disorders of the serotonin-affected neurological systems.
• Studies toward the discovery of the next generation of antidepressants. Part 5: 3,4-Dihydro-2H-benzo[1,4]oxazine derivatives with dual 5-HT1A receptor and serotonin transporter affinity
  作者：Dahui Zhou、Boyd L. Harrison、Uresh Shah、Terrance H. Andree、Geoffrey A. Hornby、Rosemary Scerni、Lee E. Schechter、Deborah L. Smith、Kelly M. Sullivan、Richard E. Mewshaw

  DOI：10.1016/j.bmcl.2005.11.054

  日期：2006.3

  The design, synthesis, and structure-activity relationship of two novel classes of benzoxazine derivatives with dual selective serotonin reuptake inhibitors and 5-HT1A receptor activities are described. (C) 2005 Elsevier Ltd. All rights reserved.