5-(3-chloropropyl)-5,6,11,12-tetrahydrodibenzo[b,f]azocine | 183615-00-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-(3-chloropropyl)-5,6,11,12-tetrahydrodibenzo[b,f]azocine
• 英文别名: 5-(3-chloropropyl)-5,6,11,12-tetrahydro-dibenz[b,f]azocine；5-(3-chloropropyl)-11,12-dihydro-6H-benzo[c][1]benzazocine
• CAS: 183615-00-1
• 化学式: C₁₈H₂₀ClN
• 分子量: 285.817
• InChiKey: ROFXIMPGADMSTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-(3-chloropropyl)-5,6,11,12-tetrahydrodibenzo[b,f]azocine 、 4-(4-氯苯基)-4-羟基哌啶 在 sodium carbonate 、 sodium iodide 作用下， 以 乙腈 为溶剂， 160.0 ℃ 、1.72 MPa 条件下， 反应 0.25h， 以289 mg的产率得到4-(4-chlorophenyl)-1-(3-(11,12-dihydrodibenzo[b,f]azocin-5(6H)-yl)propyl)piperidine-4-ol
  参考文献：
  名称：

  Identification of novel allosteric nonpeptidergic inhibitors of the human cytomegalovirus-encoded chemokine receptor US28

  摘要：

  Human cytomegalovirus ( HCMV) is a widespread human pathogen, possessing onco-modulatory properties. Constitutive signaling of the HCMV-encoded chemokine receptor US28 and its ability to bind a broad spectrum of chemokines might facilitate HCMV-associated tumor progression. Novel nonpeptidergic chemotypes were identified as neutral antagonists or inverse agonists on US28, that allosterically inhibit chemokine binding to US28. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.060
• 作为产物：
  描述：

  5,6,11,12-Tetrahydro-dibenzazocin 、 1-溴-3-氯丙烷 在 sodium carbonate 作用下， 200.0 ℃ 、1.72 MPa 条件下， 反应 0.25h， 以40%的产率得到5-(3-chloropropyl)-5,6,11,12-tetrahydrodibenzo[b,f]azocine
  参考文献：
  名称：

  Identification of novel allosteric nonpeptidergic inhibitors of the human cytomegalovirus-encoded chemokine receptor US28

  摘要：

  Human cytomegalovirus ( HCMV) is a widespread human pathogen, possessing onco-modulatory properties. Constitutive signaling of the HCMV-encoded chemokine receptor US28 and its ability to bind a broad spectrum of chemokines might facilitate HCMV-associated tumor progression. Novel nonpeptidergic chemotypes were identified as neutral antagonists or inverse agonists on US28, that allosterically inhibit chemokine binding to US28. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.060

文献信息

• Heterocyclic compounds
  申请人：Novo Nordisk A/S

  公开号：US05698551A1

  公开（公告）日：1997-12-16

  The present invention relates to novel N-substituted azaheterocyclic carboxylic acids and esters thereof in which a substituted alkyl chain forms part of the N-substituent or salts thereof, to methods for their preparation, to compositions containing them, and to their use for the clinical treatment of painful, hyperalgesic and/or inflammatory conditions in which C-fibers play a pathophysiological role by eliciting neurogenic pain or inflammation.

  本发明涉及新颖的N-取代的氮杂环羧酸和其酯，其中取代的烷基链构成N-取代基的一部分或其盐，以及它们的制备方法、含有它们的组合物，以及它们用于临床治疗疼痛、过敏性疼痛和/或炎症疾病的用途，其中C-纤维通过引发神经源性疼痛或炎症发挥病理生理作用。
• N-substituted azaheterocyclic carboxylic acids and alkylesters thereof
  申请人：NOVO NORDISK A/S

  公开号：EP0820450B1

  公开（公告）日：2001-09-12
• NOVEL HETEROCYCLIC COMPOUNDS
  申请人：NOVO NORDISK A/S

  公开号：EP0820450A1

  公开（公告）日：1998-01-28
• [EN] NOVEL HETEROCYCLIC COMPOUNDS<br/>[FR] NOUVEAUX COMPOSES HETEROCYCLIQUES
  申请人：NOVO NORDISK A/S

  公开号：WO1996031497A1

  公开（公告）日：1996-10-10

  (EN) A compound of formula (I). The present invention relates to novel N-substituted azaheterocyclic carboxylic acids and esters thereof in which a substituted alkyl chain forms part of the N-substituent or salts thereof, to methods for their preparation, to compositions containing them, and to their use for the clinical treatment of painful, hyperalgesic and/or inflammatory conditions in which C-fibers play a pathophysiological role by eliciting neurogenic pain or inflammation.(FR) L'invention concerne un composé de formule (I), ainsi que de nouveaux acides carboxyliques azahétérocycliques N-substitués et leurs esters, dans lesquels une chaîne alkyle substituée fait partie du substituant N, ainsi que leurs sels. L'invention concerne également des procédés de préparation de ces composés, des compositions contenant ces composés et leur utilisation pour le traitement clinique de douleurs et d'états hyperalgésiques et/ou inflammatoires, dans lesquels les fibres C jouent un rôle pathophysiologique en provoquant une douleur neurogène ou une inflammation.
• Identification of novel allosteric nonpeptidergic inhibitors of the human cytomegalovirus-encoded chemokine receptor US28
  作者：Henry F. Vischer、Janneke W. Hulshof、Saskia Hulscher、Silvina A. Fratantoni、Mark H.P. Verheij、Jane Victorina、Martine J. Smit、Iwan J.P. de Esch、Rob Leurs

  DOI：10.1016/j.bmc.2009.11.060

  日期：2010.1

  Human cytomegalovirus ( HCMV) is a widespread human pathogen, possessing onco-modulatory properties. Constitutive signaling of the HCMV-encoded chemokine receptor US28 and its ability to bind a broad spectrum of chemokines might facilitate HCMV-associated tumor progression. Novel nonpeptidergic chemotypes were identified as neutral antagonists or inverse agonists on US28, that allosterically inhibit chemokine binding to US28. (C) 2009 Elsevier Ltd. All rights reserved.