2,3-dihydro-1'-methyl-5-nitrospiro | 179064-41-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 2,3-dihydro-1'-methyl-5-nitrospiro
• 英文别名: 2,3-Dihydro-1'-methyl-5-nitrospiro[benzofuran-3,4'-piperidine]；1'-methyl-5-nitrospiro[2H-1-benzofuran-3,4'-piperidine]
• CAS: 179064-41-6
• 化学式: C₁₃H₁₆N₂O₃
• 分子量: 248.282
• InChiKey: GCPSHYJNXMMOKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  58.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-1'-methyl-5-nitrospiro 在 钯 silica gel 、 chloroform methanol 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以to give the title compound (0.52 g, 60%) as a cream solid的产率得到5-amino-2,3-dihydro-1'-methylspiro
  参考文献：
  名称：

  Use of 5HT.sub.1B receptor antagonist for the treatment of vascular

  摘要：

  本申请涉及使用5HT.sub.1B或5HT.sub.1D受体拮抗剂治疗血管疾病，特别是心绞痛、雷诺综合征、外周血管症候群或门静脉高压症。

  公开号：

  US06107328A1
• 作为产物：
  描述：

  1,2,3,6-四氢-1-甲基-4-吡啶甲醇 在 偶氮二异丁腈 、 copper(II) nitrate 、 三正丁基氢锡 、 乙酸酐 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 11.0h， 生成 2,3-dihydro-1'-methyl-5-nitrospiro
  参考文献：
  名称：

  The Selective 5-HT_1B Receptor Inverse Agonist 1‘-Methyl-5-[[2‘-methyl-4‘- (5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]carbonyl]-2,3,6,7-tetrahydro- spiro[furo[2,3-f]indole-3,4‘-piperidine] (SB-224289) Potently Blocks Terminal 5-HT Autoreceptor Function Both in Vitro and in Vivo

  摘要：

  5-HT1 receptors are members of the G-protein-coupled receptor superfamily and are negatively Linked to adenylyl cyclase activity. The human 5-HT1B and 5-HT1D receptors (previously known as 5-HT1D beta and 5-HT1D alpha, respectively), although encoded by two distinct genes, are structurally very similar. Pharmacologically, these two receptors have been differentiated using nonselective chemical tools such as ketanserin and ritanserin, but the absence of truly selective agents has meant that the precise function of the 5-HT1B and 5-HT1D receptors has not been defined. In this paper we describe how, using computational chemistry models as a guide, the nonselective 5-HT1B/5-HT1D receptor antagonist 4 was structurally modified to produce the selective 5-HT1B receptor inverse agonist 5, 1'-methyl-5-[[2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]carbonyl]-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine] (SB-224289). This compound is a potent antagonist of terminal 5-HT autoreceptor function both in vitro and in vivo.

  DOI：

  10.1021/jm970457s

文献信息

• Use of 5HT.sub.1B receptor antagonist for the treatment of vascular
  申请人：SmithKline Beecham p.l.c.

  公开号：US06107328A1

  公开（公告）日：2000-08-22

  The present application is directed to the use of 5HT.sub.1B or 5HT.sub.1D receptor antagonists in the treatment of vascular diseases, in particular angina, Raynaud's syndrome, peripheral vascular syndrome or portal hypertension.

  本申请涉及使用5HT.sub.1B或5HT.sub.1D受体拮抗剂治疗血管疾病，特别是心绞痛、雷诺综合征、外周血管症候群或门静脉高压症。
• Tetracyclic spiro compounds, process for their preparation and their use
  申请人：SmithKline Beecham plc

  公开号：US05972951A1

  公开（公告）日：1999-10-26

  Novel piperidine derivatives of formula (I), processes for their preparation, pharmaceutical compositions containing them and their use as medicaments for the treatment of CNS disorders are disclosed.

  本发明揭示了式(I)的新型哌啶衍生物，其制备过程，含有它们的制药组合物以及它们作为治疗中枢神经系统疾病的药物的用途。
• TRICYCLIC SPIRO COMPOUNDS PROCESS FOR THEIR PREPARATION AND THEIR USE AS 5HT1D RECEPTOR ANTAGONISTS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0787133A1

  公开（公告）日：1997-08-06
• EP1100495A4
  申请人：——

  公开号：EP1100495A4

  公开（公告）日：2002-09-25
• PROPENAMIDES AS CCR5 MODULATORS
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP1100495A1

  公开（公告）日：2001-05-23