5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-c]pyridine-11-ol | 19370-08-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并环庚烷吡啶
• 英文名称: 5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-c]pyridine-11-ol
• 英文别名: 4-Azatricyclo[9.4.0.03,8]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-ol
• CAS: 19370-08-2
• 化学式: C₁₄H₁₃NO
• 分子量: 211.263
• InChiKey: HPFPXUSAPOTZCU-UHFFFAOYSA-N

物化性质

• 沸点：
  381.9±37.0 °C(Predicted)
• 密度：
  1.214±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-c]pyridine-11-ol 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 生成 11-Chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-B]pyridine
  参考文献：
  名称：

  [EN] DIPEPTIDYL PEPTIDASE-IV INHIBITORS
  [FR] INHIBITEURS DE LA DIPEPTIDYL PEPTIDASE IV

  摘要：

  公开号：

  WO2006116157A3
• 作为产物：
  描述：

  3-溴吡啶-2-甲醛 在 manganese(IV) oxide 、 copper(l) iodide 、 四(三苯基膦)钯 、 三氟甲磺酸 、 5%-palladium/activated carbon 、 氢气 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙酸乙酯 、 苯 为溶剂， 20.0~25.0 ℃ 、1.38 MPa 条件下， 反应 16.0h， 生成 5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-c]pyridine-11-ol
  参考文献：
  名称：

  Cyclizations of phenylethyl-substituted pyridinecarboxaldehydes

  摘要：

  Several phenylethyl-substituted pyridinecarboxaldehydes were prepared from 2-bromo-3-pyridinecarboxaldehyde and these substances are found to undergo cyclization reactions in acidic media. In the absence of added nucleophile, acid-promoted cyclization and oxidation (MnO2) provide an efficient route to 10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ones. Arene nucleophiles may also be added to the acidic mixture to provide good yields of triarylmethane products. Mechanisms are proposed involving dicationic superelectrophilic intermediates. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.01.004

文献信息

• <i>N</i>-Heterocyclic Superelectrophiles and Evidence for Single Electron Transfer Chemistry
  作者：Kiran Kumar Solingapuram Sai、Matthew J. Tokarz、Andrew P. Malunchuk、Chong Zheng、Thomas M. Gilbert、Douglas A. Klumpp

  DOI：10.1021/ja8062953

  日期：2008.11.5

  and related substrates, an oxazole-based superelectrophile is found to be significantly more reactive than a related monocationic species. Theoretical calculations estimate that the lowest unoccupied molecular orbital (LUMO) for the superelectrophile is about 4 eV lower in energy than the LUMOs of comparable monocations. When the oxazole-based superelectrophile is reacted with ferrocene, a dimeric product

  在与苯和相关底物的反应中，发现基于恶唑的超亲电试剂比相关的单阳离子物质更具反应性。理论计算估计，超亲电体的最低未占分子轨道 (LUMO) 的能量比类似单阳离子的 LUMO 低约 4 eV。当基于恶唑的超亲电试剂与二茂铁反应时，以高产率形成二聚产物。二聚化是通过双阳离子超亲电试剂和二茂铁之间的单电子转移反应发生的，然后是自由基阳离子的偶联。
• WO2007/84498
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and characterization of stereoisomeric 11-hydroxy-1,2,3,4,4a,5,6,11a-octahydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridines
  作者：James A. Bristol、Chester Puchalski

  DOI：10.1021/jo01309a027

  日期：1980.10
• Farnesyl protein transferase inhibitors
  申请人：Kelly M. Joseph

  公开号：US20070213340A1

  公开（公告）日：2007-09-13

  Disclosed are compounds of the formula: wherein R 13 represents an imidazole ring; R 14 represents a carbamate, urea, amide or sulfonamide group, and the remaining substituents are as defined herein. Also disclosed is a method of treating cancer and a method of inhibiting farnesyl protein transferase using the disclosed compounds.
• DIPEPTIDYL PEPTIDASE-IV INHIBITORS
  申请人：Kroth Heiko

  公开号：US20100009961A1

  公开（公告）日：2010-01-14

  The present invention relates generally to pyrrolidine and thiazolidine DPP-IV inhibitor compounds. The present invention also provides synthetic methods for preparation of such compounds, methods of inhibiting DPP-IV using such compounds and pharmaceutical formulations containing them for treatment of DPP-IV mediated diseases, in particular, Type-2 diabetes.