2-(1-azidoethyl)pyridine | 503173-07-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(1-azidoethyl)pyridine
• CAS: 503173-07-7
• 化学式: C₇H₈N₄
• 分子量: 148.167
• InChiKey: YSXVHBJITPSGEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  27.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  对苯二甲酸二甲酯 、 2-(1-azidoethyl)pyridine 、 ammonium chloride 、 N,N-二异丙基乙胺 在 钯 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3R,4R)-N-hydroxy-4-({4-[(1-methylimidazo[1,5-a]pyridin-3-yl)methyl]benzoyl}amino)tetrahydro-2H-pyran-3-carboxamide
  参考文献：
  名称：

  Cyclic hydroxamic acids as inhibitors of matrix metalloproteinases and/or TNF-alpha converting enzyme (TACE)

  摘要：

  本申请描述了新型的公式I:1的环式羟羧酸，或其药用盐形式，其中环B是一个包含0-2个来自O、N、NR1和S(O)p的杂原子以及0-1个羰基的5-7元环系统，其他变量在本说明书中有定义，这些化合物可作为基质金属蛋白酶（MMP）、TNF-α转化酶（TACE）、聚集素酶或其组合的抑制剂，包含这些化合物的药物组合物，以及使用这些化合物的方法。

  公开号：

  US20030139388A1
• 作为产物：
  描述：

  2-(1-羟乙基)吡啶 在 叠氮基三甲基硅烷 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以87%的产率得到2-(1-azidoethyl)pyridine
  参考文献：
  名称：

  Copper Triflate: An Efficient Catalyst for Direct Conversion of Secondary Alcohols into Azides

  摘要：

  A simple, practical, and efficient strategy has been demonstrated for the direct synthesis of organic azides from alcohols using azidotrimethylsilane (TMSN3) as azide source in the presence of copper(II) triflate [Cu(OTf)(2)]. A variety of alcohols was converted into the corresponding azides in good to excellent yields. The formation of an intermediate carbocation was confirmed by the synthesis of bis(diphenylmethyl) ether.

  DOI：

  10.1055/s-0033-1340550

文献信息

• Copper Triflate: An Efficient Catalyst for Direct Conversion of Secondary Alcohols into Azides
  作者：Anil Kumar、Poonam Khedar、Kasiviswanadharaju Pericherla

  DOI：10.1055/s-0033-1340550

  日期：——

  A simple, practical, and efficient strategy has been demonstrated for the direct synthesis of organic azides from alcohols using azidotrimethylsilane (TMSN3) as azide source in the presence of copper(II) triflate [Cu(OTf)(2)]. A variety of alcohols was converted into the corresponding azides in good to excellent yields. The formation of an intermediate carbocation was confirmed by the synthesis of bis(diphenylmethyl) ether.
• EP1427408A4
  申请人：——

  公开号：EP1427408A4

  公开（公告）日：2005-10-26
• CYCLIC HYDROXAMIC ACIDS AS INHIBITORS OF MATRIX METALLOPROTEINASES AND/OR TNF-$g(a) CONVERTING ENZYME (TACE)
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP1427408A2

  公开（公告）日：2004-06-16
• US6740649B2
  申请人：——

  公开号：US6740649B2

  公开（公告）日：2004-05-25
• [EN] CYCLIC HYDROXAMIC ACIDS AS INHIBITORS OF MATRIX METALLOPROTEINASES AND/OR TNF- alpha CONVERTING ENZYME (TACE)<br/>[FR] ACIDES HYDROXAMIQUES CYCLIQUES UTILISES COMME INHIBITEURS DE METALLOPROTEINASES MATRICIELLES ET/OU D'ENZYME DE CONVERSION DU TNF- DOLLAR G(A) (TACE)
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2003024899A2

  公开（公告）日：2003-03-27

  The present application describes novel cyclic hydroxamic acids of formula I: or pharmaceutically acceptable salt forms thereof, wherein ring B is a 5-7 membered cyclic system containing from 0-2 heteroatoms selected from 0, N, NR1, and S(O)¿p?, and 0-1 carbonyl groups and the other variables are defined in the present specification, which are useful as inhibitors of matrix metalloproteinases (MMP) , TNF-a converting enzyme (TACE) , aggrecanase or a combination thereof, pharmaceutical compositions containing the same, and methods of using the same.