4-[2-(N-BOC-amino)piperidin-4-yloxy]benzoic acid | 163210-92-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-[2-(N-BOC-amino)piperidin-4-yloxy]benzoic acid
• 英文别名: 4-[2-[1-[(2-Methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]ethoxy]benzoic acid
• CAS: 163210-92-2
• 化学式: C₁₉H₂₇NO₅
• 分子量: 349.427
• InChiKey: BYJJZTJYWGUIDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[2-(N-BOC-amino)piperidin-4-yloxy]benzoic acid 在 二甲基硫 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 2-Benzenesulfonylamino-3-[4-(2-piperidin-4-yl-ethoxy)-benzoylamino]-propionic acid
  参考文献：
  名称：

  Nonpeptide α_vβ₃ Antagonists. 1. Transformation of a Potent, Integrin-Selective α_IIbβ₃ Antagonist into a Potent α_vβ₃ Antagonist

  摘要：

  Modification of the potent fibrinogen receptor (alpha(IIb)beta(3)) antagonist 1 generated compounds with high affinity for the vitronectin receptor alpha(v)beta(3). Sequential modification of the basic N-terminus of 1 led to the identification of the 5,6,7,8-tetrahydro[1,8]naphthyridine moiety (THN) as a lipophilic, moderately basic N-terminus that provides molecules with excellent potency and selectivity for the integrin receptor alpha(v)beta(3). The THN-containing analogue 5 is a potent inhibitor of bone resorption in vitro and in vivo. In addition, the identification of a novel, nonpeptide radioligand with high affinity to alpha(v)beta(3) is also reported.

  DOI：

  10.1021/jm000133v
• 作为产物：
  描述：

  N-Boc-4-哌啶乙醇 在 sodium hydroxide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 反应 40.0h， 生成 4-[2-(N-BOC-amino)piperidin-4-yloxy]benzoic acid
  参考文献：
  名称：

  Nonpeptide α_vβ₃ Antagonists. 1. Transformation of a Potent, Integrin-Selective α_IIbβ₃ Antagonist into a Potent α_vβ₃ Antagonist

  摘要：

  Modification of the potent fibrinogen receptor (alpha(IIb)beta(3)) antagonist 1 generated compounds with high affinity for the vitronectin receptor alpha(v)beta(3). Sequential modification of the basic N-terminus of 1 led to the identification of the 5,6,7,8-tetrahydro[1,8]naphthyridine moiety (THN) as a lipophilic, moderately basic N-terminus that provides molecules with excellent potency and selectivity for the integrin receptor alpha(v)beta(3). The THN-containing analogue 5 is a potent inhibitor of bone resorption in vitro and in vivo. In addition, the identification of a novel, nonpeptide radioligand with high affinity to alpha(v)beta(3) is also reported.

  DOI：

  10.1021/jm000133v

文献信息

• [EN] 18F-LABELING OF AROMATIC AND HETEROAROMATIC MOLECULES WITH UNPROTECTED CARBOXYLIC ACID GROUPS<br/>[FR] MARQUAGE AU 18F DE MOLÉCULES AROMATIQUES ET HÉTÉROAROMATIQUES CONTENANT DES GROUPEMENTS D'ACIDE CARBOXYLIQUE NON PROTÉGÉS
  申请人：TECH UNIVERSITÄT MÜNCHEN

  公开号：WO2015004029A1

  公开（公告）日：2015-01-15

  The present invention provides a method for the 18F labeling of aromatic or heteroaromatic compounds containing an unprotected carboxylic acid group to yield labeled molecules which can be used as radiotracers. In addition, the invention provides precursor compounds containing an unprotected carboxylic acid group which can be used in such a method.

  本发明提供一种方法，用于对含有未保护羧酸基的芳香族或杂环芳香族化合物进行18F标记，以产生可用作放射性示踪剂的标记分子。此外，本发明还提供含有未保护羧酸基的前体化合物，可用于这种方法。
• Nonpeptide α_vβ₃ Antagonists. 1. Transformation of a Potent, Integrin-Selective α_IIbβ₃ Antagonist into a Potent α_vβ₃ Antagonist
  作者：Mark E. Duggan、Le T. Duong、John E. Fisher、Terence G. Hamill、William F. Hoffman、Joel R. Huff、Nathan C. Ihle、Chih-Tai Leu、Rose M. Nagy、James J. Perkins、Sevgi B. Rodan、Gregg Wesolowski、David B. Whitman、Amy E. Zartman、Gideon A. Rodan、George D. Hartman

  DOI：10.1021/jm000133v

  日期：2000.10.1

  Modification of the potent fibrinogen receptor (alpha(IIb)beta(3)) antagonist 1 generated compounds with high affinity for the vitronectin receptor alpha(v)beta(3). Sequential modification of the basic N-terminus of 1 led to the identification of the 5,6,7,8-tetrahydro[1,8]naphthyridine moiety (THN) as a lipophilic, moderately basic N-terminus that provides molecules with excellent potency and selectivity for the integrin receptor alpha(v)beta(3). The THN-containing analogue 5 is a potent inhibitor of bone resorption in vitro and in vivo. In addition, the identification of a novel, nonpeptide radioligand with high affinity to alpha(v)beta(3) is also reported.