2-(4-叠氮基-2-硝基苯胺基)乙酸 | 38873-75-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(4-叠氮基-2-硝基苯胺基)乙酸
• 英文名称: N-(4-azido-2-nitrophenyl) glycine
• 英文别名: N-(4-Azido-2-nitrophenyl)glycine；2-(4-azido-2-nitroanilino)acetic acid
• CAS: 38873-75-5
• 化学式: C₈H₇N₅O₄
• 分子量: 237.175
• InChiKey: FHUYBHRAWRYYBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(4-叠氮基-2-硝基苯胺基)乙酸 在 4-二甲氨基吡啶 、 氢氟酸 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 24.0h， 生成 1-deoxy,25-hydroxyvitamin D3-1α-glycinate
  参考文献：
  名称：

  Photoaffinity labeling of chick intestinal 1α,25-dihydroxyvitamin D3 receptor

  摘要：

  The photoaffinity labeling of chick intestinal 1alpha,25-dihydroxyvitamin D3 receptor with 1alpha,25-dihydroxyvitamin D3-3beta-{N-(4-azido-2-nitro-[3,5-H-3]phenyl)}glycinate has been determined under a variety of conditions.

  DOI：

  10.1016/0039-128x(93)90003-6

文献信息

• Synthesis of a photoaffinity-labelled analogue of 1,25-dihydroxyvitamin D3
  作者：Rahul Ray、Sally Ann Holick、Michael F. Holick

  DOI：10.1039/c39850000702

  日期：——

  The synthesis of a biologically active analogue of 1,25-dihydroxyvitamin D3 containing a photolabile azidonitrophenyl group is described.

  描述了含有光不稳定的叠氮基硝基苯基的1，25-二羟基维生素D 3的生物活性类似物的合成。
• Synthesis and Binding-analysis of 5E-[19-(2-bromoacetoxy)methyl]25-hydroxyvitamin D3 and 5E-25-hydroxyvitamin D3-19-methyl[(4-azido-2-nitro)phenyl]glycinate: Novel C19-modified Affinity and Photoaffinity Analogs of 25-hydroxyvitamin D3
  作者：James K Addo、Rahul Ray

  DOI：10.1016/s0039-128x(98)00009-9

  日期：1998.4

  Synthesis of novel C-19-modified affinity and photoaffinity analogs of vitamin D-3 and 25-hydroxyvitamin D-3(25-OH-D-3) is described A key step in the synthesis is a Horner-Emmons reaction between C-19-nor-cyclovitamin D-3-C-19-ketone or C-19-nor-25-hydroxy-cyclovitamin D-3-C-19-ketone and diethyl cyanomethylphosphonate. Competitive radioligand binding assays with human serum vitamin D-binding protein (DBP) and 5E-[19-(2-bromoacetoxy)methyl]25-hydroxyvitamin D-3 and 5E-25-hydroxyvitamin in D-3-19-methyl[4-azido-2-nitro)phenyl]glycinate, 25-OH-D-3-analogs containing affinity and photoaffinity probes at C-19-position, demonstrated that these compounds displaced radiolabeled 25-OH-D-3 from the binding pocket of DBP in it dose-dependent manner. Thus, these affinity and photoaffinity analogs are potentially useful in determining the ligand binding site topographies of DBP and possibly the vitamin D receptor. (C) 1998 by Elsevier Science Inc.
• Photoaffinity labeling of chick intestinal 1α,25-dihydroxyvitamin D3 receptor
  作者：Rahul Ray、Swapna Ray、Stanley Rose、Michael F. Holick

  DOI：10.1016/0039-128x(93)90003-6

  日期：1993.10

  The photoaffinity labeling of chick intestinal 1alpha,25-dihydroxyvitamin D3 receptor with 1alpha,25-dihydroxyvitamin D3-3beta-N-(4-azido-2-nitro-[3,5-H-3]phenyl)}glycinate has been determined under a variety of conditions.