NR-584 | 284495-31-4

• 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
• 英文名称: NR-584
• 英文别名: NR58.4；[3S]-3-(undec-10-enoyl-amino)piperidine-2,6-dione；(S)-N-(2,6-Dioxopiperidin-3-yl)undec-10-enamide；N-[(3S)-2,6-dioxopiperidin-3-yl]undec-10-enamide
• CAS: 284495-31-4
• 化学式: C₁₆H₂₆N₂O₃
• 分子量: 294.394
• InChiKey: QGYRJLOWWHNQAD-ZDUSSCGKSA-N

物化性质

• 沸点：
  537.8±49.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  75.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  NR-584 在 ruthenium trichloride 、 sodium periodate 作用下， 以 四氯化碳 、 乙腈 为溶剂， 反应 4.0h， 以86%的产率得到10-[[(3S)-2,6-dioxopiperidin-3-yl]amino]-10-oxodecanoic acid
  参考文献：
  名称：

  Design, Synthesis, and Preliminary Pharmacological Evaluation of N-Acyl-3-aminoglutarimides as Broad-Spectrum Chemokine Inhibitors in Vitro and Anti-inflammatory Agents in Vivo

  摘要：

  A series of N-substituted 3-aminoglutarimides have been synthesized and tested for inhibitory activity against a range of chemokines in vitro and for suppression of lipopolysaccharide-induced inflammation in vivo. The results show that they represent the first class of small molecules with broad-spectrum chemokine inhibitory effects. Among the compounds studied, 10 (NR58,4) was the most potent, being active at doses between 5 and 15 nM in vitro and at 0.3 mg kg(-1) in vivo.

  DOI：

  10.1021/jm010984i
• 作为产物：
  描述：

  L-谷氨酰胺 在 氢氧化钾 、 N-羟基丁二酰亚胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 NR-584
  参考文献：
  名称：

  Design, Synthesis, and Preliminary Pharmacological Evaluation of N-Acyl-3-aminoglutarimides as Broad-Spectrum Chemokine Inhibitors in Vitro and Anti-inflammatory Agents in Vivo

  摘要：

  A series of N-substituted 3-aminoglutarimides have been synthesized and tested for inhibitory activity against a range of chemokines in vitro and for suppression of lipopolysaccharide-induced inflammation in vivo. The results show that they represent the first class of small molecules with broad-spectrum chemokine inhibitory effects. Among the compounds studied, 10 (NR58,4) was the most potent, being active at doses between 5 and 15 nM in vitro and at 0.3 mg kg(-1) in vivo.

  DOI：

  10.1021/jm010984i

文献信息

• COMPOUNDS AND METHODS TO INHIBIT OR AUGMENT AN INFLAMMATORY RESPONSE
  申请人：Grainger J. David

  公开号：US20080045557A1

  公开（公告）日：2008-02-21

  Isolated and purified chemokine peptides, variants, and derivatives thereof, as well as chemokine peptide analogs, are provided.

  提供了分离和纯化的趋化因子肽、变体及其衍生物，以及趋化因子肽类似物。
• METHODS TO INHIBIT OR AUGMENT AN INFLAMMATORY RESPONSE
  申请人：Grainger David J.

  公开号：US20120065401A1

  公开（公告）日：2012-03-15

  Isolated and purified chemokine peptides, variants, and derivatives thereof, as well as chemokine peptide analogs, are provided.

  本发明提供了分离和纯化的趋化因子肽、变体和衍生物，以及趋化因子肽类似物。
• Compounds and methods to inhibit or augment an inflammatory response
  申请人：Cambridge Enterprise Ltd.

  公开号：EP2386565A2

  公开（公告）日：2011-11-16

  Isolated and purified chemokine peptides, variants, and derivatives thereof, as well as chemokine peptide analogs, are provided.

  本研究提供了分离和纯化的趋化因子肽、其变体和衍生物以及趋化因子肽类似物。
• US7238711B1
  申请人：——

  公开号：US7238711B1

  公开（公告）日：2007-07-03
• US7989466B2
  申请人：——

  公开号：US7989466B2

  公开（公告）日：2011-08-02