3-(nitrooxy)propyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate | 1415910-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-(nitrooxy)propyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate
• 英文别名: 3-Nitrooxypropyl 2-[1-(3-fluorophenyl)-2-methyl-5-(4-methylsulfonylphenyl)pyrrol-3-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate；3-nitrooxypropyl 2-[1-(3-fluorophenyl)-2-methyl-5-(4-methylsulfonylphenyl)pyrrol-3-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate
• CAS: 1415910-84-7
• 化学式: C₂₈H₃₂FN₃O₉S
• 分子量: 605.641
• InChiKey: ABHSKHCOLPIAEH-UHFFFAOYSA-N

物化性质

• 熔点：
  114 °C
• 沸点：
  773.4±60.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  42
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  167
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-(nitrooxy)propyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate 在 三氟乙酸 作用下， 60.0 ℃ 、1.17 MPa 条件下， 反应 0.67h， 以73%的产率得到3-(nitrooxy)propyl-[2-amino-2-[1-(3-fluorophenyl)-2-methyl-5-(4-methylsulphonyl phenyl)-1H-pyrrol-3-yl]]-acetate
  参考文献：
  名称：

  Improving the solubility of a new class of antiinflammatory pharmacodynamic hybrids, that release nitric oxide and inhibit cycloxygenase-2 isoenzyme

  摘要：

  The development of a novel class of pharmacodynamic hybrids that inhibits COX-2 isoform is reported. These molecules display enhanced nitric oxide releasing properties due to the presence of an ionisable moiety. The in vivo analgesic/anti-inflammatory activity was maintained in relation to the parent compounds. (c) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.10.014
• 作为产物：
  描述：

  1-[4-(methylsulfonyl)phenyl]pentane-1,4-dione 在 4-二甲氨基吡啶 、 甲酸 、 盐酸羟胺 、 水 、 sodium acetate 、 四氯化钛 、 对甲苯磺酸 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 、 锌 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 160.0 ℃ 、1.03 MPa 条件下， 反应 82.75h， 生成 3-(nitrooxy)propyl N-(tert-butoxycarbonyl)-2-(1-(3-fluorophenyl)-2-methyl-5-(4-(methylsulfonyl)phenyl)-1H-pyrrol-3-yl)-2-amino-acetate
  参考文献：
  名称：

  Improving the solubility of a new class of antiinflammatory pharmacodynamic hybrids, that release nitric oxide and inhibit cycloxygenase-2 isoenzyme

  摘要：

  The development of a novel class of pharmacodynamic hybrids that inhibits COX-2 isoform is reported. These molecules display enhanced nitric oxide releasing properties due to the presence of an ionisable moiety. The in vivo analgesic/anti-inflammatory activity was maintained in relation to the parent compounds. (c) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.10.014

文献信息

• Improving the solubility of a new class of antiinflammatory pharmacodynamic hybrids, that release nitric oxide and inhibit cycloxygenase-2 isoenzyme
  作者：Mariangela Biava、Claudio Battilocchio、Giovanna Poce、Salvatore Alfonso、Sara Consalvi、Giulio Cesare Porretta、Silvia Schenone、Vincenzo Calderone、Alma Martelli、Lara Testai、Carla Ghelardini、Lorenzo Di Cesare Mannelli、Lidia Sautebin、Antonietta Rossi、Antonio Giordani、Paola Patrignani、Maurizio Anzini

  DOI：10.1016/j.ejmech.2012.10.014

  日期：2012.12

  The development of a novel class of pharmacodynamic hybrids that inhibits COX-2 isoform is reported. These molecules display enhanced nitric oxide releasing properties due to the presence of an ionisable moiety. The in vivo analgesic/anti-inflammatory activity was maintained in relation to the parent compounds. (c) 2012 Elsevier Masson SAS. All rights reserved.