1-(4-methyl-3-nitrophenylsulfonyl)pyrrolidine | 346689-92-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-methyl-3-nitrophenylsulfonyl)pyrrolidine
• 英文别名: 1-(4-Methyl-3-nitrophenyl)sulfonylpyrrolidine
• CAS: 346689-92-7
• 化学式: C₁₁H₁₄N₂O₄S
• mdl: MFCD00783743
• 分子量: 270.309
• InChiKey: ZKVATJPXXAGNNZ-UHFFFAOYSA-N

物化性质

• 沸点：
  418.7±55.0 °C(Predicted)
• 密度：
  1.385±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-methyl-3-nitrophenylsulfonyl)pyrrolidine 在 tin(II) chloride dihdyrate 、 sodium hydride 、 苯硫酚 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 、 mineral oil 为溶剂， 反应 0.08h， 生成 methyl 1-hydroxy-6-(pyrrolidin-1-ylsulfonyl)-1H-indole-2-carboxylate
  参考文献：
  名称：

  Synthesis of sulfonamide-containing N-hydroxyindole-2-carboxylates as inhibitors of human lactate dehydrogenase-isoform 5

  摘要：

  N-Hydroxyindole-2-carboxylates possessing sulfonamide-substituents at either position 5 or 6 were designed and synthesized. The inhibitory activities of these compounds against isoforms 1 and 5 of human lactate dehydrogenase were analysed, and K-i values of the most efficient inhibitors were determined by standard enzyme kinetic studies. Some of these compounds displayed state-of-the-art inhibitory potencies against isoform 5 (K-i values as low as 5.6 mu M) and behaved as competitive inhibitors versus both the substrate and the cofactor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.031
• 作为产物：
  描述：

  四氢吡咯 、 4-甲基-3-硝基苯磺酰氯 以 二氯甲烷 为溶剂， 以92%的产率得到1-(4-methyl-3-nitrophenylsulfonyl)pyrrolidine
  参考文献：
  名称：

  Synthesis of sulfonamide-containing N-hydroxyindole-2-carboxylates as inhibitors of human lactate dehydrogenase-isoform 5

  摘要：

  N-Hydroxyindole-2-carboxylates possessing sulfonamide-substituents at either position 5 or 6 were designed and synthesized. The inhibitory activities of these compounds against isoforms 1 and 5 of human lactate dehydrogenase were analysed, and K-i values of the most efficient inhibitors were determined by standard enzyme kinetic studies. Some of these compounds displayed state-of-the-art inhibitory potencies against isoform 5 (K-i values as low as 5.6 mu M) and behaved as competitive inhibitors versus both the substrate and the cofactor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.031

文献信息

• Synthesis of sulfonamide-containing N-hydroxyindole-2-carboxylates as inhibitors of human lactate dehydrogenase-isoform 5
  作者：Carlotta Granchi、Sarabindu Roy、Marco Mottinelli、Elisa Nardini、Fabio Campinoti、Tiziano Tuccinardi、Mario Lanza、Laura Betti、Gino Giannaccini、Antonio Lucacchini、Adriano Martinelli、Marco Macchia、Filippo Minutolo

  DOI：10.1016/j.bmcl.2011.10.031

  日期：2011.12

  N-Hydroxyindole-2-carboxylates possessing sulfonamide-substituents at either position 5 or 6 were designed and synthesized. The inhibitory activities of these compounds against isoforms 1 and 5 of human lactate dehydrogenase were analysed, and K-i values of the most efficient inhibitors were determined by standard enzyme kinetic studies. Some of these compounds displayed state-of-the-art inhibitory potencies against isoform 5 (K-i values as low as 5.6 mu M) and behaved as competitive inhibitors versus both the substrate and the cofactor. (C) 2011 Elsevier Ltd. All rights reserved.