1-(2-((4-methylbenzyl)sulfonyl)ethyl)pyrrolidine | 1496553-25-3

• 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-(2-((4-methylbenzyl)sulfonyl)ethyl)pyrrolidine
• 英文别名: 1-(2-[(4-Methylbenzyl)sulfonyl]ethyl)pyrrolidine；1-[2-[(4-methylphenyl)methylsulfonyl]ethyl]pyrrolidine
• CAS: 1496553-25-3
• 化学式: C₁₄H₂₁NO₂S
• 分子量: 267.392
• InChiKey: MSOMSXCNYOVEMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-((4-methylbenzyl)sulfonyl)ethyl)pyrrolidine 、 碘甲烷 以 二氯甲烷 为溶剂， 25.0~40.0 ℃ 、1.78 kPa 条件下， 反应 27.0h， 以to give the title compound as a pale yellow solid (0.033 g, 0.08 mmol, 51%), mp 214-216° C.的产率得到1-methyl-1-{2-[(4-methylbenzyl)sulfonyl]ethyl}pyrrolidinium iodide
  参考文献：
  名称：

  Immunomodulatory Compounds

  摘要：

  本发明涉及化合物及其在治疗或预防与炎症相关的疾病中的用途。

  公开号：

  US20150218116A1
• 作为产物：
  描述：

  2-[(4-甲基苄基)硫基]乙醇 在 甲基磺酰氯 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 1-(2-((4-methylbenzyl)sulfonyl)ethyl)pyrrolidine
  参考文献：
  名称：

  [EN] IMMUNOMODULATORY COMPOUNDS
  [FR] COMPOSÉS IMMUNOMODULATEURS

  摘要：

  本发明涉及化合物及其在治疗或预防与炎症相关的疾病中的用途。

  公开号：

  WO2014023934A1

文献信息

• [EN] IMMUNOMODULATORY COMPOUNDS<br/>[FR] COMPOSÉS IMMUNOMODULATEURS
  申请人：UNIV STRATHCLYDE

  公开号：WO2014023934A1

  公开（公告）日：2014-02-13

  This invention relates to compounds and uses thereof in the treatment or prophylaxis of diseases associated with inflammation.

  本发明涉及化合物及其在治疗或预防与炎症相关的疾病中的用途。
• Immunomodulatory Compounds
  申请人：University of Strathclyde

  公开号：US20150218116A1

  公开（公告）日：2015-08-06

  This invention relates to compounds and uses thereof in the treatment or prophylaxis of diseases associated with inflammation.

  本发明涉及化合物及其在治疗或预防与炎症相关的疾病中的用途。
• IMMUNOMODULATORY COMPOUNDS
  申请人：University of Strathclyde

  公开号：EP2882727A1

  公开（公告）日：2015-06-17
• US9598386B2
  申请人：——

  公开号：US9598386B2

  公开（公告）日：2017-03-21
• Designing Anti-inflammatory Drugs from Parasitic Worms: A Synthetic Small Molecule Analogue of the <i>Acanthocheilonema viteae</i> Product ES-62 Prevents Development of Collagen-Induced Arthritis
  作者：Lamyaa Al-Riyami、Miguel A. Pineda、Justyna Rzepecka、Judith K. Huggan、Abedawn I. Khalaf、Colin J. Suckling、Fraser J. Scott、David T. Rodgers、Margaret M. Harnett、William Harnett

  DOI：10.1021/jm401251p

  日期：2013.12.27

  In spite of increasing evidence that parasitic worms may protect humans from developing allergic and autoimmune diseases and the continuing identification of defined helminth-derived immunomodulatory molecules, to date no new anti-inflammatory drugs have been developed from these organisms. We have approached this matter in a novel manner by synthesizing a library of drug-like small molecules based upon phosphorylcholine, the active moiety of the anti-inflammatory Acanthocheilonema viteae product, ES-62, which as an immunogenic protein is unsuitable for use as a drug. Following preliminary in vitro screening for inhibitory effects responses, a sulfone-containing phosphorylcholine analogue (11a) was selected for testing in collagen-induced arthritis (CIA). Testing revealed that 11a was as effective as ES-62 in protecting DBA/1 mice from developing CIA and mirrored its mechanism of action in downregulating the TLR/IL-1R transducer, MyD88. 11a is thus a novel prototype for anti-inflammatory drug development. on relevant macrophage cytokine an in vivo model of inflammation,