N-[2-(phenylsulfonyl)ethyl]propan-1-amine | 1247689-43-5

• 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: N-[2-(phenylsulfonyl)ethyl]propan-1-amine
• 英文别名: N-[2-(benzenesulfonyl)ethyl]propan-1-amine
• CAS: 1247689-43-5
• 化学式: C₁₁H₁₇NO₂S
• mdl: MFCD17241554
• 分子量: 227.327
• InChiKey: IFFJZHIHFZNIEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  正丙胺 、 苯基乙烯基砜 以 二氯甲烷 为溶剂， 以100%的产率得到N-[2-(phenylsulfonyl)ethyl]propan-1-amine
  参考文献：
  名称：

  Designing Anti-inflammatory Drugs from Parasitic Worms: A Synthetic Small Molecule Analogue of the Acanthocheilonema viteae Product ES-62 Prevents Development of Collagen-Induced Arthritis

  摘要：

  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,

  DOI：

  10.1021/jm401251p

文献信息

• N-ACYLSULFONAMIDE APOPTOSIS PROMOTERS
  申请人：ABBOTT LABORATORIES

  公开号：EP1685119A1

  公开（公告）日：2006-08-02
• ARYLSULFONAMIDE COMPOUNDS, COMPOSITIONS AND METHODS OF USE
  申请人：Genentech, Inc.

  公开号：EP2279174A2

  公开（公告）日：2011-02-02
• US4597902A
  申请人：——

  公开号：US4597902A

  公开（公告）日：1986-07-01
• US4724235A
  申请人：——

  公开号：US4724235A

  公开（公告）日：1988-02-09
• [EN] N-ACYLSULFONAMIDE APOPTOSIS PROMOTERS<br/>[FR] PROMOTEURS DE L'APOPTOSE CONTENANT N-ACYLSULFONAMIDE
  申请人：ABBOTT LAB

  公开号：WO2005049594A1

  公开（公告）日：2005-06-02

  Disclosed are N-acylsulfonamide compounds which inhibit the activity of anti-apoptotic protein family members, compositions containing the compounds and uses of the compounds for preparing medicaments for treating diseases during which occurs expression of one or more than one anti-apoptotic protein family member.