(7-methoxy-2-oxo-2H-chromen-4-yl)methanaminium chloride | 98317-62-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: (7-methoxy-2-oxo-2H-chromen-4-yl)methanaminium chloride
• 英文别名: 7-methoxy-4-(aminomethyl)coumarin hydrochloride；4-(Aminomethyl)-7-methoxychromen-2-one;hydrochloride
• CAS: 98317-62-5
• 化学式: C₁₁H₁₁NO₃*ClH
• 分子量: 241.674
• InChiKey: OEAJLGMHSGEGGW-UHFFFAOYSA-N

物化性质

• 熔点：
  228 °C (decomp)

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  61.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氯乙烷磺酰氯 、 (7-methoxy-2-oxo-2H-chromen-4-yl)methanaminium chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以44%的产率得到N-[(7-methoxy-2-oxo-2H-chromen-4-yl)methyl]ethylenesulfonamide
  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
• 作为产物：
  描述：

  1-[(7-methoxy-2-oxo-2H-chromen-4-yl)methyl]-3,5,7-triaza-1-azoniatricyclo[3.3.1.1³,⁷]decane bromide 在 盐酸 作用下， 以 水 为溶剂， 反应 2.5h， 以95%的产率得到(7-methoxy-2-oxo-2H-chromen-4-yl)methanaminium chloride
  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

• Hanmantgad, Hrikant S.; Kulkarni, Manohar V.; Patil, Vemanna D., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 459 - 461
  作者：Hanmantgad, Hrikant S.、Kulkarni, Manohar V.、Patil, Vemanna D.

  DOI：——

  日期：——
• HANMANTGAD, SHRIKANT, S.;KULKARNI, MANOHAR, V.;PATIL, VEMANNA, D., INDIAN J. CHEM., 1985, 24, N 4, 459-461
  作者：HANMANTGAD, SHRIKANT, S.、KULKARNI, MANOHAR, V.、PATIL, VEMANNA, D.

  DOI：——

  日期：——