2-(fluoresceinylamino)-4,6-dichloro-s-triazine | 87137-43-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(fluoresceinylamino)-4,6-dichloro-s-triazine
• 英文别名: 5-(4,6-Dichloro-s-triazin-2-ylamino)fluorescein hydrochloride；5-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid;hydrochloride
• CAS: 87137-43-7
• 化学式: C₂₃H₁₂Cl₂N₄O₅*ClH
• 分子量: 531.739
• InChiKey: CEKSHCAIHGNWBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  muramyl dipeptide 、 2-(fluoresceinylamino)-4,6-dichloro-s-triazine 在 sodium carbonate 作用下， 以 丙酮 为溶剂， 反应 6.0h， 以46.9%的产率得到
  参考文献：
  名称：

  Synthesis of a biologically active fluorescent muramyl dipeptide congener

  摘要：

  A fluorescent-labeled muramyl dipeptide (MDP) has been prepared to probe immunoadjuvant cellular interactions. N-Acetylmuramyl-L-alanyl-D-isoglutamine (1) was synthesized in improved yield and reacted with 2-(fluoresceinylamino)-4,6-dichloro-s-triazine (DTAF, 2) to give the fluorescent adduct DTAF-MDP (3), attached through the 6-position of the sugar moiety. Adjuvant activity was assessed by using two different in vitro assays, macrophage spreading, and inhibition of macrophage migration. Both assays indicated that the apparent adjuvant activity of 3 is comparable to that of 1.

  DOI：

  10.1021/jm00366a014

文献信息

• Synthesis of a biologically active fluorescent muramyl dipeptide congener
  作者：C. K. Hiebert、W. C. Kopp、H. B. Richerson、C. F. Barfknecht

  DOI：10.1021/jm00366a014

  日期：1983.12

  A fluorescent-labeled muramyl dipeptide (MDP) has been prepared to probe immunoadjuvant cellular interactions. N-Acetylmuramyl-L-alanyl-D-isoglutamine (1) was synthesized in improved yield and reacted with 2-(fluoresceinylamino)-4,6-dichloro-s-triazine (DTAF, 2) to give the fluorescent adduct DTAF-MDP (3), attached through the 6-position of the sugar moiety. Adjuvant activity was assessed by using two different in vitro assays, macrophage spreading, and inhibition of macrophage migration. Both assays indicated that the apparent adjuvant activity of 3 is comparable to that of 1.