甲基钙黄绿素 | 54696-41-2

• 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
• 中文名称: 甲基钙黄绿素
• 英文名称: 4-methyl-8-(carboxymethyl-N-methyl)aminomethyl umbelliferrone
• 英文别名: Methylcalcein Blue；MCB；2-[(7-Hydroxy-4-methyl-2-oxochromen-8-yl)methyl-methylazaniumyl]acetate
• CAS: 54696-41-2
• 化学式: C₁₄H₁₅NO₅
• 分子量: 277.277
• InChiKey: MGGUJKYUDQUTSV-UHFFFAOYSA-N

物化性质

• 熔点：
  180 °C (dec.)(lit.)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2932209090

反应信息

• 作为反应物：
  描述：

  copper(II) choride dihydrate 、 甲基钙黄绿素 在 sodium hydroxide 作用下， 以 sodium hydroxide 为溶剂， 生成 [Cu(Methyl Calcein Blue)](2+)
  参考文献：
  名称：

  利用金属-染料复合物的动态组合库检测肽激素：时间分辨测量的优势†

  摘要：

  金属-染料配合物的动态组合库是通过使染料甲基钙黄绿素蓝，Arsenazo I和 二甲苯酚橙用CuCl 2和NiCl 2。加入肽激素后，混合物会产生特征性的UV-Vis反应血管紧张素 我和 血管紧张素II。这样可以从混合物中区分出纯的肽激素样品。在库的平衡过程中执行几次UV / Vis测量时，传感器的辨别能力得到了增强。

  DOI：

  10.1039/b912400d
• 作为产物：
  描述：

  聚合甲醛 、 羟甲香豆素 、 肌氨酸 以 乙醇 为溶剂， 以58%的产率得到甲基钙黄绿素
  参考文献：
  名称：

  Activity of Mannich bases of 7-hydroxycoumarin against Flaviviridae

  摘要：

  Some Mannich bases of 7-hydroxycoumarin (2) and their simple derivatives (3 and 4) were prepared and tested against viruses containing single-stranded, positive-sense RNA genomes (ssRNA(+)). This study was directed toward Flaviviridae and, in particular, HCV surrogate viruses (BVDV, YFV). The 7-hydroxy derivatives 2 were generally devoid of activity, but when position 7 was propylated, the resulting 7-propyloxy derivatives 3 were in some cases endowed with an interesting activity against BVDV. The formation of 7-benzoyl derivatives 4 gave compounds generally lacking in activity against Flaviviridae, whereas the appearance of activity against RSV has been observed. Also some unsymmetrical methylene derivatives 5-7 (namely coumarins bridged to chromones or indoles) were found moderately active in antiviral tests. Derivatives 3 were submitted to a molecular modeling study using DNA polymerase of HCV as a target. The good correlation between calculated molecular modeling IC50 and experimental EC50 indicates that DNA polymerase is potentially involved in the inhibition of surrogate HCV viruses. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.045

文献信息

• Kinetics and mechanism of complex formation reaction of iron(III) with 4-methyl-8-(carboxymetahyl_aminomethyl umbelliferrone and related ligands: role of substituent groups on nitrogen donor atoms on the reaction
  作者：Hiroto Yoshida、Tomohiro Ozawa、Koichiro Jitsukawa、Hisahiko Einaga

  DOI：10.1016/s0277-5387(00)84322-3

  日期：1993.6

  donations of the amino nitrogen and carboxylato oxygen(s) to form a mono_terdentato- and tetradentato)iron(III) complex was deduced as the reaction mechanism. The possibility of changing the thermodynamic stability with no variation in the reaction mechanism by the introduction of substituent groups on the amino nitrogen of 1 is suggested.

  摘要研究了4-甲基-8-（羧甲基）氨基甲基伞形酮（1，H2mug）及其N-甲基（2，H2mugm）和N-羧甲基（3，H3muia）衍生物的铁（III）配合物的形成。在25°C下在硝酸钠水溶液（0.10 mol dm-3）中进行分光光度法。1：1（金属：配体）络合物对于所有三个配体唯一形成，表明配位配体和配位配体之间存在空间干扰。稳定常数[logβ11/（mol-1 dm3（]）对于4 [Fe（mugm +）]为15.74±0.20，对于5 [Fe（mugm +）]为15.69±0.20，对于6 [Fe为18.67±0.20复合物的形成反应是通过Fe3 +和Fe（OH）2+的两个平行途径进行的，双质子化配体分别为1、2和3；酚基氧的缓慢配位，然后推导了氨基氮和羧基氧的快速捐赠形成单叔齿和四齿铁（III）配合物作为反应机理。建议通过在1的氨基氮上引入取代基来改变热力学稳定性而不改变反应机理的可能性。
• Activity of Mannich bases of 7-hydroxycoumarin against Flaviviridae
  作者：Mauro Mazzei、Erika Nieddu、Mariangela Miele、Alessandro Balbi、Marco Ferrone、Maurizio Fermeglia、Marco T. Mazzei、Sabrina Pricl、Paolo La Colla、Fabio Marongiu、Cristina Ibba、Roberta Loddo

  DOI：10.1016/j.bmc.2007.11.045

  日期：2008.3

  Some Mannich bases of 7-hydroxycoumarin (2) and their simple derivatives (3 and 4) were prepared and tested against viruses containing single-stranded, positive-sense RNA genomes (ssRNA(+)). This study was directed toward Flaviviridae and, in particular, HCV surrogate viruses (BVDV, YFV). The 7-hydroxy derivatives 2 were generally devoid of activity, but when position 7 was propylated, the resulting 7-propyloxy derivatives 3 were in some cases endowed with an interesting activity against BVDV. The formation of 7-benzoyl derivatives 4 gave compounds generally lacking in activity against Flaviviridae, whereas the appearance of activity against RSV has been observed. Also some unsymmetrical methylene derivatives 5-7 (namely coumarins bridged to chromones or indoles) were found moderately active in antiviral tests. Derivatives 3 were submitted to a molecular modeling study using DNA polymerase of HCV as a target. The good correlation between calculated molecular modeling IC50 and experimental EC50 indicates that DNA polymerase is potentially involved in the inhibition of surrogate HCV viruses. (C) 2007 Elsevier Ltd. All rights reserved.
• Sensing of peptide hormones with dynamic combinatorial libraries of metal–dye complexes: the advantage of time-resolved measurements
  作者：Friederike Zaubitzer、Thomas Riis-Johannessen、Kay Severin

  DOI：10.1039/b912400d

  日期：——

  A dynamic combinatorial library of metal–dye complexes was obtained by reacting aqueous solutions of the dyes Methyl Calcein Blue, Arsenazo I, and Xylenol Orange with CuCl2 and NiCl2. The mixture gave a characteristic UV-Vis response upon addition of the peptide hormones angiotensin I and angiotensin II. This allowed distinguishing pure samples of peptide hormones from mixtures. The discriminatory

  金属-染料配合物的动态组合库是通过使染料甲基钙黄绿素蓝，Arsenazo I和 二甲苯酚橙用CuCl 2和NiCl 2。加入肽激素后，混合物会产生特征性的UV-Vis反应血管紧张素 我和 血管紧张素II。这样可以从混合物中区分出纯的肽激素样品。在库的平衡过程中执行几次UV / Vis测量时，传感器的辨别能力得到了增强。

表征谱图