6-methyl-7-acetoxycoumarin | 53811-55-5

• 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: 6-methyl-7-acetoxycoumarin
• 英文别名: 7-acetoxy-6-methyl-coumarin；7-Acetoxy-6-methyl-cumarin；(6-methyl-2-oxochromen-7-yl) acetate
• CAS: 53811-55-5
• 化学式: C₁₂H₁₀O₄
• 分子量: 218.209
• InChiKey: AYHSRSLMDCLHKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-methyl-7-acetoxycoumarin 在 氢氧化钾 、 三氯化铝 、 sodium acetate 、 乙酸酐 、 potassium carbonate 、 sodium chloride 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 6.75h， 生成 6,4'-dimethylangelicin
  参考文献：
  名称：

  6-甲基Angelicins：治疗牛皮癣的一系列潜在的光化学治疗剂。

  摘要：

  通过从在6-位带有甲基的伞形酮开始的合成途径，已经避免了甲基补骨脂素作为合成的甲基Angelicins中不希望的引发剂的可能存在。新的6-甲基Angelicins对DNA具有高亲和力，在黑暗中形成分子复合物。UV-A辐照下的络合当归有效结合到大分子上，仅形成单加合物。新化合物通过抑制Ehrlich细胞上的DNA合成而表现出明显的抗增殖活性。但是，在各种化合物之间可以看到很大的差异。所有的化合物都缺乏皮肤红斑生成活性。根据致突变活性评估，一些新的6-甲基Angelicins证明不如用于比较的8-甲氧基补骨脂素（8-MOP）有效。基于抗增殖活性，缺乏皮肤光毒性和低致突变性，选择了两种化合物进行临床评估。经局部应用和UV-A照射对7名银屑病患者进行测试的化合物被证明比在相同条件下使用的8-MOP更有效。

  DOI：

  10.1021/jm00374a005
• 作为产物：
  描述：

  2,4-dihydroxy-5-methylbenzaldehyde 、 乙酸酐 在 sodium acetate 作用下， 生成 6-methyl-7-acetoxycoumarin
  参考文献：
  名称：

  406.美洲花椒皮的成分。第二部分 黄thy素

  摘要：

  DOI：

  10.1039/jr9360001828

文献信息

• Optically-Detectable Enzyme Substrates and Their Method of Use
  申请人：Life Technologies Corporation

  公开号：US20160139135A1

  公开（公告）日：2016-05-19

  The present invention relates to compounds that are substrates for an enzyme, and upon reaction with the enzyme provide a detectable response, such as an optically detectable response. In particular, the compounds have utility in detecting the presence of a β-lactamase in a sample. In addition to the compounds, methods are disclosed for analyzing a sample for the presence of a β-lactmase, for example, as an indicator of expression of a nucleic acid sequence including a sequence coding for a β-lactmase. Kits are disclosed that include the disclosed compounds and additional components, for example, cells, antibodies, a β-lactmase or instructions for using the components in an assay.

  本发明涉及一种酶底物化合物，与酶反应后产生可检测的响应，例如光学可检测的响应。具体而言，这些化合物在检测样品中β-内酰胺酶的存在方面具有实用性。除了这些化合物外，还公开了用于分析样品中β-内酰胺酶存在的方法，例如，作为表达包括编码β-内酰胺酶序列的核酸序列的指示器。还公开了包括这些化合物和额外组分的试剂盒，例如细胞、抗体、β-内酰胺酶或使用这些组分进行检测的说明书。
• Method of preparing photochemotherapic alkylangelicin compounds
  申请人：——

  公开号：US05179217A1

  公开（公告）日：1993-01-12

  The alkylangelicins according to the invention are obtained starting from an umbelliferone, in which the 6-position is already substituted by an alkyl group; in such a way the 7-allyloxy or 7-acyloxy umbelliferone intermediates can form by transposition of the allyl or acyl group only the 8-allyl and 8-acyl derivatives, and therefore the presence, even in traces, of psoralens is absolutely excluded in the subsequent synthetic steps. The 6-alkylangelicins thus obtained are particularly usable for the photochemotherapy of psoriasys and of other skin diseases characterized by cellular hyperproliferation, as well as for the photochemotherapy of vitiligo and of alopecia aerata.

  本发明中的烷基天使光素是从已经被烷基取代的香豆素开始制备的；这样，仅通过烯丙基或酰基基团的转位，就可以形成7-烯丙氧基或7-酰氧基香豆素中间体，进而形成8-烯丙基和8-酰基衍生物，因此，在随后的合成步骤中，即使是微量的光敏色素的存在也是绝对排除的。因此，这些6-烷基天使光素特别适用于银屑病和其他细胞增殖过度的皮肤疾病的光化学治疗，以及白癜风和斑秃的光化学治疗。
• Photochemotherapic method of treating psoriasis by using methylangelicin
  申请人：Consiglio Nazionale delle Ricerche

  公开号：US05001147A1

  公开（公告）日：1991-03-19

  The alkylangelicins according to the invention are obtained starting from an umbelliferone, in which the 6-position is already substituted by an alkyl group; in such a way the 7-allyloxy or 7-acyloxy umbelliferone intermediates can form by transposition of the allyl or acyl group only the 8-allyl and 8-acyl derivatives, and therefore the presence, even in traces, of psoralens is absolutely excluded in the subsequent synthetic steps. The 6-alkylangelicins thus obtained are particularly usable for the photochemotherapy of psoriasys and of other skin diseases characterized by cellular hyperproliferation, as well as for the photochemotherapy of vitiligo and of alopecia aerata.

  本发明中的烷基天使光素是从已经被烷基取代的香豆素开始制备的；这样，通过转位烯丙基或酰基基团，只能形成8-烯丙基和8-酰基衍生物，因此在随后的合成步骤中绝对排除了苯并三环素的存在，即使是微量。因此，所得的6-烷基天使光素特别适用于银屑病和其他细胞增殖性皮肤疾病的光化学治疗，以及白癜风和斑秃的光化学治疗。
• OPTICALLY-DETECTABLE ENZYME SUBSTRATES AND THEIR METHOD OF USE
  申请人：CORRY Schuyler Boon

  公开号：US20090047692A1

  公开（公告）日：2009-02-19

  The present invention relates to compounds that are substrates for an enzyme, and upon reaction with the enzyme provide a detectable response, such as an optically detectable response. In particular, the compounds have utility in detecting the presence of a β-lactamase in a sample. In addition to the compounds, methods are disclosed for analyzing a sample for the presence of a β-lactmase, for example, as an indicator of expression of a nucleic acid sequence including a sequence coding for a β-lactmase. Kits are disclosed that include the disclosed compounds and additional components, for example, cells, antibodies, a β-lactmase or instructions for using the components in an assay.

  本发明涉及一种酶底物化合物，经过与该酶的反应后提供可检测的响应，例如光学可检测响应。特别是，这些化合物在检测样品中β-内酰胺酶的存在方面具有实用性。除了这些化合物，还揭示了一种分析样品中β-内酰胺酶存在的方法，例如，作为包括编码β-内酰胺酶的核酸序列的表达的指示器。还揭示了包括上述化合物和其他组分的试剂盒，例如细胞、抗体、β-内酰胺酶或使用这些组分进行检测的说明。
• Sharma, B. R.; Sharma, Perveen, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 1, p. 85 - 86
  作者：Sharma, B. R.、Sharma, Perveen

  DOI：——

  日期：——