(5-chloroquinol-8-yl)dichlorophosphate | 300768-82-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (5-chloroquinol-8-yl)dichlorophosphate
• CAS: 300768-82-5
• 化学式: C₉H₅Cl₃NO₂P
• 分子量: 296.477
• InChiKey: SKVXFMMXTYJFKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.19
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (5-chloroquinol-8-yl)dichlorophosphate 在 三正丁胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.17h， 生成
  参考文献：
  名称：

  Chemical Route to the Capped RNAs

  摘要：

  Eukaryotic and viral messenger RNAs contain a CAP structure that plays an important role in the initiation of translation and several other cellular processes that involve mRNAs. In this paper, we report a convenient chemical approach to the preparation of milligram quantities of short, capped RNA oligonucleotides, which overcomes some of the limitations of previous approaches. The method is based on the use of a reactive precursor, m(7)GppQ [P-1-7-methylguanosine-5'-O-yl, p(2)-O-8-(5-chloroquinolyl) pyrophosphate]. The precursor reacts smoothly with 5'-phosphorylated unprotected short RNA in the presence of CuCl2 in organic media. The feasibility of this approach was demonstrated by the synthesis of the capped pentaribonucleotide m(7)GpppGpApCpU. The synthesized capped oligonucleotide was isolated and purified by reverse phase and ion exchange HPLC with a final yield of 37%. The structure of the m(7)GpppGpApCpU was confirmed by P-31 NMR, mass-spectrometry and enzymatic hydrolysis.

  DOI：

  10.1081/ncn-200031492
• 作为产物：
  描述：

  5-氯-8-羟基喹啉 在 吡啶 、 三氯氧磷 作用下， 反应 5.0h， 生成 (5-chloroquinol-8-yl)dichlorophosphate
  参考文献：
  名称：

  Chemical Route to the Capped RNAs

  摘要：

  Eukaryotic and viral messenger RNAs contain a CAP structure that plays an important role in the initiation of translation and several other cellular processes that involve mRNAs. In this paper, we report a convenient chemical approach to the preparation of milligram quantities of short, capped RNA oligonucleotides, which overcomes some of the limitations of previous approaches. The method is based on the use of a reactive precursor, m(7)GppQ [P-1-7-methylguanosine-5'-O-yl, p(2)-O-8-(5-chloroquinolyl) pyrophosphate]. The precursor reacts smoothly with 5'-phosphorylated unprotected short RNA in the presence of CuCl2 in organic media. The feasibility of this approach was demonstrated by the synthesis of the capped pentaribonucleotide m(7)GpppGpApCpU. The synthesized capped oligonucleotide was isolated and purified by reverse phase and ion exchange HPLC with a final yield of 37%. The structure of the m(7)GpppGpApCpU was confirmed by P-31 NMR, mass-spectrometry and enzymatic hydrolysis.

  DOI：

  10.1081/ncn-200031492

文献信息

• ISOQUINO[2,1-<i>c</i>][1,3,2] BENZODIAZAPHOSPHORINE DERIVATIVES: NEW POTENTIAL AGENTS FOR CANCER CHEMOTHERAPY
  作者：E.O. John Bull、M. S. R. Naidu

  DOI：10.1080/10426500008045223

  日期：2000.7

  relationships were indicated for antitumor activity in this screen. An aziridinyl substituted derivative, bis-(2-chloroethyl)amino substitution (3) also exhibited significant activity against the growth of P-388 lymphocytic Leukemia cells in male BDF, mice (% T/C = 147; % T/C > 125 is considered significant). The reference for activity comparison is cyclophosphamide or cytoxan i.e. [bis(2-chloroethyl)aino]-5

  摘要 合成了 2-chloro-5,8,9,13b-四氢-5-methyl-6H-Isoquino[2,1-GI[1,3,2]benzodiazaphosphorine 6-oxides及其硫化物的三种衍生物。评估其抗肿瘤特性的目的。发现 21 种化合物中的 3 种在艾氏腹水癌筛查中具有显着活性（抑制肿瘤生长 > 80%）。在该筛选中显示了抗肿瘤活性的几种构效关系。氮丙啶基取代衍生物，双-（2-氯乙基）氨基取代 (3) 也表现出显着的抑制 P-388 淋巴细胞白血病细胞在雄性 BDF、小鼠中的生长的活性（% T/C = 147；% T/C > 125被认为是重要的）。活性比较的参考是环磷酰胺或环磷酰胺，即[双（2-氯乙基）氨基]-5,6-二氢-2H-1,3，