4-氨基-6-甲基-7(1H)-蝶啶酮 | 31992-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 中文名称: 4-氨基-6-甲基-7(1H)-蝶啶酮
• 英文名称: 4-amino-6-methylpteridine-7(8H)-one
• 英文别名: 4-amino-6-methyl-7(8H)-pteridone；4-amino-6-methyl-8H-pteridin-7-one；4-Amino-6-methyl-8H-pteridin-7-on；4-Amino-7-oxo-6-methyl-dihydropteridin；4-amino-6-methyl-8H-pteridin-7-one
• CAS: 31992-21-9
• 化学式: C₇H₇N₅O
• mdl: MFCD18836335
• 分子量: 177.165
• InChiKey: UXVDAJUSQHVUFV-UHFFFAOYSA-N

物化性质

• 熔点：
  >360 °C (decomp)(Solv: N,N-dimethylformamide (68-12-2); water (7732-18-5))
• 密度：
  1.76±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  93.3
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-氨基-6-甲基-7(1H)-蝶啶酮 、 1,2,3-tri-O-acetyl-α,β-D-ribofuranose-5-[phenylbis(isoamyl-L-aspartyl)]phosphate 在 硫酸氢铵 、 六甲基二硅氮烷 、 四氯化锡 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 7.0h， 以76%的产率得到1-(4-amino-6-methyl-7-oxopteridin-1-yl)-2',3'-di-O-acetyl-β-D-ribofuranose-5-[phenylbis(isoamyl-L-aspartyl)]phosphate
  参考文献：
  名称：

  Synthesis of a Nucleobase-Modified ProTide Library

  摘要：

  A new method for the construction of (aryloxy)phosphoramidate nucleoside prodrugs is presented. An (aryloxy)phosphoramidate ribose derivative as key building block was used for coupling with a number of nucleobases under Vorbruggen reaction conditions yielding the protected ProTides in excellent yields. Selective hydrolysis of the acetoxy groups on the sugar moiety afforded a series of the desired ProTides. The advantage of this approach, when compared to classical procedures, is the greater flexibility for achieving structural variety of the nucleobase moiety.

  DOI：

  10.1021/acs.orglett.6b02764
• 作为产物：
  描述：

  4-amino-6-ethoxycarbonylmethyl-7(8H)-pteridone 在 盐酸 作用下， 以 水 为溶剂， 反应 5.0h， 以64%的产率得到4-氨基-6-甲基-7(1H)-蝶啶酮
  参考文献：
  名称：

  核苷部分 LXVI I[1]：4-氨基-7(8H)蝶啶酮-N8-核苷的合成——腺苷的结构类似物

  摘要：

  各种 4-氨基-7(8H) 蝶啶酮 (6, 12, 14, 15, 20, 22) 已被 1-氯-2'-脱氧-D-呋喃核糖衍生物 (25, 26) 糖基化，应用新的 DBU-盐法形成 N8-2'-脱氧-D-呋喃核糖苷 (27-36)，可视为 2'-脱氧腺苷类似物。2-N,N-二甲基-氨基-亚甲基亚氨基-7（8H）蝶啶酮（43-48）类似地反应，优先得到相应的 N8-β-D-端基异构体（49-55）。1-溴-2,3,5-三-O-苯甲酰基-aD-呋喃核糖 (56) 的核糖基化也与 6、12、15、45 和 46 一起进行，得到 N8-β-D-呋喃核糖苷 57– 61. 糖脱保护分别导致游离的 N8-2'-deoxy-ß-D-ribofuranosides 37-42 和 N8-ß-D-ribofurano-sides 62-65。在 Vorbrüggen 条件下通过甲硅烷基方法进行的糖基化与 6、12

  DOI：

  10.1080/15257770903054241

文献信息

• Pteridine nucleotide analogs
  申请人：The United States of America as represented by the Secretary of the Department of Health and Human Services

  公开号：US06716971B1

  公开（公告）日：2004-04-06

  The invention provides pteridine nucleotides of formula (I) which are highly fluorescent and which can be used in the chemical synthesis of fluorescent oligonucleotide. The invention further provides for fluorescent oligonucleotide comprising one or more pteridine nucleotides. In addition the invention provides for pteridine nucleotide triphosphates which may be used as the constituent monomers in DNA amplification procedures. The pteridine nucleotides are more stable and possess higher quantum yields than structurally similar pteridine nucleotides.

  本发明提供式(I)的黄嘌呤核苷酸，其高度荧光，并可用于荧光寡核苷酸的化学合成。本发明还提供包含一个或多个黄嘌呤核苷酸的荧光寡核苷酸。此外，本发明提供可用作DNA扩增程序中组成单体的黄嘌呤核苷酸三磷酸盐。与结构相似的黄嘌呤核苷酸相比，这些黄嘌呤核苷酸更稳定且具有更高的量子产率。
• PTERIDINE NUCLEOTIDE ANALOGS
  申请人：THE GOVERNMENT OF THE UNITED STATES OF AMERICA as represented by the Secretary of the Department of Health and Human Services

  公开号：EP1112281B1

  公开（公告）日：2005-11-23
• Hybrid energy transfer for nucleic acid detection
  申请人：Reich O. Norbert

  公开号：US20070238096A1

  公开（公告）日：2007-10-11

  Assays using enzymatic degradation of RNA/DNA heteroduplexes are provided for the detection of target nucleic acid molecules. Such enzymatic degradation may be obtained by enzymes including RNaseH. Exemplary methods include Probe Trapping (PT), Hybrid Energy Transfer (HET), and Fluorescent Probe Degradation (FPD). The assays make use of an RNA or chimeric RNA/DNA probe which recognizes a target DNA sequence and forms an RNA/DNA heteroduplex that is the substrate for the enzyme RNaseH which degrades the RNA portion of the probe. Degraded probe fragments diffuse away from the DNA target leading to a detectable signal and allowing the DNA target to hybridize to another probe. Probe degradation is cycled over time. The assays disclosed herein are suitable for use in detecting DNA sequences and could be used in a medical diagnostic.
• US6716971B1
  申请人：——

  公开号：US6716971B1

  公开（公告）日：2004-04-06
• [EN] PTERIDINE NUCLEOTIDE ANALOGS<br/>[FR] ANALOGUES DE NUCLEOTIDES DE PTERIDINE
  申请人：US HEALTH

  公开号：WO2000014101A1

  公开（公告）日：2000-03-16

  The invention provides pteridine nucleotides of formula (I) which are highly fluorescent and which can be used in the chemical synthesis of fluorescent oligonucleotide. The invention further provides for fluorescent oligonucleotide comprising one or more pteridine nucleotides. In addition the invention provides for pteridine nucleotide triphosphates which may be used as the constituent monomers in DNA amplification procedures. The pteridine nucleotides are more stable and possess higher quantum yields than structurally similar pteridine nucleotides.