6-(2-methyl-1-propoxy)-9H-purine | 220252-43-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 6-(2-methyl-1-propoxy)-9H-purine
• 英文别名: 6-isobutoxypurine；6-(2-methylpropoxy)-7H-purine
• CAS: 220252-43-7
• 化学式: C₉H₁₂N₄O
• 分子量: 192.22
• InChiKey: KUUPECVTRHIEOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  63.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(2-methyl-1-propoxy)-9H-purine 在 氢氧化钾 、 sodium methylate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 0.83h， 生成 7-(2-deoxy-β-D-erythro-pentofuranosyl)-6-isobutoxy-7H-purine
  参考文献：
  名称：

  N7-DNA: Base-Pairing Properties ofN7-(2′-Deoxy-β-D-erythro-pentofuranosyl)-Substituted Adenine, Hypoxanthine, and Guanine in Duplexes with Parallel Chain Orientation

  摘要：

  DOI：

  10.1002/(sici)1522-2675(19981216)81:12<2244::aid-hlca2244>3.0.co;2-i
• 作为产物：
  描述：

  异丁醇 、 6-氯嘌呤 在 sodium isobutoxide 作用下， 反应 18.0h， 以75%的产率得到6-(2-methyl-1-propoxy)-9H-purine
  参考文献：
  名称：

  N7-DNA: Base-Pairing Properties ofN7-(2′-Deoxy-β-D-erythro-pentofuranosyl)-Substituted Adenine, Hypoxanthine, and Guanine in Duplexes with Parallel Chain Orientation

  摘要：

  DOI：

  10.1002/(sici)1522-2675(19981216)81:12<2244::aid-hlca2244>3.0.co;2-i

文献信息

• INFRARED DYE FOR SILVER HALIDE-BASED PHOTOGRAPHIC ELEMENTS
  申请人：Zengerle Paul L.

  公开号：US20090234131A1

  公开（公告）日：2009-09-17

  A non-infrared sensitized low silver photographic element with a non-light sensitive layer, preferably an antihalation layer, containing a diphenylaminocyclopentene heptacyanine benzothiazolium infrared dye where the benzothiazolium groups have electron-withdrawing substituents on the phenyl ring and solubilzed alkyl groups on the nitrogen. The infrared dye can be present as a liquid-crystalline dispersion. This class of infrared dyes form J-aggregrated species in a liquid-crystalline or a solid particle dispersion with high IR density and low visible absorbance.

  一种非红外敏化低银光感光元件，具有非光敏感层，最好是一种含有二苯胺环戊烯七氰基苯并噻唑离子红外染料的抗光散层，其中苯并噻唑离子基团在苯环上具有电子吸引取代基，氮原子上具有可溶性烷基基团。红外染料可以以液晶分散形式存在。这类红外染料在液晶或固体颗粒分散体系中形成J-聚集物种，具有高红外密度和低可见吸收率。
• Novel 6-alkoxypurine 2',3'-dideoxynucleosides as inhibitors of the cytopathic effect of the human immunodeficiency virus
  作者：Charlene L. Burns、Marty H. St. Clair、Lloyd W. Frick、Thomas Spector、Devron R. Averett、Michael L. English、Timothy J. Holmes、Thomas A. Krenitsky、George W. Koszalka

  DOI：10.1021/jm00055a009

  日期：1993.2

  Twenty-one 6-alkoxypurine 2',3'-dideoxynucleosides were enzymatically synthesized with nucleoside phosphorylases purified from E. coli. Eighteen analogs exhibited anti-HIV-1 activity in MT4 cells. Two analogs,6-(hexyloxy)-(17) and 6-(heptyloxy)-(18) purine 2',3'-dideoxynucleoside, were as potent as 2',3'-dideoxyinosine (ddI, didanosine, Videx). Although the antiviral activities of 17 and 18 were equivalent, 18 was more cytotoxic. Analogs containing less than four carbons in the 6-alkoxypurine substituent exhibited weak anti-HIV-1 activity. Analogs containing more than seven carbons in the 6-alkoxypurine substituent were too cytotoxic to be effectively evaluated for antiviral activity. Several 6-alkoxypurine 2',3'-dideoxynucleosides were evaluated for substrate activity with calf intestinal adenosine deaminase (ADA). Increasing the carbon chain length of the 6-alkoxypurine substituent decreased the rate of dealkoxylation. The best substrate in this series was 6-methoxypurine 2',3'-dideoxynucleoside (1); however, the rate of dealkoxylation of 100 muM 1 was 0.17 % of the rate of deamination of 100 muM 2',3'-dideoxyadenosine. Compound 17, the most potent anti-HIV-1 analog, was not a substrate for ADA. EHNA (erythro-9-(2-hydroxy-3-nonyl) adenine), a potent inhibitor of ADA, had little effect on the antiviral activities of 17 and ddI. In contrast, coformycin, a potent inhibitor of both ADA and AMP deaminase, dramatically decreased the antiviral activity of 17, but not the antiviral activity of ddI. Thus, AMP deaminase appeared to be involved in the anabolism of 17. The pharmacokinetic profile of 17, the most promising analog in this series, was determined in the rat. At least seventeen metabolites of 17, including ddI, were detected in plasma samples. This analog also had poor oral bioavailability.