8-(1-hydroxyethyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione | 61639-76-7

• 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: 8-(1-hydroxyethyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
• 英文别名: 8-(1-hydroxyethyl)-theophylline；8-(1-hydroxy-ethyl)-1,3-dimethyl-3,7(9)-dihydro-purine-2,6-dione；8-(1-hydroxy-ethyl)-1,3-dimethyl-3,7-dihydro-purine-2,6-dione；8-(1-Hydroxy-aethyl)-1,3-dimethyl-3,7-dihydro-purin-2,6-dion；8-(1-hydroxyethyl)-1,3-dimethyl-7H-purine-2,6-dione
• CAS: 61639-76-7
• 化学式: C₉H₁₂N₄O₃
• 分子量: 224.219
• InChiKey: XXAKXZGZAVVMFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  89.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-(1-hydroxyethyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione 在 chromium(VI) oxide 、 sodium hydroxide 、 aluminum isopropoxide 、 溶剂黄146 、 异丙醇 作用下， 生成 8-(1-hydroxyethyl)3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione
  参考文献：
  名称：

  [嘌呤衍生物的基本取代。一世]。

  摘要：

  DOI：

  10.1002/ardp.19562890902
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 8-(1-hydroxyethyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
  参考文献：
  名称：

  [嘌呤衍生物的基本取代。一世]。

  摘要：

  DOI：

  10.1002/ardp.19562890902

文献信息

• Microwave-assisted modified synthesis of C8-analogues of naturally occurring methylxanthines: Synthesis, biological evaluation and their practical applications
  作者：Bharti Rajesh Kumar Shyamlal、Manas Mathur、Dharmendra K. Yadav、Sandeep Chaudhary

  DOI：10.1016/j.fitote.2020.104533

  日期：2020.6

  An efficient, microwave-assisted, oxidant-interceded, transition-metal-free, cross-dehydrogenative Csp2-Csp3 coupling of C8-Caffeine 2/Theobromine 3/theophylline 4 with substituted aliphatic alcohols 11a-lvia CH bond activation for the preparation of series of substituted C8-(hydroxymethyl) Caffeine 12a-l/theobromine 13a-c/theophylline 14a-b has been developed using microwave irradiation upto 98% yield

  C8-咖啡因2 /可可碱3 /茶碱4与取代的脂肪族醇11a-lvia CH键活化的高效，微波辅助，无氧化剂交叉，无过渡金属的交叉脱氢Csp2-Csp3偶联，用于制备系列使用微波辐射已开发出可替代的C 8-（羟甲基）咖啡因12a-1 /可可碱13a-c /茶碱14a-b，其产率高达98％。该反应在叔丁基过氧化氢（TBHP）的存在下，在溶剂分解条件下于120°C进行20分钟，以良好至极好的收率，反应生成相应的取代的C8-（羟甲基）-甲基黄嘌呤衍生物。良好的底物范围，对照实验，克级合成和实用的合成转化进一步凸显了该方法的实用性。这些C8-（羟甲基）咖啡因12a-1
• Photochemistry of purine systems, part III Photoreactions of theophylline with alcohols in the presence of aliphatic ketones
  作者：Aleksander Erndt、Andrzej Kostuch、Andrzej Para、Maciej Fiedorowicz

  DOI：10.1007/bf00798809

  日期：1984.3
• Basic derivatives of mono- and dimethyl xanthines, and a process of making same
  申请人：KNOLL AG

  公开号：US02879271A1

  公开（公告）日：1959-03-24
• Benzophenone-Photosensitized Reactions of Xanthinic Compounds. A Mechanistic Study
  作者：Daniel H. Murgida、Pedro F. Aramendía、Rosa Erra-Balsells

  DOI：10.1111/j.1751-1097.1998.tb09444.x

  日期：1998.5

  Photosensitized reaction of xanthinic compounds (XH) as caffeine (CF), theobromine (TB) and theophylline (TF) by benzophenone (BZ) in ethanol solution was investigated. In the three cases four main reaction products (benzopinacol; diphenylcarbinol; 1,1-diphenyl-1,2-propanediol and 8-[1-(1-hydroxyethyl)] xanthine) were identified and then characterized by melting point, H-1 NMR, C-13 NMR and mass spectrometry. The quenching of triplet BZ by the three XH was detected and a thorough kinetic analysis was performed. Caffeine produces mainly physical quenching, while TF reacts by N-H hydrogen abstraction. For TB both mechanisms are operative. Heats of reactions were calculated for chosen reactive steps of the mechanism by the PM3 method. They provide additional support to the proposed reaction scheme. We demonstrate that the mechanism leading to XP formation does not proceed through the X . radical directly obtained by H abstraction. An alternative reaction path through an intermediate radical originated on the addition of ethanol radical to XH is proposed. Redox potentials for the oxidation of XH were estimated by cyclic voltametry and by using the Rehm-Weller equation the redox quenching of triplet BZ by XH was discarded.
• DE1001727
  申请人：——

  公开号：——

  公开（公告）日：——