1-(2,3-dihydroxypropyl)thymine | 42891-26-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(2,3-dihydroxypropyl)thymine
• 英文别名: 1-(2',3'-Dihydroxypropyl)thymin；1-(2,3-dihydroxypropyl)-5-methylpyrimidine-2,4-dione
• CAS: 42891-26-9
• 化学式: C₈H₁₂N₂O₄
• 分子量: 200.194
• InChiKey: ICMFGTQEVBJAIG-UHFFFAOYSA-N

物化性质

• 密度：
  1.359±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  89.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,3-dihydroxypropyl)thymine 在 5% Rh-Al2O3 、 氢气 作用下， 以 水 为溶剂， 生成 1-(2',3'-dihydroxypropyl)-5,6-dihydrothymine
  参考文献：
  名称：

  Self-assembling of dihydroxypropyl 5,6-dihydrothymine derivatives

  摘要：

  (R, S)-1-(2',3'-Dibenzoyloxypropy1)-5,6-dihydrothymine (2) was synthesized from (R, S)-1-(2',3'-dihydroxypropy1)-5,6-dihydrothymine and its structure has been analyzed by X-ray diffraction, NMR and FTIR spectroscopic methods. The molecular structure and supramolecular assembling of 2 is compared with the structure of its dimesyloxypropyl analogue (1). Compound 1 crystallizes as cocrystal of two diastereoisomers, while 2 crystallizes as a racemic mixture. Main hydrogen-bonded motif in both compounds is dimer formed by pair of N H--.0() hydrogen bonds, which are further linked by C H--.0 hydrogen bonds. Phenyl rings of dibenzoyl-dihydropyrimidine moieties of 2 participate also in supramolecular aggregation via three C H it interactions. Hydrogen bonding as driving force of 2 self-assembly was proving by the NMR and FTIR spectroscopy. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.06.045
• 作为产物：
  描述：

  (+/-)-cis-2-phosphonomethyl-4-<(thymin-1-yl)methyl>-1,3-dioxolane 在 盐酸 作用下， 生成 1-(2,3-dihydroxypropyl)thymine
  参考文献：
  名称：

  Efimtseva, Ekaterina V.; Mikhailov, Sergey N.; Mashkov, Sergey, Journal of the Chemical Society. Perkin transactions I, 1995, # 11, p. 1409 - 1416

  摘要：

  DOI：

文献信息

• A convenient, high-yield synthesis of 1-substituted uracil and thymine derivatives
  作者：Dominik Rejman、Soňa Kovačková、Radek Pohl、Martin Dračínský、Pavel Fiedler、Ivan Rosenberg

  DOI：10.1016/j.tet.2009.08.019

  日期：2009.10

  1-substituted uracil and thymine derivatives have been developed. The aminolysis of 2- or 4-nitrophenyl 3-ethoxyacryloylcarbamate and 3-ethoxy-2-methylacryloylcarbamate with a variety of primary amino derivatives proceeded smoothly under very mild reaction conditions yielding almost quantitatively the 1,3-disubstituted urea derivatives. Their subsequent cyclization provided the 1-substituted uracil and thymine

  已经开发出用于合成1-取代的尿嘧啶和胸腺嘧啶衍生物的新型试剂。2-或4-硝基苯基3-乙氧基丙烯酰基氨基甲酸酯和3-乙氧基-2-甲基丙烯酰基氨基甲酸酯与多种伯氨基衍生物的氨解在非常温和的反应条件下顺利进行，几乎定量地产生了1,3-二取代的脲衍生物。他们随后的环化以几乎定量的产率提供了1-取代的尿嘧啶和胸腺嘧啶化合物。
• Monomeric diols, phosphate linked oligomers formed therefrom and processes for preparing
  申请人：——

  公开号：US20030065146A1

  公开（公告）日：2003-04-03

  Novel ethylene glycol compounds bearing various functional groups are used to prepare oligomeric structures. The ethylene glycol monomers can be joined via standard phosphate linkages including phosphodiester and phosphorothioate linkages. Useful functional groups include nucleobases as well as polar groups, hydrophobic groups, ionic groups, aromatic groups and/or groups that participate in hydrogen-bonding.

  新型乙二醇化合物带有各种功能基团，用于制备寡聚体结构。乙二醇单体可以通过标准的磷酸酯和磷酸硫酯键连接。有用的功能基团包括核苷碱以及极性基团，疏水基团，离子基团，芳香基团和/或参与氢键的基团。
• [EN] OLIGONUCLEOTIDE COMPOSITIONS AND METHODS THEREOF<br/>[FR] COMPOSITIONS D'OLIGONUCLÉOTIDES ET PROCÉDÉS ASSOCIÉS
  申请人：WAVE LIFE SCIENCES LTD

  公开号：WO2022099159A1

  公开（公告）日：2022-05-12

  Among other things, the present disclosure provides oligonucleotides and compositions thereof. In some embodiments, provided oligonucleotides and compositions are useful for adenosine modification. In some embodiments, the present disclosure provides methods for treating various conditions, disorders or diseases that can benefit from adenosine modification.

  除其他事项外，本公开提供寡核苷酸及其组合物。在某些实施例中，提供的寡核苷酸及其组合物对腺苷修饰有用。在某些实施例中，本公开提供了治疗各种需要腺苷修饰的疾病、疾病或病症的方法。
• Synthesis of Dioxolane Analogues of Dideoxynucleotides and Their Substrate Properties in DNA Synthesis Reactions
  作者：E. V. Efimtseva、S. N. Mikhailov、L. S. Victorova、T. A. Rosovskaya、R. Sh. Beabealashvilli

  DOI：10.1080/15257779508012459

  日期：1995.5.1

  Dioxolane derivatives of dNTP were prepared and their substrate properties were investigated in DNA synthesis reactions.
• Holy, Antonin; Rosenberg, Ivan; Dvorakova, Hana, Collection of Czechoslovak Chemical Communications, 1989, vol. 54, # 9, p. 2470 - 2501
  作者：Holy, Antonin、Rosenberg, Ivan、Dvorakova, Hana

  DOI：——

  日期：——