四氢呋喃钠 | 59137-52-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 中文名称: 四氢呋喃钠
• 英文名称: sodium tetrahydrofurfuroxide
• 英文别名: Sodium;oxolan-2-ylmethanolate
• CAS: 59137-52-9
• 化学式: C₅H₉O₂*Na
• 分子量: 124.115
• InChiKey: AUYNDTXTKBNGSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.47
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  四氢呋喃钠 、 2,4-二氯-5-氟嘧啶 以 various solvent(s) 为溶剂， 反应 3.0h， 生成 5-fluoro-2,4-bis(oxolan-2-ylmethoxy)pyrimidine
  参考文献：
  名称：

  Studies on antitumor agents. V. Syntheses and antitumor activities of 5-fluorouracil derivatives.

  摘要：

  合成了六类氟尿嘧啶（5-FU）衍生物，即2,4-二-O-取代、2-O-取代、4-O-取代、1,3-二取代、1-取代和3-取代的化合物。在大鼠口服这些化合物后，测定了5-FU的血药浓度。在O-取代衍生物中，4-O-取代衍生物最容易被激活为5-FU，其次是2-O-取代衍生物。在N-取代衍生物中，酰基和磺酰基衍生物显示出最高的5-FU释放能力，1-烷氧甲基取代衍生物的释放能力较低。N-烷基取代衍生物未被激活为5-FU。选择了几种在血中5-FU水平高于1-(四氢-2-呋喃基)-5-氟尿嘧啶（Thf-FU）的化合物，以及一些相关化合物，并对其抗肿瘤活性进行了检测。2-O-取代衍生物，2-丁氧基-5-氟-4(1H)-嘧啶酮（11）和2-苄氧基-5-氟-4(1H)-嘧啶酮（19），与Thf-FU一样有效。2,4-二-O-取代衍生物，2,4-二丁氧基-5-氟嘧啶（1）和2,4-二苄氧基-5-氟嘧啶（6），对艾氏癌和肉瘤180的活性与Thf-FU相同。1-取代衍生物，1-乙氧甲基-5-氟尿嘧啶（49）和1-(1-乙氧基-1-苯甲基)-5-氟尿嘧啶（50），发现与Thf-FU一样有效。

  DOI：

  10.1248/cpb.30.4258
• 作为试剂：
  描述：

  四氢糠醇 、 4-氨基-5-硝基呋咱 在 四氢呋喃钠 作用下， 以57%的产率得到4-(Oxolan-2-ylmethoxy)-1,2,5-oxadiazol-3-amine
  参考文献：
  名称：

  Sheremetev; Kharitonova; Mantseva, Russian Journal of Organic Chemistry, 1999, vol. 35, # 10, p. 1525 - 1537

  摘要：

  DOI：

文献信息

• Hu, Yu Lin; Ge, Qiang; Lu, Ming, Bulletin of the Chemical Society of Ethiopia, 2010, vol. 24, # 3, p. 425 - 432
  作者：Hu, Yu Lin、Ge, Qiang、Lu, Ming、Lu, Hong Fei

  DOI：——

  日期：——
• Probing the ATP Ribose-Binding Domain of Cyclin-Dependent Kinases 1 and 2 with <i>O</i>⁶-Substituted Guanine Derivatives
  作者：Ashleigh E. Gibson、Christine E. Arris、Johanne Bentley、F. Thomas Boyle、Nicola J. Curtin、Thomas G. Davies、Jane A. Endicott、Bernard T. Golding、Sharon Grant、Roger J. Griffin、Philip Jewsbury、Louise N. Johnson、Veronique Mesguiche、David R. Newell、Martin E. M. Noble、Julie A. Tucker、Hayley J. Whitfield

  DOI：10.1021/jm020056z

  日期：2002.8.1

  O-6-Substituted guanines are adenosine 5'-triphosphate (ATP) competitive inhibitors of CDK1/cyclin B I and CDK2/cyclin A, the O-6 substituent occupying the kinase ribose binding site. Fifty-eight O-6-substituted guanines were prepared to probe the ribose pocket, and the structures of four representative compounds bound to monomeric CDK2 were determined by X-ray crystallography. Optimum binding occurs with a moderately sized aliphatic 06 substituent that packs tightly against the hydrophobic patch presented by the glycine loop, centered on Val18, an interaction promoted by the conformational restraints imposed in a cyclohexylmethyl or cyclohexenylmethyl ring. Structure-based design generated (R)-(2-amino-9H-purin-6-yloxymethyl)pyrrolidin-2-one (56), which reproduces the reported hydrogen bonds formed between ATP and Asp86 and Gln131 but failed to improve inhibitory potency. Thus, the parent compound O-6-cyclohexylmethylguanine (NU2058, 25) is the preferred starting point for exploring other areas of the kinase active site.
• Solanki, Ashok K.; Bhandari, Akshya M., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1980, vol. 10, p. 83 - 98
  作者：Solanki, Ashok K.、Bhandari, Akshya M.

  DOI：——

  日期：——
• Synthesies, properties and crystal structures of ionic [Al2(μ,η2-thffo)2(EtOH)4Cl2]Cl2, [Al3(μ,η2-thffo)4Cl4][AlEtCl3] and tetranuclear [Al4(μ,η2-thffo)4(μ-OEt)2Cl6] (thffo=OCH2CH(CH2)3O) compounds
  作者：Piotr Sobota、Józef Utko、Anatoly I. Brusilovets、Lucjan B. Jerzykiewicz

  DOI：10.1016/s0022-328x(97)00634-7

  日期：1998.2

  The bis-mu-(2-tetrahydrofuryloxo-O,O')tetraethanoldichlorodialuminium(III) dichlorate [Al-2(mu,eta(2)-thffo)(2)(EtOH)(4)Cl-2]Cl-2 (1), tetra-mu- (2-tetrahydrofuryloxo-O,O')tetrachlorotrialuminium(III) trichloroethylo aluminate(III) dichloromethane(1/1), [Al-3(mu,eta(2)thffo)(4)Cl-4][AlEtCl3] . CH2C2 (2) salts are synthesized in direct reaction of AlCl3(THF)(2) with Nathffo and AlEtCl2 with thffo in THF or benzene, respectively. The addition of AlCl3(THF)(2) to the Mg(thffo)(2) results in the formation of tetrakis-mu-(2-tetrahydrofuryloxo-O,O') di-mu-ethoxo-hexachlorotetraaluminium(III) tetrahydrofuran (1/1) [Al-4(mu,eta(2)-thffo)(4)(mu-OEt)(2)Cl-6] . THF (3) species. Compound 1 crystallized in the space group P2(1)/n, with a = 8.615(2), b = 16.445(3), c = 10.052(2) Angstrom and beta = 90.53(3)degrees. Compound 2 belongs to the C2/c space group with a = 32.046(5), b = 14.255(3), c = 15.443(3) Angstrom and beta = 123.85(3)degrees. Crystals of 3 are triclinic, space group P (1) over bar, a = 10.365(2), b = 10.854(2), c = 11.880(3) Angstrom and alpha = 70.40(2), beta = 65.19(2), gamma = 80.18(2)degrees. The centrosymmetric cation of the salt 1, in the crystalline state is a dimer composed of two octahedra related by a crystallographic inversion centre and sharing an edge. The [Al-3(mu,eta(2)-thffo)(4)Cl-4](+) cation of the species 2 is a centrosymmetrical with an aluminium-oxygen framework, which consists of the central octahedral atom linked to two five-coordinate aluminium sites by mu-alkoxo bridges. The structure of 3 includes two five-coordinate and two six-coordinate Al atoms linked by mu-alkoxo bridges to form tetranuclear chains with a symmetry center. (C) 1998 Elsevier Science S.A.
• Purdy; George; Callahan, Inorganic Chemistry, 1991, vol. 30, # 13, p. 2812 - 2819
  作者：Purdy、George、Callahan

  DOI：——

  日期：——