2-Amino-5-[((3aR,4S,6aS)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylamino)-methyl]-3,7-dihydro-pyrrolo[2,3-d]pyrimidine-4-thione | 102977-27-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: 2-Amino-5-[((3aR,4S,6aS)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylamino)-methyl]-3,7-dihydro-pyrrolo[2,3-d]pyrimidine-4-thione
• 英文别名: 5-[[[(3aR,4S,6aS)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]amino]methyl]-2-amino-1,7-dihydropyrrolo[2,3-d]pyrimidine-4-thione
• CAS: 102977-27-5
• 化学式: C₁₅H₁₉N₅O₂S
• 分子量: 333.414
• InChiKey: WTHWBWPROVKKDZ-ATZCPNFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  129
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Amino-5-[((3aR,4S,6aS)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylamino)-methyl]-3,7-dihydro-pyrrolo[2,3-d]pyrimidine-4-thione 、 碘甲烷 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 5-[((3aR,4S,6aS)-2,2-Dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylamino)-methyl]-4-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamine
  参考文献：
  名称：

  Queuine analogs. Their synthesis and inhibition of growth of mouse L5178Y cells in vitro

  摘要：

  A variety of analogues of queuine (7-[(3S,4R,5S)-4,5-dihydroxycyclopent-1-en-3-ylaminomethyl]- 7 -deazaguanine), i.e., those with 7-N-substituted aminomethyl side chains and those in which the oxygen function at the 6 position of the 7-deazaguanine ring was replaced by sulfur, were synthesized and tested for ability to act as substrates for tRNA-guanine transglycosylase and for inhibitory effects on growth of mouse L5178Y leukemic cells in vitro. Of the compounds tested, analogues with sulfur at the 6 position of the 7-deazaguanine ring in place of oxygen or with an N-o-hydroxyphenyl, N-m-hydroxyphenyl, or iodoacetyl group in the 7-aminomethyl side chain in place of the naturally occurring cyclopentene diol moiety markedly inhibited the growth of cells at concentrations of 1-10 micrograms/mL, although queuine itself had practically no effect at a concentration of 100 micrograms/mL.

  DOI：

  10.1021/jm00159a031
• 作为产物：
  描述：

  5-Dibenzylaminomethyl-4-mercapto-2-octanoylamino-7H-pyrrolo[2,3-d]pyrimidine 、 (3AR,4S,6AS)-3A,6A-二氢-2,2-二甲基-4H-环戊-1,3-二氧杂环戊烯-4-胺 、 氢氧化钾 生成 2-Amino-5-[((3aR,4S,6aS)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ylamino)-methyl]-3,7-dihydro-pyrrolo[2,3-d]pyrimidine-4-thione
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• ——
  作者：NISIMURA CYCYMY、 HOMYPA XIROAKI

  DOI：——

  日期：——