2,6-二氟-3-硝基吡啶-4-胺 | 60186-20-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 2,6-二氟-3-硝基吡啶-4-胺
• 英文名称: 4-amino-2,6-difluoro-5-nitropyridine
• 英文别名: 2,6-difluoro-3-nitro-pyridin-4-ylamine；2,6-Difluoro-3-nitropyridin-4-amine
• CAS: 60186-20-1
• 化学式: C₅H₃F₂N₃O₂
• 分子量: 175.095
• InChiKey: KMDWOPYIFWBPRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,6-二氟-3-硝基吡啶-4-胺 在 镍 硫酸氢铵 、 氢气 、 六甲基二硅氮烷 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4,6-difluoro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazo[4,5-c]pyridine
  参考文献：
  名称：

  SYNTHESIS OF HALOGEN-SUBSTITUTED 3-DEAZAADENOSINE AND 3-DEAZAGUANOSINE ANALOGUES AS POTENTIAL ANTITUMOR/ANTIVIRAL AGENTS

  摘要：

  Various 2-halogen-substituted analogues (38, 39, 43 and 44), 3-halogen-substituted analogues (51 and 52), and 2',3'-dihalogen-substituted analogues (57-60) of 3-deazaadenosine and 3-halogen-substituted analogues (61 and 62) of 3-deazaguanosine have been synthesized as potential anticancer and/or antiviral agents. Among these compounds, 3-deaza-3-bromoguanosine (62) showed significant cytotoxicity against L1210, P388, CCRF-CEM and B16F10 cell lines in vitro, producing IC50 values of 3, 7, 9 and 7 muM, respectively. Several 3-deazaadenosine analogues (38, 51, 57 and 59) showed moderate to weak activity against hepatitis B virus.

  DOI：

  10.1081/ncn-100108327
• 作为产物：
  描述：

  4-氨基-3,5-二氯-2,6-二氟吡啶 在 palladium on activated charcoal 硫酸 、 氢气 、 potassium nitrate 、 三乙胺 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 18.0h， 生成 2,6-二氟-3-硝基吡啶-4-胺
  参考文献：
  名称：

  SYNTHESIS OF HALOGEN-SUBSTITUTED 3-DEAZAADENOSINE AND 3-DEAZAGUANOSINE ANALOGUES AS POTENTIAL ANTITUMOR/ANTIVIRAL AGENTS

  摘要：

  Various 2-halogen-substituted analogues (38, 39, 43 and 44), 3-halogen-substituted analogues (51 and 52), and 2',3'-dihalogen-substituted analogues (57-60) of 3-deazaadenosine and 3-halogen-substituted analogues (61 and 62) of 3-deazaguanosine have been synthesized as potential anticancer and/or antiviral agents. Among these compounds, 3-deaza-3-bromoguanosine (62) showed significant cytotoxicity against L1210, P388, CCRF-CEM and B16F10 cell lines in vitro, producing IC50 values of 3, 7, 9 and 7 muM, respectively. Several 3-deazaadenosine analogues (38, 51, 57 and 59) showed moderate to weak activity against hepatitis B virus.

  DOI：

  10.1081/ncn-100108327

文献信息

• KROON C.; MAASSEN VAN DEN BRINK A.; VLIETSTRA E. J.; SALEMINK C. A., REC. TRAV. CHIM. <RTCP-A3>, 1976, 95, NO 6, 127-129
  作者：KROON C.、 MAASSEN VAN DEN BRINK A.、 VLIETSTRA E. J.、 SALEMINK C. A.

  DOI：——

  日期：——
• SYNTHESIS OF HALOGEN-SUBSTITUTED 3-DEAZAADENOSINE AND 3-DEAZAGUANOSINE ANALOGUES AS POTENTIAL ANTITUMOR/ANTIVIRAL AGENTS
  作者：Mao-Chin Liu、Mei-Zhen Luo、Diane Mozdziesz、Tai-Shun Lin?1、Ginger Dutschman、Elizabeth Gullen、Yung-Chi Cheng、Alan Sartorelli

  DOI：10.1081/ncn-100108327

  日期：——

  Various 2-halogen-substituted analogues (38, 39, 43 and 44), 3-halogen-substituted analogues (51 and 52), and 2',3'-dihalogen-substituted analogues (57-60) of 3-deazaadenosine and 3-halogen-substituted analogues (61 and 62) of 3-deazaguanosine have been synthesized as potential anticancer and/or antiviral agents. Among these compounds, 3-deaza-3-bromoguanosine (62) showed significant cytotoxicity against L1210, P388, CCRF-CEM and B16F10 cell lines in vitro, producing IC50 values of 3, 7, 9 and 7 muM, respectively. Several 3-deazaadenosine analogues (38, 51, 57 and 59) showed moderate to weak activity against hepatitis B virus.