2-(allyloxy)-5-bromo-4-methyl-3-nitropyridine | 1430096-76-6

• 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
• 英文名称: 2-(allyloxy)-5-bromo-4-methyl-3-nitropyridine
• CAS: 1430096-76-6
• 化学式: C₉H₉BrN₂O₃
• 分子量: 273.086
• InChiKey: NOXXDNSNSPWJNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  65.26
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(allyloxy)-5-bromo-4-methyl-3-nitropyridine 在 aluminum (III) chloride 、 copper(l) iodide 、 dimethyl sulfide borane 、 四丁基氟化铵 、 sodium hydride 、 乙二胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 硝基甲烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 67.0h， 生成 methyl 2-(7-((1-azido-3,6,9,12-tetraoxapentadecan-15-yl)oxy)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetate
  参考文献：
  名称：

  Chemically Programmed Antibodies As HIV-1 Attachment Inhibitors

  摘要：

  Herein, we describe the design and application of two small-molecule anti-HIV compounds for the creation of chemically programmed antibodies. N-Acyl-beta-lactam derivatives of two previously described molecules BMS-378806 and BMS-488043 that inhibit the interaction between HIV-1 gp120 and T-cells were synthesized and used to program the binding activity of aldolase antibody 38C2. Discovery of a successful linkage site to BMS-488043 allowed for the synthesis of chemically programmed antibodies with affinity for HIV-1 gp120 and potent HIV-1 neutralization activity. Derivation of a successful conjugation strategy for this family of HIV-1 entry inhibitors enables its application in chemically programmed antibodies and vaccines and may facilitate the development of novel bispecific antibodies and topical microbicides.

  DOI：

  10.1021/ml400097z
• 作为产物：
  描述：

  2-羟基-3-硝基-4-甲基吡啶 在 溴 、 sodium acetate 、 silver carbonate 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 17.0h， 生成 2-(allyloxy)-5-bromo-4-methyl-3-nitropyridine
  参考文献：
  名称：

  Chemically Programmed Antibodies As HIV-1 Attachment Inhibitors

  摘要：

  Herein, we describe the design and application of two small-molecule anti-HIV compounds for the creation of chemically programmed antibodies. N-Acyl-beta-lactam derivatives of two previously described molecules BMS-378806 and BMS-488043 that inhibit the interaction between HIV-1 gp120 and T-cells were synthesized and used to program the binding activity of aldolase antibody 38C2. Discovery of a successful linkage site to BMS-488043 allowed for the synthesis of chemically programmed antibodies with affinity for HIV-1 gp120 and potent HIV-1 neutralization activity. Derivation of a successful conjugation strategy for this family of HIV-1 entry inhibitors enables its application in chemically programmed antibodies and vaccines and may facilitate the development of novel bispecific antibodies and topical microbicides.

  DOI：

  10.1021/ml400097z