6022-96-4

• 常用中文名：1,2-O-(异丙亚基)-ALPHA-D-呋喃木糖 5-苯甲酸酯
• 常用英文名：a-D-Xylofuranose,1,2-O-(1-methylethylidene)-, 5-benzoate
• CAS号：6022-96-4
• 分子式：C₁₅H₁₈O₆
• 分子量：294.30
• 相关类别： 信号通路 细胞周期/DNA损伤 核苷抗代谢药/类似物
• 发布时间：2017-11-23 23:46:05
• 更新时间：2026-07-28 07:37:16
• 5-O-苯甲酰基-1,2-二-O-异亚丙基-α-D-基呋喃鼻是嘌呤核苷类似物。嘌呤核苷类似物具有广泛的抗肿瘤活性,靶向惰性淋巴系统恶性肿瘤。这一过程中的抗癌机制依赖于抑制DNA合成、诱导细胞凋亡等[1]。

名称

• 中文名: 1,2-O-(异丙亚基)-ALPHA-D-呋喃木糖 5-苯甲酸酯
• 英文名: [(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate
• 中文别名: ((3,5R,6S,6-6-羟基-2,2-二甲基四氢呋喃[2,3-D][1,3]二氧戊-5-基)苯甲酸甲酯; 5-O-苯甲酰基-1,2-二-O-异亚丙基-Α-D-呋喃木糖; 5-O-苯甲酰基-1,2-O-异丙叉-D-木糖; 5-O-苯甲酰基-1,2-异亚丙基-Α-D-呋喃木糖
• 英文别名: (4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methyl benz oate; 5-Benzoyl-1,2-isopropylidene-alpha-D-xylofuranose; 5-O-benzoyl-1,2-O-isopropylidene-D-xylofuranose; 1,2-O-Isopropylidene-5-benzoate-alpha-D-xylofuranose; ((3,5R,6S,6-6-Hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate; 5-O-Benzoyl-1,2-O-isopropylidene-α-D-xylofuranose; 5-O-Benzoyl-1,2-O-isopropylidene-alpha-D-xylofuranose; 5-O-benzoyl-1,2-isopropylidene-α-D-xylofuranose; [(3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate; 1,2-O-(1-Methylethylidene)-alpha-D-xylofuranose 5-benzoate; [(3,5R,6S,6-6-hydroxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methyl benzoate; (4-hydroxy-7,7-dimethyl-2,6,8-trioxabicyclo[3.3.0]oct-3-yl)methylbenzoate; Nsc127670; α-D-Xylofuranose, 1,2-O-(1-methylethylidene)-, 5-benzoate; [(3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methylbenzoat; 5-O-Benzoyl-1,2-di-O-isopropylidene-alpha-D-xylofuranose; 5-O-benzoyl-α-D-xylofuranose

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 432.0±40.0 °C at 760 mmHg
• 分子式: C₁₅H₁₈O₆
• 分子量: 294.30
• 闪点: 159.2±20.8 °C
• 精确质量: 294.110352
• PSA: 74.22000
• LogP: 3.04
• 蒸汽压: 0.0±1.1 mmHg at 25°C
• 折射率: 1.533

生物活性

• 描述: 5-O-苯甲酰基-1,2-二-O-异亚丙基-α-D-基呋喃鼻是嘌呤核苷类似物。嘌呤核苷类似物具有广泛的抗肿瘤活性,靶向惰性淋巴系统恶性肿瘤。这一过程中的抗癌机制依赖于抑制DNA合成、诱导细胞凋亡等[1]。
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 细胞周期/DNA损伤 >> 核苷抗代谢药/类似物
• 参考文献:

  [1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.

合成路线

98-88-4 20031-21-4 ~94% 6022-96-4

文献：Johnson; Bhumralkar; De Clercq Nucleosides and Nucleotides, 1995 , vol. 14, # 1-2 p. 185 - 194

769-78-8 20031-21-4 ~96% 6022-96-4

文献：Arya, Anu; Mathur, Divya; Tyagi, Abhilash; Kumar, Rajesh; Kumar, Vinod; Olsen, Carl E.; Saxena, Rajendra K.; Prasad, Ashok K. Nucleosides, Nucleotides and Nucleic Acids, 2013 , vol. 32, # 12 p. 646 - 659

532-20-7 ~77% 6022-96-4

文献：Puech, Frederic; Gosselin, Gilles; Imbach, Jean-Louis Tetrahedron Letters, 1989 , vol. 30, # 24 p. 3171 - 3174

19820-60-1 20031-21-4 ~65% 6022-96-4

文献：Mota, Antonio J.; Robles, Rafael; De Cienfuegos, Luis Alvarez; Lamenca, Alberto Tetrahedron Letters, 2004 , vol. 45, # 17 p. 3349 - 3353

20881-04-3 ~% 6022-96-4

文献：Koth, Daniel; Fiedler, Andrea; Scholz, Sandy; Gottschaldt, Michael Journal of Carbohydrate Chemistry, 2007 , vol. 26, # 5-6 p. 267 - 278

58-86-6 ~% 6022-96-4

文献：Koth, Daniel; Fiedler, Andrea; Scholz, Sandy; Gottschaldt, Michael Journal of Carbohydrate Chemistry, 2007 , vol. 26, # 5-6 p. 267 - 278

532-32-1 ~% 6022-96-4

文献：Mota, Antonio J.; Robles, Rafael; De Cienfuegos, Luis Alvarez; Lamenca, Alberto Tetrahedron Letters, 2004 , vol. 45, # 17 p. 3349 - 3353

20031-21-4 ~% 6022-96-4

文献：Wang, Zhiwei; Prudhomme, Daniel R.; Buck, Jason R.; Park, Minnie; Rizzo, Carmelo J. Journal of Organic Chemistry, 2000 , vol. 65, # 19 p. 5969 - 5985

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