69123-90-6

• 常用中文名：非西他滨
• 常用英文名：Fiacitabine
• CAS号：69123-90-6
• 分子式：C₉H₁₁FIN₃O₄
• 分子量：371.104
• 相关类别： 信号通路 抗感染 HSV
• 发布时间：2018-02-15 08:00:00
• 更新时间：2024-01-04 18:42:40
• Fiacitabine(NSC 382097; FIAC; FOAC)是选择性HSV DNA复制抑制剂,对HSV1和HSV2的IC50分别为2.5 nM和12.6 nM。

名称

• 中文名: 非西他滨
• 英文名: 4-amino-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one
• 中文别名: 4-氨基-1-[(2R,3S,4R,5R)-3-氟-4-羟基-5-(羟甲基)氧杂环戊-2-基]-5-碘嘧啶-2-酮; 4-氨基-1-(2-脱氧-2-氟-β-D-阿糖胞苷)-5-碘-2(1H)-嘧啶酮
• 英文别名: 1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodocytosine; 2'-Fluoro-5-iodo-1-b-D-arabinofuranosylcytosine; 4-Amino-1-(2-deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodo-2(1H)-pyrimidinone; FIAC; 2'-Fluoro-5-iodo-aracytosine; 2'-fluoro-5-iodoarabinosylcytosine; Fluorviodoaracytidine; DRG-0077; 4-Amino-1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-2(1H)-pyrimidinone; 4-Amino-1-(2-deoxy-2-fluor-β-D-arabinofuranosyl)-5-iodpyrimidin-2(1H)-on; 2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-; 4-Amino-1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodopyrimidin-2(1H)-one; Fluoroiodoaracytidine; Fiacitabine

物化性质

• 密度: 2.4±0.1 g/cm3
• 沸点: 524.6±60.0 °C at 760 mmHg
• 分子式: C₉H₁₁FIN₃O₄
• 分子量: 371.104
• 闪点: 271.1±32.9 °C
• 精确质量: 370.977814
• PSA: 110.60000
• LogP: -0.27
• 蒸汽压: 0.0±3.1 mmHg at 25°C
• 折射率: 1.791
• 储存条件: 2-8℃
• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:3

  3.氢键受体数量:5

  4.可旋转化学键数量:2

  5.互变异构体数量:3

  6.拓扑分子极性表面积:108

  7.重原子数量:18

  8.表面电荷:0

  9.复杂度:430

  10.同位素原子数量:0

  11.确定原子立构中心数量:4

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

生物活性

• 描述: Fiacitabine(NSC 382097; FIAC; FOAC)是选择性HSV DNA复制抑制剂,对HSV1和HSV2的IC50分别为2.5 nM和12.6 nM。
• 相关类别:
  信号通路 >> 抗感染 >> HSV
  研究领域 >> 感染
• 参考文献:

  [1]. Allaudeen HS, et al. Selective inhibition of DNA replication in herpes simplex virus infected cells by 1-(2'-deoxy-2'-fluoro-beta-D-arabinofuranosyl)-5-iodocytosine. J Biol Chem. 1982 Oct 25;257(20):11879-82.

  [2]. Lopez C, et al. 2'-fluoro-5-iodo-aracytosine, a potent and selective anti-herpesvirus agent. Antimicrob Agents Chemother. 1980 May;17(5):803-6.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : UW7353000 CHEMICAL NAME : 2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)- 5-iodo- CAS REGISTRY NUMBER : 69123-90-6 LAST UPDATED : 199612 DATA ITEMS CITED : 2 MOLECULAR FORMULA : C9-H11-F-I-N3-O4 MOLECULAR WEIGHT : 371.13 WISWESSER LINE NOTATION : T6NVMYJ DUM EI A- BT5OTJ CF DQ E1Q HEALTH HAZARD DATA ACUTE TOXICITY DATA MUTATION DATA TYPE OF TEST : DNA inhibition TEST SYSTEM : Rodent - mouse Leukocyte DOSE/DURATION : 353 umol/L REFERENCE : CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 42,3957,1982

合成路线

1382358-19-1 ~% 69123-90-6

文献：Tetrahedron, , vol. 68, # 26 p. 5145 - 5151

83967-00-4 ~% 69123-90-6

文献：Journal of Medicinal Chemistry, , vol. 26, # 2 p. 152 - 156

56632-81-6 ~% 69123-90-6

文献：Journal of Medicinal Chemistry, , vol. 26, # 2 p. 152 - 156

97614-44-3 ~% 69123-90-6

文献：Tetrahedron, , vol. 68, # 26 p. 5145 - 5151

97614-43-2 ~% 69123-90-6

文献：Tetrahedron, , vol. 68, # 26 p. 5145 - 5151

22224-41-5 ~% 69123-90-6

文献：Tetrahedron, , vol. 68, # 26 p. 5145 - 5151

84025-00-3 ~% 69123-90-6

文献：Journal of Medicinal Chemistry, , vol. 26, # 2 p. 152 - 156

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