863329-66-2

• 常用中文名：(2'R)-2'-脱氧-2'-氟-2'-甲基脲苷
• 常用英文名：PSI-6206
• CAS号：863329-66-2
• 分子式：C₁₀H₁₃FN₂O₅
• 分子量：260.219
• 相关类别： 医药中间体 原料药中间体
• 发布时间：2018-12-25 21:07:29
• 更新时间：2026-06-30 13:06:57
• PSI-6206 是 PSI-6130 的脱氨衍生物,PSI-6130 是一种有效的选择性 HCV NS5B 聚合酶抑制剂。PSI-6206 低效抑制HCV复制,EC90 为 >100 μM。

名称

• 中文名: (2R)-2-脱氧-2-氟-2-甲基-尿苷
• 英文名: (2'R)-2'-Deoxy-2'-fluoro-2'-methyl-uridine
• 中文别名: PSI-6206 / (2'R)-2'-脱氧-2'-氟-2'-甲基脲苷; 索氟布韦中间体(2'R)-2'-脱氧-2'-氟-2'-甲基脲苷; 索菲布韦中间体3; 1-((2R,3R,4R,5R)-3-氟-4-羟基-5-(羟甲基)-3-甲基四氢呋喃-2-基)嘧啶-2,4-(1H,3H)-二酮; 索非布韦杂质GS331007; 索非布韦代谢物; (2R)-2-脱氧-2-氟-2-甲基-尿苷(索非布韦中间体); 索非司布韦国际药典杂质D; PSI 中间体; 索弗布韦中间体SF-3; (2'R)-2'-脱氧-2'-氟-2'-甲基脲苷863-2; 索非布韦IMP-11; (2'R)-2'-脱氧-2'-氟-2'-甲基脲苷(索氟布韦中间体); 索菲布韦中间体/(2'R)-2'-脱氧-2'-氟-2'-甲基脲苷; (2'R)-2'-脱氧-2'-氟-2'-甲基脲苷(索非布韦中间体); 索非布韦代谢产物GS331007; 索非布韦核苷衍生物; 1-[(2R,3R,4R,5R)-3-氟-4-羟基-5-(羟甲基)-3-甲基噁戊环-2-基]-1,2,3,4-四氢嘧啶-2,4-二酮; 索非布韦中间体3; 2'-脱氧-2'-氟-2'-C-甲基脲苷(2'-F-2'-ME-DU); 索非布韦中间体4; 索非布韦中间体7; 索非布韦的中间体863329-,出售; 索氟布韦 中间体 SF-1; 2'-脱氧-2'-氟-2'-C-甲基尿苷; 2'-脱氧-2'-氟-2'-甲基脲苷; 索非布韦中间体; 2'-脱氧-2'-氟-2'-C-甲基尿苷(2'-F-2'-ME-DU); (2'R)-2'-脱氧-2'-氟-2'-甲基脲苷(索非布韦中间体2); SOFOSBUVIR代谢产物GS331007; (2'R)-2'-脱氧-2'-氟-2'-甲基脲苷(2'R)-2'-脱氧-2'-氟-2'-甲基脲苷; (2''R)-2''-脱氧-2''-氟-2''-甲基脲苷; 索非布韦INT; (2'R)-2'-脱氧-2'-氟-2'-M乙YL-尿苷; (2'R)-2'-脱氧-2'-氟-2'-甲基脲苷(索非布韦中间体-8); (2'R)-2'-去氧-2'-氟-2'-甲基尿苷; 2'-脱氧-2'-氟-2'-C-甲基脲苷; SOFOSBUVIR 代谢物 GS331007; (2'R)-2'-脱氧-2'-氟-2'; 索氟布韦 中间体1
• 英文别名: 1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione; Sofosbuvir Intermediates 2; chloro-b-L-abinofuranosyl)-thymine; biphenyl]-4-yl]methyl]-2-ethoxy-1H-benzimidazole-7-cboxylic Acid-d5; β-D-2'-deoxy-2'-α-F-2'-β-C-methyluridine; fluoroguanosine; C-methyluridine; fluoro-b-D-abinofuranosyl)adenine; fluoro-b-L-abinofuranosyl)-uracil; deoxy-7-iodoadenosine; biphenyl]-4-yl]methyl]-2-ethoxy-1H-benzimidazole-7-cboxylic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester; (2'R)-2'-Deoxy-2'-fluoro-2'-methyluridine (Sofo C1); 2'-Deoxy-2'-fluoro-2'-methyluridine; GS-331007; fluoro-b-D-abinofuranosyl)-5-ethyluracil; Ro-2433; PSI-6206; RO-2433; PSI6206; RO2433; Uridine, 2'-deoxy-2'-fluoro-2'-Methyl-, (2'R); 1-((2R,3R,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione RO; fluoro-beta-d-abinofuranosyl)-5-ethyluracil; deoxy-6-methoxyguanosine; 5. (2'R)-2'-Deoxy-2'-fluoro-2'-Methyluridine; (2'R)-2'-Deoxy-2'-fluoro-2'-methyluridine; fluoro-b-D-ribofuranosyl)-isoguanine; 2'-deoxy-2'-fluoro-2'-methyluridine; 1-[(2R,3R,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyl-tetrahydrofuran-2-yl]pyrimidine-2,4-dione; 2'-Deoxy-2-floro-2'Methyl-uridine; fluoro-b-D-abinofuranosyl)cytosine; 1-((2S,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxyMethyl)-3-Methyltetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione; Uridine, 2'-deoxy-2'-fluoro-2'-Methyl-, (2'R)- PSI6206; O-4-C-Methylene-b-D-ribofuranosyl)thymine; 1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxyMethyl)-3-Methyltetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione; 2'-deoxy-2'-fluoro-2'-C-methyluridine; deoxy-7-iodoguanosine; fluoro-b-D-abinofuranosyl)guanine; 2'-deoxy-2'-fluoro-2'-C-Methyluridine (N-1); 2'-Deoxy-2'-F-2'-C-methyluridine; URI002; PSI 6206 int; PSI6206; fluoro-b-D-abinofuranosyl)purine; biphenyl]-4-yl]methyl]-2-ethoxy-1H-benzimidazole-7-cboxylic Acid; biphenyl-4-yl)methyl]-2-ethoxy-d-benzimidazolecboxylic Acid Methyl Ester; Sofosbuvir INT 1; Sofosbuvir imp-11; biphenyl-4-yl)methyl]-2-ethoxy-7-benzimidazolecboxylic Acid Methyl Ester; Sofosbuvir Intermediate 4; 2'-deoxy-2'-fluoro-2'-C-methyl-uridine; O-trityl-b-L-abinofuranosyl)-uracil; C-ethynyladenosine; fluoro-b-D-abinofuranosyl)hypoxantine; deoxy-O6-methylguanosine; fluoro-b-D-abinofuranosyl)cytosine HCl; Sofosbuvir int. N-1; fluoro-b-D-ribofuranosyl)purine; fluoro-b-D-abinofuranosyl)-N2-isobutyrylguanine; Sofosbuvir Nucleoside Derivative (GS-331007); (2'R)-2'-deoxy-2'-fluoro-2'-C-methyluridine; fluoro-b-D-ribofuranosyl)-2-fluoroadenine

物化性质

• 密度: 1.6±0.1 g/cm3
• 熔点: 237-238℃
• 分子式: C₁₀H₁₃FN₂O₅
• 分子量: 260.219
• 精确质量: 260.080841
• PSA: 104.55000
• LogP: -0.77
• 外观性状: 固体;White to Almost white powder to crystal
• 折射率: 1.596
• 储存条件: <0°C;避免加热

生物活性

• 描述: PSI-6206 是 PSI-6130 的脱氨衍生物,PSI-6130 是一种有效的选择性 HCV NS5B 聚合酶抑制剂。PSI-6206 低效抑制HCV复制,EC90 为 >100 μM。
• 相关类别:
  信号通路 >> 抗感染 >> HCV
  研究领域 >> 感染
• 靶点:

  EC90：>100 μM (HCV replicon)[1]

• 体外研究: PSI-6206(RO2433)在基于细胞的定量实时RT-PCR测定和替代牛病毒性腹泻病毒(BVDV)测定中测试抗HCV活性。 PSI-6206在任何测定中都没有活性或细胞毒性[1]。 PSI-6130(PSI-6130-TP)和RO2433(RO2433-TP)的5'-三磷酸(TP)的形成随时间增加并在48小时达到稳态水平。 RO2433-TP还通过从HCV复制子细胞和重组HCV聚合酶NS5B分离的天然HCV复制酶抑制RNA合成[2]。 PSI-6206(RO2433)是PSI-6130的脱氨基衍生物,是一种有效的选择性HCV NS5B聚合酶抑制剂[3]。
• 参考文献:

  [1]. Clark JL, et al. Design, Synthesis, and Antiviral Activity of 2'-Deoxy-2'-fluoro-2'-C-methyl-cytidine, a Potent Inhibitor of Hepatitis C Virus Replication. J Med Chem. 2005 Aug 25;48(17):5504-8.

  [2]. Ma H, et al. Characterization of the metabolic activation of hepatitis C virus nucleoside inhibitor beta-D-2'-Deoxy-2'-fluoro-2'-C-methylcytidine (PSI-6130) and identification of a novel active 5'-triphosphate species. J Biol Chem. 2007 Oct 12;282(41):29

  [3]. Wang P, et al. An efficient and diastereoselective synthesis of PSI-6130: a clinically efficacious inhibitor of HCV NS5B polymerase. J Org Chem. 2009 Sep 4;74(17):6819-24.

安全

• 危害码 (欧洲): Xi
• 海关编码: 2934999090

合成路线

817204-32-3 ~% 863329-66-2

文献：Journal of Medicinal Chemistry, , vol. 48, # 17 p. 5504 - 5508

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海关

海关编码	2934999090
中文概述	2934999090. 其他杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素	品名, 成分含量, 用途
Summary	2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%