1-ethyl-5-fluorouracil | 120889-35-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-ethyl-5-fluorouracil
• 英文别名: 1-ethyl-5-fluoropyrimidine-2,4-dione
• CAS: 120889-35-2
• 化学式: C₆H₇FN₂O₂
• mdl: MFCD20542885
• 分子量: 158.132
• InChiKey: SJUWEHOBIGBZCO-UHFFFAOYSA-N

物化性质

• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-二甲基-2-丁烯 、 1-ethyl-5-fluorouracil 以 丙酮 为溶剂， 反应 72.0h， 以41%的产率得到2-ethyl-6-fluoro-7,7,8,8-tetramethyl-cis-2,4-diazabicyclo<4.2.0>octane-3,5-dione
  参考文献：
  名称：

  The Photocycloaddition Reactions of Uridine and Related Compounds with 2,3-Dimethyl-2-butene.

  摘要：

  研究了尿嘧啶和 5-氟尿嘧啶衍生物与简单烯烃的光化学反应。尿嘧啶或5-氟尿嘧啶衍生物与2, 3-二甲基-2-丁烯在丙酮中进行光环加成，以中等产率得到交叉环加合物(4, 7)的对映体混合物。在相似的条件下，由尿苷或5形成4-取代的7,7,8,8-四甲基-顺-2,4-二氮杂双环[4.2.0]辛烷-3,5-二酮核苷(14-17)的非对映体。 -氟尿苷衍生物的收率良好。基于质子核磁共振谱和X射线晶体学分析，阐明了这些核苷系列环加合物的结构和立体化学。

  DOI：

  10.1248/cpb.39.1922
• 作为产物：
  描述：

  5-氟脲嘧啶 、 碘乙烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以22%的产率得到1,3-二乙基-5-氟嘧啶-2,4-二酮
  参考文献：
  名称：

  The Photocycloaddition Reactions of Uridine and Related Compounds with 2,3-Dimethyl-2-butene.

  摘要：

  研究了尿嘧啶和 5-氟尿嘧啶衍生物与简单烯烃的光化学反应。尿嘧啶或5-氟尿嘧啶衍生物与2, 3-二甲基-2-丁烯在丙酮中进行光环加成，以中等产率得到交叉环加合物(4, 7)的对映体混合物。在相似的条件下，由尿苷或5形成4-取代的7,7,8,8-四甲基-顺-2,4-二氮杂双环[4.2.0]辛烷-3,5-二酮核苷(14-17)的非对映体。 -氟尿苷衍生物的收率良好。基于质子核磁共振谱和X射线晶体学分析，阐明了这些核苷系列环加合物的结构和立体化学。

  DOI：

  10.1248/cpb.39.1922

文献信息

• [EN] PRODUCTION OF CYCLIC PHOSPHATE, PHOSPHORAMIDATE, THIOPHOSPHATE, AND PHOSPHONATE NUCLEOSIDE COMPOUNDS<br/>[FR] PRODUCTION DE COMPOSÉS CYCLIQUES DE TYPE PHOSPHATE, PHOSPHORAMIDATE, THIOPHOSPHATE, ET PHOSPHONATE NUCLÉOSIDIQUE
  申请人：IDENIX PHARMACEUTICALS INC

  公开号：WO2015095305A1

  公开（公告）日：2015-06-25

  Provided herein are methods for the production of cyclic phosphate, cyclic phosphoramidate, cyclic thiophosphate, and cyclic phosphonate nucleoside compounds. Also provided herein are compounds useful in the production of cyclic phosphate, cyclic phosphoramidate, cyclic thiophosphate, and cyclic phosphonate nucleoside compounds. In certain embodiments, the cyclic phosphate, cyclic phosphoramidate, cyclic thiophosphate, and cyclic phosphonate nucleoside compounds are of Formula (I): wherein: Base, RA, RB, X, R1 and R2 are as defined herein. The cyclic phosphate, cyclic phosphoramidate, cyclic thiophosphate, and cyclic phosphonate nucleoside compounds are useful in the treatment of viral infections, including hepatitis C virus infections in hosts in need thereof.

  本文提供了一种生产环磷酸酯、环磷酰胺酸酯、环硫代磷酸酯和环膦酸酯核苷化合物的方法。本文还提供了在生产环磷酸酯、环磷酰胺酸酯、环硫代磷酸酯和环膦酸酯核苷化合物中有用的化合物。在某些实施例中，环磷酸酯、环磷酰胺酸酯、环硫代磷酸酯和环膦酸酯核苷化合物的化学式为(I)：其中：Base、RA、RB、X、R1和R2如本文所定义。环磷酸酯、环磷酰胺酸酯、环硫代磷酸酯和环膦酸酯核苷化合物在治疗病毒感染方面具有用途，包括治疗需要的宿主体内的丙型肝炎病毒感染。
• NUCLEOTIDE ANALOGUES WITH QUATERNARY CARBON STEREOGENIC CENTERS AND METHODS OF USE
  申请人：Guindon Yvan

  公开号：US20110092451A1

  公开（公告）日：2011-04-21

  The present invention comprises compounds useful as antiviral or antitumor agents. The compounds comprise nucleotide analogues that comprise tetrahydrofuranyl or tetrahydrothienyl moeities with quaternary centers at the 3′ position. The nucleotide analogues can be used to inhibit cancer or viruses. Accordingly, the compounds of the present invention are useful for treating, preventing, and/or inhibiting diseases or conditions associated with cancers and viruses. Thus, the present invention also comprising pharmaceutical formulations comprising the compounds and methods of using the compounds and formulations to inhibit viruses or tumors and treat, prevent, or inhibit the foregoing diseases.

  本发明涉及一种可用作抗病毒或抗肿瘤药物的化合物。该化合物包括核苷酸类似物，其包含在3'位置具有四氢呋喃基或四氢噻吩基的季铵中心。该核苷酸类似物可用于抑制癌症或病毒。因此，本发明的化合物可用于治疗、预防和/或抑制与癌症和病毒相关的疾病或症状。因此，本发明还包括包含该化合物的药物制剂和使用该化合物和制剂抑制病毒或肿瘤以及治疗、预防或抑制上述疾病的方法。
• New tetramethyl-cis-diaza-bicyclo{4.2.0}octane-3,5-dione derivatives
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：US04939156A1

  公开（公告）日：1990-07-03

  As new compounds are now provided 7,7,8,8,-tetramethyl-cis-diaza-bicyclo4.2.0}octane-3,5,-dione derivatives which have an activity to induce the differentiation of tumor cells and are useful as antitumor agent, and which also have an antiviral activity against various viruses and are useful as antiviral agent. These new derivatives may be produced by a photo-addition reaction of a uracil compound with 2,3-dimethyl-2-butene.

  现在提供了新的化合物7,7,8,8,-四甲基顺式-二氮杂双环[4.2.0]辛烷-3,5-二酮衍生物，具有诱导肿瘤细胞分化的活性，可用作抗肿瘤剂，并且还具有抗多种病毒的活性，可用作抗病毒剂。这些新衍生物可以通过将尿嘧啶化合物与2,3-二甲基-2-丁烯进行光加成反应来制备。
• MULTI-TARGETED UBENIMEX PRODRUG DERIVATIVE AND PREPARATION METHOD AND USE THEREOF
  申请人：WEIFANG BOCHUANG INTERNATIONAL ACADEMY OF BIOTECHNOLOGY AND MEDICINE

  公开号：US20160193347A1

  公开（公告）日：2016-07-07

  The present invention relates to the design, synthesis, and biological study of multi-targeted Ubenimex pro-drug derivative. More particularly, provided in the present invention is a compound as shown by general structural formula (I) (wherein the definition of R is shown in the description). The derivative is a multi-targeted compound obtained by binding an aminopeptidase (APN/CD13) inhibitor, Ubenimex, with some anti-tumor drugs already on the market through an ester bond or amide bond, and is suitable for use as an anti-tumor drug for the treating various malignant tumors, and is especially suitable for treating various solid tumors.

  本发明涉及多靶向Ubenimex前药衍生物的设计、合成和生物学研究。更具体地，本发明提供了一种化合物，其一般结构式如(I)所示（其中R的定义在描述中给出）。该衍生物是通过酯键或酰胺键将氨肽酶（APN/CD13）抑制剂Ubenimex与市场上已有的一些抗肿瘤药物结合而得到的多靶向化合物，适用于治疗各种恶性肿瘤，特别适用于治疗各种实体肿瘤。
• New tetramethyl-cis-diaza-bicyclo[4.2.0]octane-3,5-dione derivatives having a differentiation-inducing activity
  申请人：MEIJI SEIKA KAISHA LTD.

  公开号：EP0299413B1

  公开（公告）日：1991-03-20