2'-Deoxy-2'-difluoromethylidenecytidine | 130290-59-4

• 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: 2'-Deoxy-2'-difluoromethylidenecytidine
• 英文别名: Cytidine, 2'-deoxy-2'-(difluoromethylene)-；4-amino-1-[(2R,4S,5R)-3-(difluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
• CAS: 130290-59-4
• 化学式: C₁₀H₁₁F₂N₃O₄
• 分子量: 275.212
• InChiKey: SCEJPAOSSUXINK-BTDYQHFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-ethoxy-1-<3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-erythro-2-pentulofuranosyl>-2(1H)-pyrimidinone 在 samarium diiodide 、 四丁基氟化铵 、 氨 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 乙醇 为溶剂， 反应 20.0h， 生成 2'-Deoxy-2'-difluoromethylidenecytidine
  参考文献：
  名称：

  1,1-二氟烯烃的新途径：在合成2'-脱氧-2'-二氟亚甲基核苷中的应用。

  摘要：

  已经开发了酮的二氟甲基化的方法学，从而合成了胞苷衍生物。

  DOI：

  10.1016/s0040-4039(00)79824-8

文献信息

• NOVEL 2'-METHYLIDENENUCLEOTIDE COMPOUND, PROCESS FOR PRODUCING THE SAME, AND PHARMACEUTICAL USE THEREOF
  申请人：Matsuda, Akira

  公开号：EP0690068A1

  公开（公告）日：1996-01-03

  A novel 2'-methylidenenucleotide compound represented by general formula (I) or a salt thereof, a process for producing the same, and a pharmaceutical use thereof. In said formula, R represents hydrogen or halogen; R¹ and R² represent each independently a fatty acid residue or a hydrocarbon residue; and R³ and R⁴ represent each independently hydrogen, halogen or alkyl. The compound and salts thereof have an excellent antitumor activity against mammals. More specifically, they have a remarkable activity of inhibiting growth of mouse tumors, cultured human tumor cells or human tumors transplanted to nude mice, and hence are efficacious in curing or inhibiting the recurrence of mammalian pulmonary cancer, digestive cancer, mamary cancer, head and neck cancers, gynecologic cancer, urologic cancer, leukemia, melanoma, lymphatic metastatic tumor, and so forth. Also they are useful as an antitumor drug because they have an increased bioavailability and are lowly toxic. Further they have the effects of persistent and increased activities.

  一种由通式(I)代表的新型 2'-亚甲基烯核苷酸化合物或其盐，一种生产该化合物的工艺及其药物用途。在所述式中，R 代表氢或卤素；R¹ 和 R² 各自独立地代表脂肪酸残基或烃残基；R³ 和 R⁴ 各自独立地代表氢、卤素或烷基。该化合物及其盐类对哺乳动物具有极佳的抗肿瘤活性。更具体地说，它们具有抑制小鼠肿瘤、培养的人类肿瘤细胞或移植到裸鼠身上的人类肿瘤生长的显著活性，因此在治疗或抑制哺乳动物肺癌、消化系统癌症、乳腺癌、头颈部癌症、妇科癌症、泌尿系统癌症、白血病、黑色素瘤、淋巴转移性肿瘤等方面具有疗效。此外，它们还可作为抗肿瘤药物，因为它们具有更高的生物利用度和低毒性。此外，它们还具有持续和增强活性的作用。
• Novel 2'-halomethylidene, 2'-ethenylidene and 2'ethynyl cytidine, uridine and guanosine derivatives
  申请人：——

  公开号：US20030109484A1

  公开（公告）日：2003-06-12

  This invention relates to certain novel 2′-halomethylidene, 2′-ethenylidene and 2′-ethynyl cytidine, uridine and guanosine derivatives, and compositions thereof, which are useful in the treatment of patients afflicted with neoplastic or viral disease states.

  本发明涉及某些新型 2′-亚甲基、2′-亚乙烯基和 2′-乙炔基胞苷、尿苷和鸟苷衍生物及其组合物，可用于治疗肿瘤性或病毒性疾病患者。
• Novel 2'-halomethylidene,2'-ethenylidene and 2'-ethynyl cytidine, uridine and guanosine derivatives
  申请人：Merrell Pharmaceuticals Inc.

  公开号：US20040063659A1

  公开（公告）日：2004-04-01

  This invention relates to certain novel 2′-halomethylidene, 2′-ethenylidene and 2′-ethynyl cytidine, uridine and guanosine derivatives, and compositions thereof, which are useful in the treatment of patients afflicted with neoplastic or viral disease states.

  本发明涉及某些新型 2′-亚甲基、2′-亚乙烯基和 2′-乙炔基胞苷、尿苷和鸟苷衍生物及其组合物，可用于治疗肿瘤性或病毒性疾病患者。
• Novel 2'-halomethylidene, 2'-ethenylidene and 2'-ethynyl cytidine, uridine and guanosine derivatives
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0372268B1

  公开（公告）日：1994-05-04
• JPH02178272A
  申请人：——

  公开号：JPH02178272A

  公开（公告）日：1990-07-11