1-β-D-ribofuranosyl-5-hydroxyperhydro-1,3-diazepin-2-one | 104111-90-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-β-D-ribofuranosyl-5-hydroxyperhydro-1,3-diazepin-2-one
• 英文别名: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxy-1,3-diazepan-2-one
• CAS: 104111-90-2
• 化学式: C₁₀H₁₈N₂O₆
• 分子量: 262.263
• InChiKey: QHDXLNWQRHMXSE-KFUBRKPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  123
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide 在 sodium tetrahydroborate 、 氨 、 N,O-双(三甲基硅烷基)三氟乙酰胺 、 mercury dibromide 、 mercury(II) oxide 作用下， 以 甲醇 为溶剂， 生成 1-β-D-ribofuranosyl-5-hydroxyperhydro-1,3-diazepin-2-one
  参考文献：
  名称：

  合成1,3-二氮杂-2-酮核苷作为胞苷脱氨酶的过渡态抑制剂。

  摘要：

  DOI：

  10.1021/jm00181a001

文献信息

• Seven-membered ring compounds as inhibitors of cytidine deaminase
  申请人：THE UNITED STATES OF AMERICA as represented by the Secretary United States Department of Commerce

  公开号：EP0034424A2

  公开（公告）日：1981-08-26

  Seven-membered heterocyclic nucleosides used to inhibit the deamination enzyme responsible for the inactivation of arabinosylcytosine (ara-C). Preferred nucleosides containing a seven-member aglycone are as follows: R = H, benzoyl, para-nitrobenzoyl X = H, OR A = R, mono-, di- and tri-phosphates (P03E2, P206E3, P3O9E4) E =H, Na Preferred aglyconies are as follows: 1a: X = OCH2CH20 1b: X = SCH2CH2S 1c: X = O 1d: X = H, OH 1e: X = 2H Active components utilized against pyrimidine deaminases from mammalian tissues (mouse kidney and human liver) showed optimum advantage when compared with tetrahydrouridine (THU).

  七元杂环核苷用于抑制负责使阿拉伯核糖基胞嘧啶（ara-C）失活的脱氨酶。含有七元苷元的首选核苷如下： R = H、苯甲酰基、对硝基苯甲酰基 X = H、OR A = R、一磷酸盐、二磷酸盐和三磷酸盐（P03E2、P206E3、P3O9E4） E =H、Na 首选苷元如下： 1a: X = OCH2CH20 1b: X = SCH2CH2S 1c: X = O 1d:X = H, OH 1e:X = 2H 与四氢尿苷 (THU) 相比，针对哺乳动物组织（小鼠肾脏和人类肝脏）嘧啶脱氨酶的活性成分显示出最佳优势。
• 1,3-Diazepine compounds
  申请人：THE UNITED STATES OF AMERICA as represented by the Secretary United States Department of Commerce

  公开号：EP0065324A1

  公开（公告）日：1982-11-24

  Aglycone intermediate: 15 1a: X = OCH2CH2O 1b: X = SCH2CH2S 1c: X = O 1d: X = H, OH 1e: X = 2H

  苷元中间体： 15 1a: X = OCH2CH2O 1b: X = SCH2CH2S 1c: X = O 1d: X = H, OH 1e: X = 2H
• US4275057A
  申请人：——

  公开号：US4275057A

  公开（公告）日：1981-06-23
• [EN] SEVEN-MEMBERED RING COMPOUNDS AS INHIBITORS OF CYTIDINE DEAMINASE
  申请人：——

  公开号：WO1981002164A1

  公开（公告）日：1981-08-06

  (EN) Seven-membered heterocyclic nucleosides used to inhibit the deamination enzyme responsible for the inactivation of arabinosylcytosine (ara-C). Preferred nucleosides containing a seven-member aglycone are as follows: (FORMULA) R = H, benzoyl, para-nitrobenzoyl; X = H, OR A = R mono-, di- and tri-phosphates (PO3E2, P2O6E3, P3O9E4); E = H, Na. Preferred aglycones are as follows: (FORMULA) 1a:X=OCH2CH2O; 1b:X=SCH2CH2S; 1c:X=O; 1d:X=H, OH; 1e:X=2H; Active components utilized against pyrimidine deaminases from mammalian tissues (mouse kidney and human liver) showed optimum advantage when compared with tetrahydrouridine (THU). (FR) Nucleosidea heterocycliques a sept chainons utilises pour inhiber l'enzyme de deamination responsable de la desactivation de l'arabinosylcytosine (ara-C). Les nucleosides preferes contenant un aglycone a sept chainons sont les suivants: (FORMULE) R = H, benzoyl, para-nitrobenzoyl X = H, OR A = R, mono-, di- et tri-phosphates (PO3E2, P2O6E3, P3O9E4) E = H, Na. Les aglycones preferes sont les suivants: (FORMULE) 1a: X = OCH2CH2O; 1b: X = SCH2CH2S; 1c: X= O; 1d: X = H, OH; 1e: X = 2H; Les composants actifs utilises contre les pyrimidines deaminases extraites de tissus de mammiferes (reins de rats et foies humains) ont presente des avantages optimaux en comparaison avec la tetrahydro uridine (THU).