1-(2-Chloro-ethyl)-3-((2R,3S,4R,6S)-3-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-4-yl)-urea | 98383-19-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-Chloro-ethyl)-3-((2R,3S,4R,6S)-3-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-4-yl)-urea
• 英文别名: 1-(2-chloroethyl)-3-[(2R,3S,4R,6S)-3-hydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]urea
• CAS: 98383-19-8
• 化学式: C₁₀H₁₉ClN₂O₅
• 分子量: 282.724
• InChiKey: GFLWUKYQNAAXSR-HXFLIBJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.99
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  100.05
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(2-Chloro-ethyl)-3-((2R,3S,4R,6S)-3-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-4-yl)-urea 在 sodium nitrite 作用下， 以 甲酸 为溶剂， 反应 0.5h， 生成 依考莫司汀
  参考文献：
  名称：

  Rationale for the synthesis and preliminary biological evaluation of highly active new antitumor nitrosoureido sugars

  摘要：

  Various new nitrosoureido derivatives of di- or trideoxy sugars were synthesized. The influence of the hydroxyl substitution pattern, the configuration at the anomeric center, and the absolute configuration of the sugar moiety on the antitumor activity of a series of nitrosoureido derivatives of di- and trideoxy sugars was studied. All compounds showed a very significant activity in vivo against L1210 leukemia, B16 melanocarcinoma, and Lewis lung carcinoma. Methyl 3-[3-(2-chloroethyl)-3-nitrosoureido]-2,3-dideoxy-alpha-D-arabino- hexopyranoside, 24 (NSC 609224), was found to be the most active compound. When treated with 24 (NSC 609224) at 20 mg/kg on day 1, at least 90% of the L1210 leukemia and B16 melanocarcinoma bearing mice showed a survival of over 60 days for a LD50 value for this compound of 42 mg/kg.

  DOI：

  10.1021/jm00121a005
• 作为产物：
  描述：

  methyl 3-amino-2,3-dideoxy-α-D-arabino-hexopyranoside 生成 1-(2-Chloro-ethyl)-3-((2R,3S,4R,6S)-3-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-4-yl)-urea
  参考文献：
  名称：

  CHOSY, P.;MONNERET, C.;ROGER, P.

  摘要：

  DOI：

文献信息

• J. Med. Chem. 1989, 32, 16-23
  作者：

  DOI：——

  日期：——
• CHOAY, P.;MONNERET, C.;ROGER, P.
  作者：CHOAY, P.、MONNERET, C.、ROGER, P.

  DOI：——

  日期：——