N,N'-Dimethyl-N-methoxyharnstoff | 29728-22-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-Dimethyl-N-methoxyharnstoff
• 英文别名: 1.3-Dimethyl-1-methoxymethyl-harnstoff；Hydroxyurea, N,N',O-trimethyl-；1-methoxy-1,3-dimethylurea
• CAS: 29728-22-1
• 化学式: C₄H₁₀N₂O₂
• 分子量: 118.136
• InChiKey: UOQHMTMTPKALAZ-UHFFFAOYSA-N

物化性质

• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-cyano-1H-imidazole-2-carboxylic acid [4-bromo-2-(4,4-dimethyl-cyclohex-1-enyl)-phenyl]-amide 、 N,N'-Dimethyl-N-methoxyharnstoff 在 异丙基氯化镁 、 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.92h， 生成 4-cyano-1H-imidazole-2-carboxylic acid [4-dimethylcarbamoyl-2-(4,4-dimethyl-cyclohex-1-enyl)-phenyl]-amide
  参考文献：
  名称：

  Enhancement of kinase selectivity in a potent class of arylamide FMS inhibitors

  摘要：

  Structure-activity relationship (SAR) studies on a highly potent series of arylamide FMS inhibitors were carried out with the aim of improving FMS kinase selectivity, particularly over KIT. Potent compound 17r (FMS IC50 0.7 nM, FMS cell IC50 6.1 nM) was discovered that had good PK properties and a greater than fivefold improvement in selectivity for FMS over KIT kinase in a cellular assay relative to the previously reported clinical candidate 4. This improved selectivity was manifested in vivo by no observed decrease in circulating reticulocytes, a measure of bone safety, at the highest studied dose. Compound 17r was highly active in a mouse pharmacodynamic model and demonstrated disease-modifying effects in a dose-dependent manner in a strep cell wall-induced arthritis model of rheumatoid arthritis in rats. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.061
• 作为产物：
  描述：

  异氰酸甲酯 、 N-甲基-N-甲氧基胺盐酸盐 以 苯 为溶剂， 生成 N,N'-Dimethyl-N-methoxyharnstoff
  参考文献：
  名称：

  Ohme,R.; Preuschhof,H., Journal fur praktische Chemie (Leipzig 1954), 1970, vol. 312, p. 349 - 358

  摘要：

  DOI：

文献信息

• Ohme,R.; Preuschhof,H., Journal fur praktische Chemie (Leipzig 1954), 1970, vol. 312, p. 349 - 358
  作者：Ohme,R.、Preuschhof,H.

  DOI：——

  日期：——
• Enhancement of kinase selectivity in a potent class of arylamide FMS inhibitors
  作者：Carl R. Illig、Carl L. Manthey、Sanath K. Meegalla、Mark J. Wall、Jinsheng Chen、Kenneth J. Wilson、Renee L. DesJarlais、Shelley K. Ballentine、Carsten Schubert、Carl S. Crysler、Yanmin Chen、Christopher J. Molloy、Margery A. Chaikin、Robert R. Donatelli、Edward Yurkow、Zhao Zhou、Mark R. Player、Bruce E. Tomczuk

  DOI：10.1016/j.bmcl.2013.09.061

  日期：2013.12

  Structure-activity relationship (SAR) studies on a highly potent series of arylamide FMS inhibitors were carried out with the aim of improving FMS kinase selectivity, particularly over KIT. Potent compound 17r (FMS IC50 0.7 nM, FMS cell IC50 6.1 nM) was discovered that had good PK properties and a greater than fivefold improvement in selectivity for FMS over KIT kinase in a cellular assay relative to the previously reported clinical candidate 4. This improved selectivity was manifested in vivo by no observed decrease in circulating reticulocytes, a measure of bone safety, at the highest studied dose. Compound 17r was highly active in a mouse pharmacodynamic model and demonstrated disease-modifying effects in a dose-dependent manner in a strep cell wall-induced arthritis model of rheumatoid arthritis in rats. (C) 2013 Elsevier Ltd. All rights reserved.