1-(4-chlorobenzyl)-3-cyanoacetyl-urea | 179486-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-chlorobenzyl)-3-cyanoacetyl-urea
• 英文别名: N-[(4-chlorophenyl)methylcarbamoyl]-2-cyanoacetamide
• CAS: 179486-46-5
• 化学式: C₁₁H₁₀ClN₃O₂
• 分子量: 251.672
• InChiKey: MNYMJKIARSNLGW-UHFFFAOYSA-N

物化性质

• 密度：
  1.331±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  82
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-chlorobenzyl)-3-cyanoacetyl-urea 在 盐酸 、 sodium hydroxide 、 sodium nitrite 作用下， 以 乙醇-D1 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.17h， 生成 6-amino-1-(4-chlorobenzyl)-5-nitroso-uracil
  参考文献：
  名称：

  Exploring Selective Inhibition of the First Bromodomain of the Human Bromodomain and Extra-terminal Domain (BET) Proteins

  摘要：

  A midthroughput screening follow-up program targeting the first bromodomain of the human BRD4 protein, BRD4(BD1), identified an acetylated-mimic xanthine derivative inhibitor. This compound binds with an affinity in the low micromolar range yet exerts suitable unexpected selectivity in vitro against the other members of the bromodomain and extra-terminal domain (BET) family. A structure-based program pinpointed a role of the ZA loop, paving the way for the development of potent and selective BET-BRDi probes.

  DOI：

  10.1021/acs.jmedchem.5b01708
• 作为产物：
  描述：

  对氯苄胺 在 盐酸 作用下， 以 乙醇 、 水 、 乙酸酐 为溶剂， 生成 1-(4-chlorobenzyl)-3-cyanoacetyl-urea
  参考文献：
  名称：

  Exploring Selective Inhibition of the First Bromodomain of the Human Bromodomain and Extra-terminal Domain (BET) Proteins

  摘要：

  A midthroughput screening follow-up program targeting the first bromodomain of the human BRD4 protein, BRD4(BD1), identified an acetylated-mimic xanthine derivative inhibitor. This compound binds with an affinity in the low micromolar range yet exerts suitable unexpected selectivity in vitro against the other members of the bromodomain and extra-terminal domain (BET) family. A structure-based program pinpointed a role of the ZA loop, paving the way for the development of potent and selective BET-BRDi probes.

  DOI：

  10.1021/acs.jmedchem.5b01708

文献信息

• Aryl thioxanthines
  申请人：Euro-Celtique S.A.

  公开号：US06066641A1

  公开（公告）日：2000-05-23

  The present invention relates to novel compounds of the formula (I): ##STR1## wherein Q.sub.3 R.sub.3 and Q.sub.8 R.sub.8 are described herein. The compounds possess PDE-IV inhibitory activity and improved selectivity with regard to PDE-III inhibition. Also disclosed are pharmaceutical compositions and methods of treatment utilizing the disclosed compounds.

  本发明涉及公式（I）的新化合物： ##STR1## 其中Q3R3和Q8R8如本文所述。这些化合物具有PDE-IV抑制活性和相对于PDE-III抑制的改进选择性。本发明还揭示了使用所述化合物的制药组合物和治疗方法。
• Aryl isoguanines
  申请人：Euro-Celtique, S.A.

  公开号：US06440979B1

  公开（公告）日：2002-08-27

  Disclosed are compounds having formula (II): wherein: Q3, Q6a, Q6b and Q8 are independently a bond, C1-8 alkylene, C2-8 alkenylene and C2-8 alkynylene, and R3, R6a, R6b and R8 are independently hydrogen, aryl or heteroraryl, optionally substituted by halogen, hydroxy, alkoxy, nitro, cyano and carboxy, provided that: Q3R3 is not hydrogen or methyl. The compounds are effective PDE IV inhibitors and possess improved PDE IV inhibition and improved selectivity with regard to PDE III inhibition.

  本发明涉及具有以下式子（II）的化合物：其中：Q3，Q6a，Q6b和Q8独立地是键，C1-8烷基，C2-8烯基和C2-8炔基，而R3，R6a，R6b和R8独立地是氢，芳基或杂芳基，可选择地被卤素，羟基，烷氧基，硝基，氰基和羧基取代，条件是：Q3R3不是氢或甲基。这些化合物是有效的PDE IV抑制剂，并具有改进的PDE IV抑制和改进的选择性，与PDE III抑制有关。
• EP0814809A4
  申请人：——

  公开号：EP0814809A4

  公开（公告）日：1998-04-01
• ARYL THIOXANTHINES
  申请人：Euroceltique S.A.

  公开号：EP0814809A1

  公开（公告）日：1998-01-07
• US6066641A
  申请人：——

  公开号：US6066641A

  公开（公告）日：2000-05-23