2-[(4-6-Dichloropyrimidin-2-yl)amino]-4-methyl-5-thiazolecarboxylic acid ethyl ester | 474397-19-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[(4-6-Dichloropyrimidin-2-yl)amino]-4-methyl-5-thiazolecarboxylic acid ethyl ester
• 英文别名: Ethyl 2-[(4,6-dichloro-2-pyrimidinyl)amino]-4-methyl-5-thiazolecarboxylate；ethyl 2-[(4,6-dichloropyrimidin-2-yl)amino]-4-methyl-1,3-thiazole-5-carboxylate
• CAS: 474397-19-8
• 化学式: C₁₁H₁₀Cl₂N₄O₂S
• 分子量: 333.198
• InChiKey: ANTOYFVMGOPGII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  哌嗪-2-甲酰胺 、 2-[(4-6-Dichloropyrimidin-2-yl)amino]-4-methyl-5-thiazolecarboxylic acid ethyl ester 在 N,N-二异丙基乙胺 作用下， 以 正丁醇 为溶剂， 生成
  参考文献：
  名称：

  Identification of potent pyrimidine inhibitors of phosphodiesterase 7 (PDE7) and their ability to inhibit T cell proliferation

  摘要：

  A series of pyrimidine based inhibitors of PDE7 are discussed. The synthesis, structure-activity relationships (SAR) and selectivity against several other PDE family members as well as activity in T cells are presented. These compounds were found to have effects on T cell proliferation, however it is not clear whether the mechanism is related to PDE7 inhibition. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.060
• 作为产物：
  描述：

  ethyl 2-[(4-hydroxy-6-oxo-1H-pyrimidin-2-yl)amino]-4-methyl-1,3-thiazole-5-carboxylate 在 三氯氧磷 作用下， 生成 2-[(4-6-Dichloropyrimidin-2-yl)amino]-4-methyl-5-thiazolecarboxylic acid ethyl ester
  参考文献：
  名称：

  Identification of potent pyrimidine inhibitors of phosphodiesterase 7 (PDE7) and their ability to inhibit T cell proliferation

  摘要：

  A series of pyrimidine based inhibitors of PDE7 are discussed. The synthesis, structure-activity relationships (SAR) and selectivity against several other PDE family members as well as activity in T cells are presented. These compounds were found to have effects on T cell proliferation, however it is not clear whether the mechanism is related to PDE7 inhibition. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.060

文献信息

• Dual inhibitorsof PDE 7 and PDE 4
  申请人：——

  公开号：US20030104974A1

  公开（公告）日：2003-06-05

  Dual inhibitors of PDE7 and PDE4, together with their use to treat leukocyte activation-associated disorders (including transplant rejection, rheumatoid arthritis, inflammatory bowel disease, psoriasis, asthma, chronic obstructive pulmonary disease, lupus and multiple sclerosis), are provided herein.

  本文提供了PDE7和PDE4的双重抑制剂，以及它们用于治疗与白细胞激活相关的疾病（包括移植排斥、类风湿性关节炎、炎症性肠病、牛皮癣、哮喘、慢性阻塞性肺疾病、狼疮和多发性硬化症）的方法。
• Pyrimidine inhibitors of phosphodiesterase (PDE) 7
  申请人：——

  公开号：US20030162802A1

  公开（公告）日：2003-08-28

  Pyrimidine phosphodiesterase 7 (PDE 7) inhibitors of the following formula 1 wherein R 1 , R 2 , Z, J and L are described herein, and analogs thereof are provided which are useful in treating T-cell mediated diseases.
• US7087614B2
  申请人：——

  公开号：US7087614B2

  公开（公告）日：2006-08-08
• Identification of potent pyrimidine inhibitors of phosphodiesterase 7 (PDE7) and their ability to inhibit T cell proliferation
  作者：Junqing Guo、Andrew Watson、James Kempson、Marianne Carlsen、Joseph Barbosa、Karen Stebbins、Deborah Lee、John Dodd、Steven G. Nadler、Murray McKinnon、Joel Barrish、William J. Pitts

  DOI：10.1016/j.bmcl.2009.02.060

  日期：2009.4

  A series of pyrimidine based inhibitors of PDE7 are discussed. The synthesis, structure-activity relationships (SAR) and selectivity against several other PDE family members as well as activity in T cells are presented. These compounds were found to have effects on T cell proliferation, however it is not clear whether the mechanism is related to PDE7 inhibition. (C) 2009 Elsevier Ltd. All rights reserved.