4-Propyl-[1,3]thiazolo[4,5-c]pyridine | 1228149-68-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-Propyl-[1,3]thiazolo[4,5-c]pyridine
• 英文别名: 4-propyl-[1,3]thiazolo[4,5-c]pyridine
• CAS: 1228149-68-5
• 化学式: C₉H₁₀N₂S
• 分子量: 178.258
• InChiKey: MPQGLPJIWLJRKV-UHFFFAOYSA-N

物化性质

• 沸点：
  288.3±20.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(3aS,4R,6R,6aR)-4-[(5-iodo-6-methyl-2-methylsulfanylpyrimidin-4-yl)amino]-2,2-dimethyl-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-6-yl]methanol 、 4-Propyl-[1,3]thiazolo[4,5-c]pyridine 在 copper(l) iodide 、 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and SAR of pyridothiazole substituted pyrimidine derived HCV replication inhibitors

  摘要：

  Introduction of a nitrogen atom into the benzene ring of a previously identified HCV replication (replicase) benzothiazole inhibitor 1, resulted in the discovery of the more potent pyridothiazole analogues 3. The potency and PK properties of the compounds were attenuated by the introductions of various functionalities at the R-1, R-2 or R-3 positions of the molecule (compound 3). Inhibitors 38 and 44 displayed excellent potency, selectivity (GAPDH/MTS CC50), PK parameters in all species studied, and cross genotype activity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.099
• 作为产物：
  描述：

  4-氯噻唑并[4,5-C]吡啶 、 三正丙基铝 在 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 、 正己烷 为溶剂， 以72%的产率得到4-Propyl-[1,3]thiazolo[4,5-c]pyridine
  参考文献：
  名称：

  功能化噻唑并[4,5- c ]吡啶的新方法

  摘要：

  新型取代的噻唑[4,5- c ]吡啶已通过直接的C-H偶联反应和N-氧化物重排化学反应，由未取代的噻唑[4,5- c ]吡啶合成而得。

  DOI：

  10.1016/j.tetlet.2010.03.069

文献信息

• Syntheses of 4- and 6-substituted thiazolo[4,5-c]pyridines
  作者：Yuhua Huang、Frank Bennett、Vinay Girijavallabhan、Carmen Alvarez、Tze-Ming Chan、Rebecca Osterman、Mary Senior、Cecil Kwong、Namita Bansal、F. George Njoroge、Malcolm MacCoss

  DOI：10.1016/j.tetlet.2010.03.070

  日期：2010.5

  A general synthetic approach to 4,6-substituted thiazole[4,5-c]pyridines, involving a novel one-pot thiol deprotection-cyclization key step, is described.

  描述了一种4,6-取代的噻唑[4,5- c ]吡啶的一般合成方法，涉及一个新的一锅硫醇脱保护环化关键步骤。
• Synthesis and SAR of pyridothiazole substituted pyrimidine derived HCV replication inhibitors
  作者：Vinay M. Girijavallabhan、Carmen Alvarez、Frank Bennett、Lei Chen、Stephen Gavalas、Yuhua Huang、Seong-Heon Kim、Aneta Kosinski、Patrick Pinto、Razia Rizvi、Randall Rossman、Bandarpalle Shankar、Ling Tong、Francisco Velazquez、Srikanth Venkatraman、Vishal A. Verma、Joseph Kozlowski、Neng-Yang Shih、John J. Piwinski、Malcolm MacCoss、Cecil D. Kwong、Namita Bansal、Jeremy L. Clark、Anita T. Fowler、Hollis S. Kezar、Jacob Valiyaveettil、Robert C. Reynolds、Joseph A. Maddry、Subramaniam Ananthan、John A. Secrist、Cheng Li、Robert Chase、Stephanie Curry、Hsueh-Cheng Huang、Xiao Tong、F. George Njoroge、Ashok Arasappan

  DOI：10.1016/j.bmcl.2012.06.099

  日期：2012.9

  Introduction of a nitrogen atom into the benzene ring of a previously identified HCV replication (replicase) benzothiazole inhibitor 1, resulted in the discovery of the more potent pyridothiazole analogues 3. The potency and PK properties of the compounds were attenuated by the introductions of various functionalities at the R-1, R-2 or R-3 positions of the molecule (compound 3). Inhibitors 38 and 44 displayed excellent potency, selectivity (GAPDH/MTS CC50), PK parameters in all species studied, and cross genotype activity. (C) 2012 Elsevier Ltd. All rights reserved.
• Novel methods to functionalize thiazolo[4,5-c]pyridines
  作者：Vinay Girijavallabhan、Ashok Arasappan、Frank Bennett、Yuhua Huang、F. George Njoroge、Malcolm MacCoss

  DOI：10.1016/j.tetlet.2010.03.069

  日期：2010.5

  Novel substituted thiazole[4,5-c]pyridines have been synthesized in good yields from unsubstituted thiazole[4,5-c]pyridine using direct C–H coupling reactions and N-oxide rearrangement chemistry.

  新型取代的噻唑[4,5- c ]吡啶已通过直接的C-H偶联反应和N-氧化物重排化学反应，由未取代的噻唑[4,5- c ]吡啶合成而得。