5-methyl-6-(4-pyridinyl)thiazolo-<4,5-b>pyridin-2(3H)-one | 147293-39-8

• 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: 5-methyl-6-(4-pyridinyl)thiazolo-<4,5-b>pyridin-2(3H)-one
• 英文别名: Thiazolo(4,5-b)pyridin-2(3H)-one, 5-methyl-6-(4-pyridinyl)-；5-methyl-6-pyridin-4-yl-3H-[1,3]thiazolo[4,5-b]pyridin-2-one
• CAS: 147293-39-8
• 化学式: C₁₂H₉N₃OS
• 分子量: 243.289
• InChiKey: BYJYDMGTROTBTQ-UHFFFAOYSA-N

物化性质

• 沸点：
  431.4±55.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  80.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methyl-6-(4-pyridinyl)thiazolo-<4,5-b>pyridin-2(3H)-one 在 硫酸 作用下， 以 水 为溶剂， 反应 24.0h， 以92%的产率得到5,5'-thiobis(2-methyl<3,4'-bipyridin>-6-amine)
  参考文献：
  名称：

  Singh; Bacon; Robinson, Journal of Medicinal Chemistry, 1994, vol. 37, # 2, p. 248 - 254

  摘要：

  DOI：
• 作为产物：
  描述：

  5-methyl-2-methylthio-6-(4-pyridinyl)thiazolo-<4,5-b>pyridine 在 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 以80%的产率得到5-methyl-6-(4-pyridinyl)thiazolo-<4,5-b>pyridin-2(3H)-one
  参考文献：
  名称：

  An Efficient and Novel Synthesis of Fused Thiazol-2(3H)-ones

  摘要：

  Reaction of o-bromo aromatic amines (2, 4, 7, 10, 15) with ethyl potassium xanthate gave the corresponding fused thiazol-2(3H)-thiones (16, 19, 22) which in turn were first alkylated with methyl iodide and then treated with sodium methoxide to produce fused thiazol-2(3H)-ones (18, 21, 24). Treatment of 4-(4-pyridinyl)-benzenamine dihydrobromide (1) with DMSO gave 2-bromo-4-(4-pyridinyl)benzenamine (2). Reduction of 4-(4-bromo-3-nitrophenyl)-pyridine (3) with stannous chloride gave 2-bromo-5-(4-pyridinyl)-benzenamine (4). Treatment of 5-bromo-2-methyl[3,4'-bipyridin]-6(1H)-one (5) with phosphorous oxychloride and ammonia sequentially yielded amino compound (7). Hofmann reaction of 2-chloro-6-methyl-[3,4'-bipyridine]-3-carboxamide resulted in amino compound (10). 5-Acyl-6-methylpyridin-2(1H)-ones (11) were converted to 3-bromo-1,6-naphthyridin-2-amines (15) via a four-step sequence.

  DOI：

  10.3987/com-92-6193

文献信息

• CASEIN KINASE 1DELTA (CK1DELTA) INHIBITORS
  申请人：Electrophoretics Limited

  公开号：EP2651404B1

  公开（公告）日：2015-10-14
• METHODS AND COMPOSITIONS FOR TREATMENT OF MUSCULAR DYSTROPHY
  申请人：Whalen Anne

  公开号：US20110224128A1

  公开（公告）日：2011-09-15

  The invention features methods, compositions, and kits useful for the treatment of muscular dystrophy, e.g., Duchenne muscular dystrophy, in a patient.
• CASEIN KINASE 1DELTA (CK 1DELTA) INHIBITORS
  申请人：Sheridan Joseph M.

  公开号：US20140018540A1

  公开（公告）日：2014-01-16

  The invention relates to pharmaceutical compositions comprising casein kinase 1 delta (CK1δ) and to the use of said inhibitors in the treatment of neurodegenerative disorders such as Alzheimer's disease.
• CASEIN KINASE 1delta (CK 1delta) INHIBITORS AND THEIR USE IN THE TREATMENT OF NEURODEGENERATIVE DISEASES SUCH AS TAUOPATHIES
  申请人：Electrophoretics Limited

  公开号：US20160354375A1

  公开（公告）日：2016-12-08

  The invention relates to pharmaceutical compositions comprising casein kinase 1 delta (CK1δ) and to the use of said inhibitors in the treatment of neurodegenerative disorders such as Alzheimer's disease.
• US9763947B2
  申请人：——

  公开号：US9763947B2

  公开（公告）日：2017-09-19