2-(4-pyridyl)-4H,9H-benzo[b]1,3-thiazolo[5,4-f]1,4-diazepin-10-one | 1612886-80-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 2-(4-pyridyl)-4H,9H-benzo[b]1,3-thiazolo[5,4-f]1,4-diazepin-10-one
• 英文别名: 2-(pyridin-4-yl)-4H-benzo[b]thiazolo[4,5-e][1,4]diazepin-10(9H)-one；2-Pyridin-4-yl-5,10-dihydro-[1,3]thiazolo[5,4-c][1,5]benzodiazepin-4-one；2-pyridin-4-yl-5,10-dihydro-[1,3]thiazolo[5,4-c][1,5]benzodiazepin-4-one
• CAS: 1612886-80-2
• 化学式: C₁₅H₁₀N₄OS
• 分子量: 294.337
• InChiKey: FFCCROZCJQVMAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  硫代异烟酰胺 在 吡啶 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 反应 90.0h， 生成 2-(4-pyridyl)-4H,9H-benzo[b]1,3-thiazolo[5,4-f]1,4-diazepin-10-one
  参考文献：
  名称：

  Synthesis and structure–activity relationship of trisubstituted thiazoles as Cdc7 kinase inhibitors

  摘要：

  The Cell division cycle 7 (Cdc7) protein kinase is essential for DNA replication and maintenance of genome stability. We systematically explored thiazole-based compounds as inhibitors of Cdc7 kinase activity in cancer cells. Our studies resulted in the identification of a potent, selective Cdc7 inhibitor that decreased phosphorylation of the direct substrate MCM2 in vitro and in vivo, and inhibited DNA synthesis and cell viability in vitro.

  DOI：

  10.1016/j.ejmech.2014.04.013

文献信息

• Domino Synthesis of Thiazolo-Fused Six- and Seven-Membered Nitrogen Heterocycles via Intramolecular Heteroannulation of In-Situ-Generated 2-(Het)aryl-4-amino-5-functionalized Thiazoles
  作者：Yogendra Kumar、Hiriyakkanavar Ila

  DOI：10.1021/acs.joc.2c01673

  日期：2022.9.16

  Synthesis of novel 2-(het)aryl-substituted thiazolo-fused six- and seven-membered heterocycles, such as thiazolo[4,5-b]pyridin-5(4H)-ones, thiazolo[4,5-c]isoquinolin-5(4H)-ones, thiazolo[4,5-b]quinolin-9(4H)-ones, 4H-benzo[e]thiazolo[4,5-b]azepine-5,10-diones, have been developed in a single-pot operation via intramolecular heteroannulation of in-situ-generated 2-(het)aryl-4-amino-5-functionalized

  新型 2-(het) 芳基取代的噻唑并稠合六元和七元杂环化合物的合成，例如噻唑并[4,5 - b ]吡啶-5(4 H )-酮、噻唑并[4,5 - c ] isoquinolin-5(4 H )-ones, thiazolo[4,5- b ]quinolin-9(4 H )-ones, 4 H- benzo[ e ]thiazolo[4,5- b ]azepine-5,10-diones ，已通过原位生成的 2-(het)aryl-4-amino-5-functionalized 噻唑的分子内异环化在单锅操作中开发。这些 4-氨基-5-官能化噻唑很容易在一锅法中获得，方法是在 NaH 存在下用氰胺处理一系列（杂）芳基二硫酯，然后原位所得硫代亚胺酸盐与合适的活化二卤代甲烷的S-烷基化-分子内缩合。另一方面，相应的 4 H-苯并[ b ]噻唑并[4,5 - e ][1,4]diazepin-10(9