7-methoxy-2-methylbenzo[d]imidazo[2,1-b]thiazole | 64677-69-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 7-methoxy-2-methylbenzo[d]imidazo[2,1-b]thiazole
• 英文别名: 7-methoxy-2-methyl-benzo[d]imidazo[2,1-b]thiazole；6-Methoxy-2-methylimidazo[2,1-b][1,3]benzothiazole
• CAS: 64677-69-6
• 化学式: C₁₁H₁₀N₂OS
• mdl: MFCD09746558
• 分子量: 218.279
• InChiKey: JXXKYQLXBHHPLO-UHFFFAOYSA-N

物化性质

• 熔点：
  123-124 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• 沸点：
  318.2±42.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-methoxy-2-methylbenzo[d]imidazo[2,1-b]thiazole 在 N-碘代丁二酰亚胺 、 四(三苯基膦)钯 、 氢溴酸 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 2-methyl-3-(pyridin-4-yl)-7-(quinolin-2-ylmethoxy)benzo[d]imidazo[2,1-b]thiazole
  参考文献：
  名称：

  Discovery of benzo[d]imidazo[5,1-b]thiazole as a new class of phosphodiesterase 10A inhibitors

  摘要：

  The design, synthesis and structure activity relationship studies of a series of compounds from benzo[d]imidazo[5,1-b]thiazole scaffold as phosphodiesterase 10A (PDE10A) inhibitors are discussed. Several potent analogs with heteroaromatic substitutions (9a-d) were identified. The anticipated binding mode of these analogs was confirmed by performing the in silico docking experiments. Later, the heteroaromatics were substituted with saturated heteroalkyl groups which provided a tool compound 9e with excellent PDE10A activity, PDE selectivity, CNS penetrability and with favorable pharmacokinetic profile in rats. Furthermore, the compound 9e was shown to be efficacious in the MK-801 induced psychosis model and in the CAR model of psychosis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.027
• 作为产物：
  描述：

  2-氨基-6-甲氧基苯并噻唑 在 硫酸 、 mercury(II) sulfate 作用下， 以 乙醇 、 水 为溶剂， 反应 8.0h， 生成 7-methoxy-2-methylbenzo[d]imidazo[2,1-b]thiazole
  参考文献：
  名称：

  Synthesis and biological properties of methyl-substituted imidazo[2,1-b]benzothiazoles

  摘要：

  DOI：

  10.1007/bf00778013

文献信息

• [EN] NOVEL FUSED IMIDAZOBENZOTHIAZOLE COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS IMIDAZOBENZOTHIAZOLE FUSIONNÉS
  申请人：TORRENT PHARMACEUTICALS LTD

  公开号：WO2015145336A1

  公开（公告）日：2015-10-01

  The present invention relates to novel fused Imidazobenzothiazole derivatives, their pharmaceutically acceptable salts, and their isomers, steroisomers, atropisomers, conformers, tautomers, polymorphs, hydrates, solvates and N-oxide. The present invention also encompasses pharmaceutically acceptable compositions of said compounds and process for preparing novel compounds. The invention further relates to the use of the above-mentioned compounds for the preparation of medicament for use as pharmaceuticals.

  本发明涉及新型融合的咪唑苯并噻唑衍生物、其药学上可接受的盐、其异构体、立体异构体、旋光异构体、构象异构体、互变异构体、多晶形、水合物、溶剂化物和N-氧化物。本发明还包括所述化合物的药学上可接受的组合物和制备新化合物的过程。本发明进一步涉及上述化合物用于制备用于制药的药物的用途。
• Fused imidazobenzothiazole compounds
  申请人：TORRENT PHARMACEUTICALS LIMITED

  公开号：US10227361B2

  公开（公告）日：2019-03-12

  The present invention relates to novel fused Imidazobenzothiazole derivatives, their pharmaceutically acceptable salts, and their isomers, stereoisomers, atropisomers, conformers, tautomers, polymorphs, hydrates, solvates and N-oxide. The present invention also encompasses pharmaceutically acceptable compositions of said compounds and process for preparing novel compounds. The invention further relates to the use of the above-mentioned compounds for the preparation of medicament for use as pharmaceuticals.

  本发明涉及新型融合咪唑苯并噻唑衍生物、它们的药学上可接受的盐，以及它们的异构体、立体异构体、同分异构体、构象、同系物、多晶型、水合物、溶液和 N-氧化物。本发明还包括所述化合物的药学上可接受的组合物以及制备新型化合物的工艺。本发明还涉及使用上述化合物制备药物。
• NOVEL FUSED IMIDAZOBENZOTHIAZOLE COMPOUNDS
  申请人：TORRENT PHARMACEUTICALS LIMITED

  公开号：US20170107233A1

  公开（公告）日：2017-04-20

  The present invention relates to novel fused Imidazobenzothiazole derivatives, their pharmaceutically acceptable salts, and their isomers, steroisomers, atropisomers, conformers, tautomers, polymorphs, hydrates, solvates and N-oxide. The present invention also encompasses pharmaceutically acceptable compositions of said compounds and process for preparing novel compounds. The invention further relates to the use of the above-mentioned compounds for the preparation of medicament for use as pharmaceuticals.
• US9908898B2
  申请人：——

  公开号：US9908898B2

  公开（公告）日：2018-03-06