2H,5H,-6,7-dihydrothiazolo<3,2-a>pyrimidin-3(2H)-one | 92897-32-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2H,5H,-6,7-dihydrothiazolo<3,2-a>pyrimidin-3(2H)-one
• 英文别名: 6,7-dihydro-5H-thiazolo<3,2-a>pyrimidine-3(2H)-one；6,7-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-3(2H)-one；6,7-dihydro-2H-thiazolo[3,2-a]pyrimidin-3(5H)-one；6,7-dihydro-5H-thiazolo[3,2-a]pyrimidin-3-one；6,7-Dihydro-5H-thiazolo[3,2-a]pyrimidin-3-on；6,7-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-3-one
• CAS: 92897-32-0
• 化学式: C₆H₈N₂OS
• mdl: MFCD00542928
• 分子量: 156.208
• InChiKey: CRNHOHCIRXXMGV-UHFFFAOYSA-N

物化性质

• 熔点：
  72-74 °C(Solv: ligroine (8032-32-4))
• 沸点：
  259.4±23.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2H,5H,-6,7-dihydrothiazolo<3,2-a>pyrimidin-3(2H)-one 在 哌啶 、 溴 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 4.17h， 生成 6,7-dihydro-2-bromo-2-(α-bromobenzyl)-5H-thiazolo<3,2-a>pyrimidine-3(2H)-one
  参考文献：
  名称：

  Dehuri; Nayak, Journal of the Indian Chemical Society, 1983, vol. 60, # 10, p. 970 - 974

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4,5,6-四氢-2-嘧啶硫醇 、 2-氯-1-[4-(2-氯乙酰基)哌嗪-1-基]-乙酮 以 乙醇 为溶剂， 反应 0.08h， 生成 2H,5H,-6,7-dihydrothiazolo<3,2-a>pyrimidin-3(2H)-one
  参考文献：
  名称：

  环状硫脲与氯酰基哌嗪的反应

  摘要：

  DOI：

  10.1007/bf00508682

文献信息

• 杂环取代苯乙烯类化合物及其用途
  申请人：华东理工大学

  公开号：CN103896965B

  公开（公告）日：2016-02-24

  本发明涉及一种杂环取代苯乙烯类化合物及其用途。本发明公开了一种经杂环基、烷氧基及卤素修饰的苯乙烯类化合物。该类化合物经对Syk抑制活性的测试，结果表明：其对脾酪氨酸激酶（Syk）有抑制活性（且部分化合物对Syk有较强的抑制活性），为今后进一步设计开发新型Syk抑制剂类类风湿性关节炎（RA）治疗药物奠定了结构基础。
• Discovery of Benzylidene Derivatives as Potent Syk Inhibitors: Synthesis, SAR Analysis, and Biological Evaluation
  作者：Lingling Zhang、Wei Liu、Fei Mao、Jin Zhu、Guoqiang Dong、Hualiang Jiang、Chunquan Sheng、Liyan Miao、Lixin Huang、Jian Li

  DOI：10.1002/ardp.201500096

  日期：2015.7

  Four scaffolds of varied benzylidene derivatives were synthesized and evaluated as Syk inhibitors for the treatment of rheumatoid arthritis (RA). Among these 31 compounds, 3‐benzylidene pyrrolidine‐2,5‐dione derivatives (including 12k) universally showed good Syk inhibitory activities in the low micromolar to submicromolar range. In the cellular profiling, compound 12k, the most efficient compound

  合成了四种不同亚苄基衍生物的支架，并将其作为 Syk 抑制剂用于治疗类风湿性关节炎 (RA)。在这 31 种化合物中，3-亚苄基吡咯烷-2,5-二酮衍生物（包括 12k）在低微摩尔至亚微摩尔范围内普遍表现出良好的 Syk 抑制活性。在细胞分析中，最有效的化合物化合物 12k 对成纤维细胞样滑膜细胞 (FLS)-RA 显示出优异的抗增殖活性，并显示出抑制 IL-6 和 MMP-3 分泌的效力几乎等于 R406（阳性对照） . 尽管比 R406 弱，但 12k 在小鼠胶原诱导关节炎模型中的口服功效是显着的。综合起来，
• Novel oxachalcogenazole dyes, processes for their preparation, and articles containing these dyes
  申请人：EASTMAN KODAK COMPANY (a New Jersey corporation)

  公开号：EP0192462A2

  公开（公告）日：1986-08-27

  Methine dyes are disclosed which contain a 2-halo or pseudohalo substituted 1,2,5-oxatellurazole ring fused with an aromatic nucleus, the aromatic nucleus being substituted with a methine linkage terminating in an auxochrome providing a conjugated resonance chromophore. The dyes can be formed by condensing a methine linkage precursor with a compound containing an oxatellurazole ring fused with an aromatic nucleus. The dyes are useful in optical recording elements and in photographic elements.

  本发明公开了含有 2-卤或假卤取代的 1,2,5-氧杂脲唑环与芳香核融合的甲胺染料，芳香核被以辅助色素为端点的甲胺连接取代，从而形成共轭共振发色团。 这些染料可通过将甲胺连接前体与含有氧杂脲唑环与芳香核融合的化合物缩合而形成。 这些染料可用于光学记录元件和照相元件。
• cGAS antagonist compounds
  申请人：ImmuneSensor Therapeutics, Inc.

  公开号：US10947206B2

  公开（公告）日：2021-03-16

  Disclosed are novel compounds of Formula I that are cGAS antagonists, methods of preparation of the compounds, pharmaceutical compositions comprising the compounds, and their use in medical therapy.

  所公开的是作为 cGAS 拮抗剂的新型式 I 化合物、该化合物的制备方法、包含该化合物的药物组合物及其在医学治疗中的用途。
• Discovery, synthesis and SAR analysis of novel selective small molecule S1P4-R agonists based on a (2Z,5Z)-5-((pyrrol-3-yl)methylene)-3-alkyl-2-(alkylimino)thiazolidin-4-one chemotype
  作者：Mariangela Urbano、Miguel Guerrero、Subash Velaparthi、Melissa Crisp、Peter Chase、Peter Hodder、Marie-Therese Schaeffer、Steven Brown、Hugh Rosen、Edward Roberts

  DOI：10.1016/j.bmcl.2011.09.049

  日期：2011.11

  High affinity and selective S1P(4) receptor (S1P(4)-R) small molecule agonists may be important proof-of-principle tools used to clarify the receptor biological function and effects to assess the therapeutic potential of the S1P4-R in diverse disease areas including treatment of viral infections and thrombocytopenia. A high-throughput screening campaign of the Molecular Libraries-Small Molecule Repository was carried out by our laboratories and identified (2Z,5Z)-5-((1-(2-fluorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl)methylene)-3-methyl-2-(methylimino) thiazolidin-4-one as a promising S1P(4)-R agonist hit distinct from literature S1P(4)-R modulators. Rational chemical modifications of the hit allowed the identification of a promising lead molecule with low nanomolar S1P(4)-R agonist activity and exquisite selectivity over the other S1P(1-3,5)-Rs family members. The lead molecule herein disclosed constitutes a valuable pharmacological tool to explore the effects of the S1P(4)-R signaling cascade and elucidate the molecular basis of the receptor function. (C) 2011 Elsevier Ltd. All rights reserved.