Dimethylaminomethylen-thioharnstoff | 83490-20-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Dimethylaminomethylen-thioharnstoff
• 英文别名: (E)-N'-Carbamothioyl-N,N-dimethylformimidamide；dimethylaminomethylidenethiourea
• CAS: 83490-20-4
• 化学式: C₄H₉N₃S
• 分子量: 131.202
• InChiKey: OYLKAJRZGTZKKB-UHFFFAOYSA-N

物化性质

• 熔点：
  166 °C(Solv: ethanol (64-17-5))
• 沸点：
  205.8±23.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2930909090
• 储存条件：
  应存放在室温、密封和干燥的环境中。

反应信息

• 作为反应物：
  描述：

  Dimethylaminomethylen-thioharnstoff 、 氯乙酸甲酯 在 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以17 g的产率得到
  参考文献：
  名称：

  一种用于医院杀菌的噁唑类药物分子及其制 备方法

  摘要：

  本发明公开了一种用于医院杀菌的噁唑类药物分子及其制备方法，属于抗菌药物的合成技术领域。本发明的技术方案要点为：该噁唑类药物分子具有结构本发明通过以硫脲为起始原料，先与N,N‑二甲基甲酰胺二甲基缩醛缩合得到二甲胺基‑硫脲，二甲胺基‑硫脲在甲醇钠作用下与2‑氯代乙酸甲酯反应得到二甲胺基‑脲基‑乙酸甲酯基硫醚，3‑吡啶乙酸先与乙酰乙酸乙酯反应得到吡啶‑2‑甲酰乙酸乙酯，然后再与二甲胺基‑脲基‑乙酸甲酯基硫醚反应得到2‑硫醚基乙酸‑6‑(3‑吡啶)‑4(3H)‑嘧啶酮，最后2‑硫醚基乙酸‑6‑(3‑吡啶)‑4(3H)‑嘧啶酮与3‑(4‑甲苯基)‑5‑氨基异噁唑反应得到目标化合物。通过微量二倍稀释法进行抗菌活性测试，发现目标化合物对金黄色葡萄球菌具有良好的抗菌作用。

  公开号：

  CN110183435B
• 作为产物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 硫脲 以 二氯甲烷 为溶剂， 以100%的产率得到Dimethylaminomethylen-thioharnstoff
  参考文献：
  名称：

  氮双环支架的合成：嘧啶并[1,2 - a ]嘧啶-2,6-二酮

  摘要：

  描述了从异硫氰酸酯开始的1,3,7-三取代嘧啶并[1,2- a ]嘧啶二酮的多步合成。这些氮自行车是通过功能化/环缩合反应的迭代序列制备的。[4 + 2]环加成反应发生在二氮杂二烯链与提供复杂杂环的各种酰氯之间。

  DOI：

  10.1016/j.tet.2010.10.059

文献信息

• A Novel, Simple Cyclocondensation Reaction Towards Glycosyl Triazines
  作者：David Deniaud、Vincent Kikelj、Karine Julienne、Pascal Janvier、Jean-Claude Meslin

  DOI：10.1055/s-0028-1083156

  日期：——

  Sugars bearing an isothiocyanate moiety at C-1 react with diazadienium iodide to afford glycosyl triazines that represent, through an easy cyclocondensation reaction step, a flexible entry to different nucleoside analogues. We herein demonstrate that this [4+2] cycloaddition reaction occurs with total regiocontrol and good yields. Subsequent transformation of the thiocarbonyl into a carbonyl, and nucleophilic substitution of the methylsulfanyl group by ammonia, yields the 5-azacytidine analogues. All compounds were fully characterised by IR, HRMS, and ¹³C and ¹H NMR (COSY­, HMBC and HMQC).

  在C-1位带有异硫氰酸基团的糖与二氮二烯丙碘反应生成糖基三嗪类化合物，这些化合物通过一步简单的环加成反应，提供了一种灵活的途径来制备不同的核苷类似物。我们在此证明，这种[4+2]环加成反应具有完全的区域选择性和良好的产率。随后将硫羰基转化为羰基，并通过氨对甲硫基进行亲核取代，得到了5-氮胞苷类似物。所有化合物均通过IR、HRMS以及¹³C和¹H NMR（包括COSY、HMBC和HMQC）进行了全面的表征。
• [EN] MRGPRX2 ANTAGONISTS FOR THE TREATMENT OF INFLAMMATORY DISORDERS<br/>[FR] ANTAGONISTES DE MRGPRX2 POUR LE TRAITEMENT DE TROUBLES INFLAMMATOIRES
  申请人：DERMIRA INC

  公开号：WO2021092240A1

  公开（公告）日：2021-05-14

  The present disclosure is directed to use of MrgprX2 antagonists in the treatment of inflammatory disorders, e.g., inflammatory disorders of the skin. This invention is also directed to pharmaceutical compositions comprising a MrgprX2 antagonist and a pharmaceutically or orally acceptable carrier for administration.

  本公开涉及在治疗炎症性疾病，例如皮肤炎症性疾病中使用MrgprX2拮抗剂。该发明还涉及包含MrgprX2拮抗剂和药学上或口服可接受的载体用于给药的药物组合物。
• Investigations on substituted (2-aminothiazol-5-yl)(imidazo[1,2-a]pyridin-3-yl)methanones for the treatment of Alzheimer’s disease
  作者：Sneha R. Sagar、Devendra Pratap Singh、Rajesh D. Das、Nirupa B. Panchal、Vasudevan Sudarsanam、Manish Nivsarkar、Kamala K. Vasu

  DOI：10.1016/j.bmc.2021.116091

  日期：2021.4
• Pharmacological investigation of quinoxaline-bisthiazoles as multitarget-directed ligands for the treatment of Alzheimer’s disease
  作者：Sneha R. Sagar、Devendra Pratap Singh、Rajesh D. Das、Nirupa B. Panchal、Vasudevan Sudarsanam、Manish Nivsarkar、Kamala K. Vasu

  DOI：10.1016/j.bioorg.2019.102992

  日期：2019.8

  Alzheimer's disease (AD) is the most prevalent disease of old age leading to dementia. Complex AD pathogenesis involves multiple factors viz. amyloid plaque formation, neurofibrillary tangles and inflammation. Herein we report of a new series of quinoxaline-bisthiazoles as multitarget-directed ligands (MTDLs) targeting BACE-1 and inflammation concurrently. Virtual screening of a library of novel quinoxaline-bisthiazoles was performed by docking studies. The most active molecules from the docking library were taken up for synthesis and characterized by spectral data. Compounds 8a-8n showed BACE-1 inhibition in micro molar range. One of the compounds, 8n showed BACE-1 inhibition at IC50 of 3 +/- 0.07 mu M. Rat paw edema inhibition in acute and chronic models of inflammation were obtained at 69 +/- 0.45% and 55 +/- 0.7%, respectively. Compound 8n also showed noteworthy results in AlCl3 induced AD model. The treated rats exhibited excellent antiamnesic, antiamyloid, antioxidant, and neuroprotective properties. Behavioural parameters suggested improved cognitive functions which further validates the testimony of present study. Moreover, compound 8n was found to have inherent gastrointestinal safety. This new string of quinoxaline-bisthiazoles were identified as effective lead for the generation of potent MTDLs and compound 8n was found to showcase qualities to tackle AD pathogenesis.
• Efficient synthesis of new tetradentate ligands with potential applications for 64Cu PET-imaging
  作者：Ewen Bodio、Karine Julienne、Sébastien G. Gouin、Alain Faivre-Chauvet、David Deniaud

  DOI：10.1016/j.bmcl.2010.12.072

  日期：2011.2

  We wish to report the synthesis of new tetradentate ligands in less than 3 h in good to excellent yields from a commercially available compound using microwave-assisted technology. First tests of complexation showed a high ability of these ligands to chelate Cu-64(II) in very diluted medium. These new systems have the potential to be used for nuclear medicine and particularly for PET-imaging. (C) 2010 Elsevier Ltd. All rights reserved.