(4E)-4-(4-bromobenzylideneamino)-3-phenyl-2,3-dihydro-2-thioxothiazole-5-carbonitrile | 1454903-85-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4E)-4-(4-bromobenzylideneamino)-3-phenyl-2,3-dihydro-2-thioxothiazole-5-carbonitrile
• 英文别名: (E)-4-(4-bromobenzylideneamino)-N3-phenyl-2,3-dihydro-2-thioxothiazole-5-carbonitrile；4-[(E)-(4-bromophenyl)methylideneamino]-3-phenyl-2-sulfanylidene-1,3-thiazole-5-carbonitrile
• CAS: 1454903-85-5
• 化学式: C₁₇H₁₀BrN₃S₂
• 分子量: 400.322
• InChiKey: CZGKLCQUUVSDMP-RGVLZGJSSA-N

物化性质

• 沸点：
  480.7±55.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对溴苯甲醛 、 4-amino-3-phenyl-2,3-dihydro-2-thioxo-1,3-thiazole-5-carbonitrile 在 iron(III) chloride 、 溶剂黄146 作用下， 反应 8.0h， 以2.6 g的产率得到(4E)-4-(4-bromobenzylideneamino)-3-phenyl-2,3-dihydro-2-thioxothiazole-5-carbonitrile
  参考文献：
  名称：

  [EN] (4E)-4-(4-SUBSTITUTED BENZYLIDENEAMINO)-2,3-DIHYDRO-3- SUBSTITUTED-2-THIOXOTHIAZOLE-5-CARBONITRILES AS A2AR ANTAGONIST AND PROCESS FOR PREPARATION THEREOF
  [FR] 2-THIOXOTHIAZOLE-5-CARBONITRILES À SUBSTITUTION (4E)-4-(À SUBSTITUTION BENZYLIDÈNEAMINO EN POSITION 4)-2,3-DIHYDRO EN POSITION 3 UTILISÉS COMME ANTAGONISTES DE L'A2AR ET LEUR PROCÉDÉ DE PRÉPARATION

  摘要：

  本发明涉及一种新型的通式A的(4E)-4-(4-取代苯基亚甲基氨基)-2,3-二氢-3-取代-2-硫代噻唑-5-碳腈化合物及其制备方法。本发明的化合物可用于治疗包括帕金森病、亨廷顿病、注意力障碍、认知、阿尔茨海默病、抑郁症和高血压在内的中枢神经系统疾病。

  公开号：

  WO2014106861A1

文献信息

• Design and synthesis of (4E)-4-(4-substitutedbenzylideneamino)-3-substituted-2,3-dihydro-2-thioxothiazole-5-carbonitrile as novel A2A receptor antagonists
  作者：Chandra Bhushan Mishra、Dimpy Sharma、Amresh Prakash、Namrata Kumari、Nitin Kumar、Pratibha Mehta Luthra

  DOI：10.1016/j.bmc.2013.07.005

  日期：2013.10

  Novel 2-thioxothiazole derivatives (6-19) as potential adenosine A(2A) receptor (A(2A)R) antagonists were synthesized. The strong interaction of the compounds (6-19) with A(2A)R in docking study was confirmed by high binding affinity with human A(2A)R expressed in HEK293T cells using radioligand-binding assay. The compound 19 demonstrated very high selectivity for A(2A)R as compared to standard A(2A)R antagonist SCH58261. Decrease in A(2A)R-coupled release of endogenous cAMP in treated HEK293T cells demonstrated in vitro A(2A)R antagonist potential of the compound 19. Attenuation in haloperidol-induced impairment (catalepsy) in Swiss albino male mice pre-treated with compound 19 is evocative to explore its prospective in therapy of PD. (c) 2013 Elsevier Ltd. All rights reserved.
• (4E)-4-(4-SUBSTITUTED BENZYLIDENEAMINO)-2,3-DIHYDRO-3- SUBSTITUTED-2-THIOXOTHIAZOLE-5-CARBONITRILES AS A2AR ANTAGONIST AND PROCESS FOR PREPARATION THEREOF
  申请人：Council of Scientific & Industrial Research

  公开号：EP2941420A1

  公开（公告）日：2015-11-11
• (4E)-4-(4-SUBSTITUTED BENZYLIDENEAMINO)-2,3-DIHYDRO-3-SUBSTITUTED-2-THIOXOTHIAZOLE-5-CARBONITRILES AS A2AR ANTAGONIST AND PROCESS FOR PREPARATION THEREOF
  申请人：COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH

  公开号：US20150336912A1

  公开（公告）日：2015-11-26

  The present invention provides (4E)-4-(4-substituted benzylideneamino)-2,3-dihydro-3-substituted-2-thioxothiazole-5-carbonitriles of general formula A, below, and a process for the preparation thereof.
• US9518033B2
  申请人：——

  公开号：US9518033B2

  公开（公告）日：2016-12-13