1-phenyl-3-[6-(trifluoromethoxy)benzothiazol-2-yl]thiourea | 1134963-66-8

• 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: 1-phenyl-3-[6-(trifluoromethoxy)benzothiazol-2-yl]thiourea
• 英文别名: 1-phenyl-3-[6-(trifluoromethoxy)-1,3-benzothiazol-2-yl]thiourea
• CAS: 1134963-66-8
• 化学式: C₁₅H₁₀F₃N₃OS₂
• 分子量: 369.391
• InChiKey: ZEFQXHAIKHWNJW-UHFFFAOYSA-N

物化性质

• 熔点：
  234 °C(Solvent: Ethyl acetate; Diethyl ether)
• 沸点：
  438.3±55.0 °C(predicted)
• 密度：
  1.572±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  硫代异氰酸苯酯 、 利鲁唑 反应 30.0h， 以Obtained as white crystals, m.p. 234° C., 22% yield的产率得到1-phenyl-3-[6-(trifluoromethoxy)benzothiazol-2-yl]thiourea
  参考文献：
  名称：

  AMIDINE, THIOUREA AND GUANIDINE DERIVATIVES OF 2-AMINOBENZOTHIAZOLES AND AMINOBENZOTHIAZINES FOR THEIR USE AS PHARMACOLOGICAL AGENTS FOR THE TREATMENT OF NEURODEGENERATIVE PATHOLOGIES

  摘要：

  适当取代的2-氨基苯并噻唑、2-氨基-3,1-4H-苯并噻嗪和3-氨基-1,4-3H-苯并噻嗪的脲、硫脲和胍衍生物，如公式（I）所示，相关的药用可接受盐和溶剂合物：以及所述产品和相应的制药配方用于治疗神经退行性病理，如脑缺血、颅脑创伤引起的神经退化、阿尔茨海默病、多发性硬化症和肌萎缩侧索硬化症。

  公开号：

  US20100197670A1

文献信息

• Synthesis and Biological Evaluation of Amidine, Guanidine, and Thiourea Derivatives of 2-Amino(6-trifluoromethoxy)benzothiazole as Neuroprotective Agents Potentially Useful in Brain Diseases
  作者：Maurizio Anzini、Alessia Chelini、Alessandra Mancini、Andrea Cappelli、Maria Frosini、Lorenzo Ricci、Massimo Valoti、Jacopo Magistretti、Loretta Castelli、Antonio Giordani、Francesco Makovec、Salvatore Vomero

  DOI：10.1021/jm901375r

  日期：2010.1.28

  A series of amidine, thiourea, and guanidine derivatives of 2-amino-6-(trifluoromethoxy)benzothiazole termed 2, 3, and 4, respectively, and structurally related to riluzole, a neuroprotective drug in many animal models of brain disease, have been synthesized. The biological activity of compounds 2a-e, 3a-f, and 4a,b was preliminarily tested by means of an in vitro protocol of ischemia/reperfusion injury. The results demonstrated that 2c and 3a-d significantly attenuated neuronal injury. Selected for testing of their antioxidant properties, compounds 3a-d were shown to be endowed with a direct ROS scavenging activity. Compounds 3b and 3d were also evaluated for their activity on voltage-dependent Na(+) and Ca(2+) currents in neurons from rat piriform cortex. At 50 mu M, compound 3b inhibited the transient Na(+) Current to a much smaller extent than riluzole, whereas 3d was almost completely ineffective.
• US8420634B2
  申请人：——

  公开号：US8420634B2

  公开（公告）日：2013-04-16
• [EN] AMIDINE, THIOUREA AND GUANIDINE DERIVATIVES OF 2-AMINOBENZOTHIAZOLES AND AMINOBENZOTHIAZINES, NOVEL PHARMACOLOGICAL AGENTS FOR THE TREATMENT OF NEURODEGENERATIVE PATHOLOGIES<br/>[FR] DÉRIVÉS AMIDINE, THIOURÉE ET GUANIDINE DE 2-AMINOBENZOTHIAZOLES ET D'AMINOBENZOTHIAZINES, NOUVEAUX AGENTS PHARMACOLOGIQUES POUR LE TRAITEMENT DES PATHOLOGIES NEURODÉGÉNÉRATIVES
  申请人：ROTTAPHARM SPA

  公开号：WO2009040331A2

  公开（公告）日：2009-04-02

  The present invention relates to novel amidine, thiourea and guanidine derivatives of appropriately substituted 2-aminobenzothiazoles, 2-amino-3,l-4H-benzothiazines and 3- amino-l,4-3H-benzothiazines, as understood from formula (I), the related pharmaceutically acceptable salts and solvates thereof: Formula (I): and the use of said products and the corresponding pharmaceutical formulations for the treatment of neurodegenerative pathologies such as cerebral ischemia, neurodegeneration induced by cranial trauma, Alzheimer's disease, Multiple Sclerosis and Amyotrophic Lateral Sclerosis.
• AMIDINE, THIOUREA AND GUANIDINE DERIVATIVES OF 2-AMINOBENZOTHIAZOLES AND AMINOBENZOTHIAZINES FOR THEIR USE AS PHARMACOLOGICAL AGENTS FOR THE TREATMENT OF NEURODEGENERATIVE PATHOLOGIES
  申请人：Anzini Maurizio

  公开号：US20100197670A1

  公开（公告）日：2010-08-05

  Amidine, thiourea and guanidine derivatives of appropriately substituted 2-aminobenzothiazoles, 2-amino-3,1-4H-benzothiazines and 3-amino-1,4-3H-benzothiazines, as understood from formula (I), the related pharmaceutically acceptable salts and solvates thereof: and the use of the products and the corresponding pharmaceutical formulations for the treatment of neurodegenerative pathologies such as cerebral ischemia, neurodegeneration induced by cranial trauma, Alzheimer's disease, Multiple Sclerosis and Amyotrophic Lateral Sclerosis.

  适当取代的2-氨基苯并噻唑、2-氨基-3,1-4H-苯并噻嗪和3-氨基-1,4-3H-苯并噻嗪的脲、硫脲和胍衍生物，如公式（I）所示，相关的药用可接受盐和溶剂合物：以及所述产品和相应的制药配方用于治疗神经退行性病理，如脑缺血、颅脑创伤引起的神经退化、阿尔茨海默病、多发性硬化症和肌萎缩侧索硬化症。