1-苄基-4-苯基-1H-1,2,3-噻唑-5-胺 | 32515-07-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-苄基-4-苯基-1H-1,2,3-噻唑-5-胺
• 英文名称: 1-benzyl-4-phenyl-1H-1,2,3-triazol-5-amine
• 英文别名: 3-benzyl-5-phenyltriazol-4-amine
• CAS: 32515-07-4
• 化学式: C₁₅H₁₄N₄
• mdl: MFCD01109235
• 分子量: 250.303
• InChiKey: JTJNNNCLXPPMNC-UHFFFAOYSA-N

物化性质

• 熔点：
  158
• 溶解度：
  16.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.066
• 拓扑面积：
  56.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1-苄基-4-苯基-1H-1,2,3-噻唑-5-胺 生成 benzyl-(5-phenyl-1H-[1,2,3]triazol-4-yl)-amine
  参考文献：
  名称：

  Synthesis and Isomerization of Substituted 5-Amino-1,2,3-triazoles¹

  摘要：

  DOI：

  10.1021/jo01357a018
• 作为产物：
  描述：

  benzyl-(5-phenyl-1H-[1,2,3]triazol-4-yl)-amine 生成 1-苄基-4-苯基-1H-1,2,3-噻唑-5-胺
  参考文献：
  名称：

  Synthesis and Isomerization of Substituted 5-Amino-1,2,3-triazoles¹

  摘要：

  DOI：

  10.1021/jo01357a018

文献信息

• One‐Pot Synthesis of 5‐Amino‐1,2,3‐triazole Derivatives via Dipolar Azide−Nitrile Cycloaddition and Dimroth Rearrangement under Solvent‐Free Conditions
  作者：Pavel S. Gribanov、Edita M. Atoian、Anna N. Philippova、Maxim A. Topchiy、Andrey F. Asachenko、Sergey N. Osipov

  DOI：10.1002/ejoc.202001620

  日期：2021.3.5

  A series of novel 5‐amino‐1,2,3‐triazole derivatives has been synthesized by combining a dipolar azide−nitrile cycloaddition with a Dimroth rearrangement under solvent‐free conditions. Solvent‐free approach for the synthesis of 5‐amino‐1,2,3‐triazoles is reported for the first time.

  通过在无溶剂条件下将偶极叠氮化物-腈环加成与Dimroth重排相结合，合成了一系列新颖的5-氨基1,2,3-三唑衍生物。首次报道了无溶剂合成5-氨基1,2,3-三唑的方法。
• Azide–acetonitrile “click” reaction triggered by Cs₂CO₃: the atom-economic, high-yielding synthesis of 5-amino-1,2,3-triazoles
  作者：Patoju M. Krishna、Dhevalapally B. Ramachary、Sruthi Peesapati

  DOI：10.1039/c5ra12308a

  日期：——

  Medicinally important 5-amino-1,2,3-triazoles were synthesized using a novel Cs₂CO₃-catalyzed azide–acetonitrile [3 + 2]-cycloaddition. Aryl azides and aryl acetonitriles were employed in this transformation resulting in excellent yields with high regioselectivity.

  使用一种新型的Cs₂CO₃催化的叠氮酸-乙腈[3 + 2]环加成反应合成了具有药用重要性的5-氨基-1,2,3-三唑。在这种转化中使用了芳基叠氮化物和芳基乙腈，产率高，区域选择性好。
• General Method of Synthesis of 5-(Het)arylamino-1,2,3-triazoles via Buchwald–Hartwig Reaction of 5-Amino- or 5-Halo-1,2,3-triazoles
  作者：Pavel S. Gribanov、Anna N. Philippova、Maxim A. Topchiy、Lidiya I. Minaeva、Andrey F. Asachenko、Sergey N. Osipov

  DOI：10.3390/molecules27061999

  日期：——

  An efficient access to the novel 5-(het)arylamino-1,2,3-triazole derivatives has been developed. The method is based on Buchwald–Hartwig cross-coupling reaction of 5-Amino or 5-Halo-1,2,3-triazoles with (het)aryl halides and amines, respectively. As result, it was found that palladium complex [(THP-Dipp)Pd(cinn)Cl] bearing expanded-ring N-heterocyclic carbene ligand is the most active catalyst for

  已经开发出一种有效获取新型 5-(het)arylamino-1,2,3-trizo 衍生物的方法。该方法基于 5-氨基或 5-卤代-1,2,3-三唑分别与（杂）芳基卤和胺的 Buchwald-Hartwig 交叉偶联反应。结果发现，带有扩环N-杂环卡宾配体的钯配合物[(THP-Dipp)Pd(cinn)Cl]是该过程中最活跃的催化剂，可高产率地提供目标分子。
• NOVEL 1,2,3-TRIAZOLE DERIVATIVES USEFUL AS MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTORS
  申请人：Nardi Antonio

  公开号：US20110060017A1

  公开（公告）日：2011-03-10

  This invention relates to novel 1,2,3-triazole derivatives, which are found to be modulators of the nicotinic acetyl-choline receptors. Due to their pharmacological profile, the compounds of the invention may be useful for the treatment of diseases or disorders as diverse as those related to the cholinergic system of the central nervous system (CNS), the peripheral nervous system (PNS), diseases or disorders related to smooth muscle contraction, endocrine diseases or disorders, diseases or disorders related to neuro-degeneration, diseases or disorders related to inflammation, pain, and withdrawal symptoms caused by the termination of abuse of chemical substances.

  本发明涉及新型1,2,3-三唑衍生物，其被发现是乙酰胆碱受体的调节剂。由于它们的药理特性，本发明的化合物可能对治疗与中枢神经系统（CNS）的胆碱能系统、外周神经系统（PNS）、平滑肌收缩有关的疾病或疾病、内分泌疾病或疾病、神经退行性疾病或疾病、与炎症、疼痛和由于滥用化学物质终止而引起的戒断症状有关的疾病或疾病具有治疗作用。
• Cottrell, Ian F.; Hands, David; Houghton, Peter G., Journal of Heterocyclic Chemistry, 1991, vol. 28, # 2, p. 301 - 304
  作者：Cottrell, Ian F.、Hands, David、Houghton, Peter G.、Humphrey, Guy R.、Wright, Stanley H. B.

  DOI：——

  日期：——