5-氨基-1-苄基-1H-1,2,3-噻唑-4-羧酸乙酯 | 20271-33-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-氨基-1-苄基-1H-1,2,3-噻唑-4-羧酸乙酯
• 中文别名: 5-氨基-1-(苯基甲基)三唑-4-甲酸乙酯；5-氨基-1-(苄基)三唑-4-羧酸乙酯；5-氨基-1-苄基-1H-1H-1,2,3-三氮唑-4-甲酸乙酯；5-氨基-1-(苯基甲基)-4-三唑羧酸乙酯；5-氨基-1-(苯基甲基)-1H-1,2,3-三氮唑-4-甲酸乙酯
• 英文名称: 1-benzyl-5-amino-1,2,3-triazole-4-carboxylic acid ethyl ester
• 英文别名: ethyl 5-amino-1-phenylmethyl-1H-1,2,3-triazole-4-carboxylate；5-amino-1-benzyl-4-ethoxycarbonyl-1,2,3-triazole；1-benzyl-4-carbethoxy-5-amino-12,3-triazole；ZINC00129134；NCI 111590；5-amino-1-benzyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester；ethyl 5-amino-1-benzyl-1H-1,2,3-triazole-4-carboxylate；ethyl 5-amino-1-benzyltriazole-4-carboxylate
• CAS: 20271-33-4
• 化学式: C₁₂H₁₄N₄O₂
• mdl: MFCD02068900
• 分子量: 246.269
• InChiKey: WPALUGLYRHXNGX-UHFFFAOYSA-N

物化性质

• 沸点：
  444.5±55.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  5-氨基-1-苄基-1H-1,2,3-噻唑-4-羧酸乙酯 在 氨 、 乙二醇 作用下， 生成 5-氨基-1-苄基-1H-1,2,3-噻唑-4-羧胺
  参考文献：
  名称：

  Metabolite Analogs. VI. Preparation of Some Analogs of 4-Amino-5-imidazole-carboxamide¹

  摘要：

  DOI：

  10.1021/ja01603a033
• 作为产物：
  描述：

  溴甲苯 以 乙醇 为溶剂， 以16.0 g (60%)的产率得到苄基叠氮
  参考文献：
  名称：

  Angiotensin II receptor antagonists

  摘要：

  本发明揭示了具有以下公式的化合物：##STR1## 其中取代基在此处定义。本发明的化合物是血管紧张素II受体拮抗剂。

  公开号：

  US05326776A1

文献信息

• Annulated 1,2,3-triazoles, I. Synthesis of 8-Azapurin-6-ones and 8-Azapurin-6-imines from Ethyl 5-Acetylamino-1,2,3-triazole-4-carboxylates
  作者：Flemming E. Nielsen、Erik B. Pedersen、Mikael Begtrup

  DOI：10.1002/jlac.198419841109

  日期：1984.11.12

  The new 8-azapurin-6-ones 3 and the corresponding 8-azapurin-6-imines 4 are prepared by cyclocondensation of ethyl 5-acetylamino-1H-1,2,3-triazole-4-carboxylates 2 with amine hydrochlorides in the presence of phosphorus pentoxide and N,N-dimethylcyclohexylamine. A reaction pathway is proposed for the formation of 3 and 4. Various products 3 have been tested for fungicide activity.

  新的8-氮杂嘌呤-6-酮3和相应的8-氮杂嘌呤-6-亚胺4是通过将5-乙酰氨基-1 H -1,2,3-三唑-4-羧酸乙酯2与胺的盐酸盐在环戊基中环缩合制备的。五氧化二磷和N，N-二甲基环己胺的存在。提出了形成3和4的反应途径。已经测试了各种产品3的杀真菌活性。
• Ruthenium-Catalyzed Synthesis of 5-Amino-1,2,3-triazole-4-carboxylates for Triazole-Based Scaffolds: Beyond the Dimroth Rearrangement
  作者：Serena Ferrini、Jay Zumbar Chandanshive、Stefano Lena、Mauro Comes Franchini、Giuseppe Giannini、Andrea Tafi、Maurizio Taddei

  DOI：10.1021/jo502577e

  日期：2015.3.6

  The 5-amino-1,2,3-triazole-4-carboxylic acid is a suitable molecule for the preparation of collections of peptidomimetics or biologically active compounds based on the triazole scaffold. However, its chemistry may be influenced by the possibility of undergoing the Dimroth rearrangement. To overcome this problem, a protocol based on the ruthenium-catalyzed cycloaddition of N-Boc ynamides with azides has been developed to give a protected version of this triazole amino acid. When aryl or alkyl azides are reacted with N-Boc-aminopropiolates or arylynamides, the cycloaddition occurs with complete regiocontrol, while N-Boc-alkyl ynamides yield a mixture of regioisomers. The prepared amino acids were employed for the preparation of triazole-containing dipeptides having the structural motives typical of turn inducers. In addition, triazoles active as HSP90 inhibitors (as compound 41, IC50 = 29 nM) were synthesized.
• A modified scheme for the synthesis of 1-benzyl-4,5-diamino-1,2,3-triazole
  作者：V. I. Erashko、B. S. �l'yanova、A. T. Baryshnikov、N. I. Zubanova、A. A. Tishaninova

  DOI：10.1007/bf00956825

  日期：1985.11
• RIED, WALTER;GURYN, ROMAN;LAOUTIDIS, JOANNIS, LIEBIGS ANN. CHEM.,(1990) N, C. 819-820
  作者：RIED, WALTER、GURYN, ROMAN、LAOUTIDIS, JOANNIS

  DOI：——

  日期：——
• COTTRELL, IAN F.;HANDS, DAVID;HOUGHTON, PETER G.;HUMPHREY, GUY R.;WRIGHT,+, J. HETEROCYCL. CHEM., 28,(1991) N, C. 301-304
  作者：COTTRELL, IAN F.、HANDS, DAVID、HOUGHTON, PETER G.、HUMPHREY, GUY R.、WRIGHT,+

  DOI：——

  日期：——