31694-90-3

Basic information

• Product Name: 1H-Tetrazol-5-amine, 1-(phenylmethyl)-
• CAS NO: 31694-90-3
• Molecular Formula: C8H9N5
• Molecular Weight: 175.193
• Mol File: 31694-90-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Tetrazol-5-amine, 1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Tetrazol-5-amine, 1-(phenylmethyl)-(31694-90-3)
• EPA Substance Registry System: 1H-Tetrazol-5-amine, 1-(phenylmethyl)-(31694-90-3)

Safety Data

• Hazardous Substances Data: 31694-90-3(Hazardous Substances Data)

Upstream product

• 622-78-6 Benzyl isothiocyanate 
• 621-83-0 N-benzylthiourea 
• 622-77-5 N-benzylcyanamide 
• 88333-03-3 Benzyl isocyanide 
• 4418-61-5 5-aminotetrazole 
• 100-44-7 benzyl chloride 
• 506-68-3 bromocyane 
• 100-46-9 benzylamine 
• 14832-58-7 5-benzylamino-tetrazole 
• 107-21-1 ethylene glycol 

Downstream Products

• 88104-34-1 1-benzyl-N-phenyl-1H-tetrazol-5-amine 
• 88104-45-4 1-benzyl-N-(4-nitrophenyl)-1H-tetrazol-5-amine 
• 88104-44-3 1-benzyl-N-(4-methoxyphenyl)-1H-tetrazol-5-amine 
• 66907-78-6 5-benzylamino-1-benzyltetrazole 
• 108790-10-9 2-(1-benzyltetrazol-5-yl)-3,6-dihydro-1,2-thiazine 1-oxide 
• 14585-96-7 N-(p-nitrophenyl)benzohydrazonoyl azide 
• 108306-18-9 5-benzylamino-1-(p-nitrophenyl)-3-phenyl-1,2,4-triazole 
• 108790-02-9 1-benzyl-5-sulphinylaminotetrazole 
• 107699-68-3 N-(1-ethoxy-2,2,2-trifluoroethyl)-1-(phenylmethyl) 1-H-tetrazol-5-amine (racemique) 
• 139032-62-5 N-(1-Benzyl-1H-tetrazol-5-yl)-3-(2,4-diethoxy-5-ethyl-phenyl)-propionamide 
• 139050-48-9 (E)-N-(1-Benzyl-1H-tetrazol-5-yl)-3-(2,4-diethoxy-5-ethyl-phenyl)-acrylamide 
• 139050-47-8 (E)-N-(1-Benzyl-1H-tetrazol-5-yl)-3-(5-ethyl-2,4-dimethoxy-phenyl)-acrylamide 
• 139032-61-4 N-(1-Benzyl-1H-tetrazol-5-yl)-3-(5-ethyl-2,4-dimethoxy-phenyl)-propionamide 
• 4418-61-5 5-aminotetrazole 

Relevant articles and documents

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Selective Gold-Catalysed Synthesis of Cyanamides and 1-Substituted 1H-Tetrazol-5-Amines from Isocyanides

The newly discovered gold-catalysed reaction of isocyanides with hydrazoic acid generated in situ from trimethylsilyl azide and methanol (or, alternatively, from NaN3/AcOH) produces either cyanamides or 1-substituted 1H-tetrazol-5-amines, depending on the amount of available HN3. The reaction proceeds selectively and in generally high yields of either product, thus providing a particularly convenient access to a wide range of substituted 1H-tetrazol-5-amines that are rather difficult to access otherwise.

Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles

Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)2]n, L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1–3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV–Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1–3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2–8 and 0.16–1.25 μg/mL (3.8–16.3 and 0.31–2.15 μM), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1–3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30–60 μg/mL (57.7–103.4 μM).