5-Aminotetrazole

Base Information

• Chemical Name: 5-Aminotetrazole
• CAS No.: 4418-61-5
• Deprecated CAS: 167101-82-8,29212-86-0,29212-87-1,76720-24-6,174423-13-3,1071928-45-4,144914-14-7,174423-14-4,688301-53-3,144914-14-7,174423-13-3,174423-14-4,29212-86-0,29212-87-1,76720-24-6
• Molecular Formula: CH3N5
• Molecular Weight: 85.0683
• Hs Code.: 29339900
• European Community (EC) Number: 224-581-7,695-660-5
• NSC Number: 3004
• UNII: 28JR5LD42T
• DSSTox Substance ID: DTXSID7052103
• Nikkaji Number: J39.093C,J3.323.935A,J3.323.936J
• Wikipedia: 5-Aminotetrazole
• Wikidata: Q25323820
• ChEMBL ID: CHEMBL4469714
• Mol file: 4418-61-5.mol

Synonyms:5-amino tetrazole;5-amino-1H-tetrazole;5-aminotetrazole

Chemical Property of 5-Aminotetrazole

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 422mmHg at 25°C
• Melting Point: 201-205 °C(lit.)
• Refractive Index: 2.104
• Boiling Point: 360.4 °C at 760 mmHg
• PKA: pK1: 1.76;pK2: 6.07 (20°C)
• Flash Point: 199.1 °C
• PSA: 80.48000
• Density: 1.711 g/cm³
• LogP: -0.63690
• Water Solubility.: 12g/L(18 oC)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 85.03884512
• Heavy Atom Count: 6
• Complexity: 43.2

Purity/Quality:

98% ^*data from raw suppliers

5-Aminotetrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, F
• Hazard Codes: Xn,F,Xi
• Statements: 22-36/37/38-20/21/22-11
• Safety Statements: 26-36/37-36-16-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=NNN=N1)N
• Uses: organic intermediate

Technology Process of 5-Aminotetrazole

There total 45 articles about 5-Aminotetrazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

N-Cyanoguanidine (127099-85-8,780722-26-1,461-58-5) → 5-aminotetrazole (4418-61-5)

Guidance literature:

With sodium azide; C₂₂H₂₆N₄O₆PdS*3H₂O; In water; at 60 ℃; for 0.166667h; Sonication;

DOI:10.1002/aoc.6320

Reference yield: 97.6%

aminoguanidine bicarbonate (2582-30-1) → 5-aminotetrazole (4418-61-5)

Guidance literature:

aminoguanidine bicarbonate; With hydrogenchloride; sodium nitrite; In water; at 10 ℃; for 0.5h;

With sodium carbonate; In water; at 85 ℃; for 3h;

Reference yield: 93.0%

CYANAMID (420-04-2) → 5-aminotetrazole (4418-61-5)

Guidance literature:

With sodium azide; triethylamine hydrochloride; In toluene; at 110 ℃;

DOI:10.1055/s-0033-1338623

upstream raw materials:

5-azido-1H-tetrazole

5-amino-1-benzyltetrazole

azidocarboxamidine

ethanol

Downstream raw materials:

2-methyl-2H-tetrazole-5-amine

1-methyl-5-amino-1H-tetrazole

7-methyl-5-phenyltetrazolo[1,5-a]pyrimidine

N-acetyl-sulfanilic acid-(azidocarboximidoyl-amide)

Refernces

3-(1H-Tetrazol-5-yl)-4(3H)-quinazolinone Sodium Salt (MDL 427): A New Antiallergic Agent

10.1021/jm00161a045

The research focuses on the synthesis and antiallergic activity of 3-(1H-tetrazol-5-yl)-4(3H)-quinazolinone sodium salt monohydrate (MDL 427), a new antiallergic agent. The study aims to develop an orally active inhibitor of mediator release, which is crucial in managing allergic reactions. The researchers synthesized MDL 427 and related compounds, testing their efficacy in rat passive cutaneous anaphylaxis and passive peritoneal anaphylaxis tests. They found that MDL 427 and its ionized form demonstrated significant antiallergic activity, with an equilibrium mixture forming in aqueous buffer systems at a pH-dependent rate. The study concluded that for good antiallergic activity, an accessible electrophilic center and an acidic functionality are necessary. Key chemicals used in the synthesis process include 5-aminotetrazole, o-nitrobenzoyl chloride, triethyl orthoformate, and various substituted benzoic acids, among others.