Aminoguanidine bicarbonate
[CAS# 2582-30-1]

Identification

• Classification: Chemical reagent >> Organic reagent >> Guanidine salt
• Name: Aminoguanidine bicarbonate
• Synonyms: Aminoguanidinium hydrogen carbonate
• Molecular Formula: CH₆N₄.H₂CO₃;C₂H₈N₄O₃
• Molecular Weight: 136.11
• CAS Registry Number: 2582-30-1
• EC Number: 219-956-7
• SMILES: C(=NN)(N)N.C(=O)(O)O

Properties

• Melting point: 170-172 °C
• Water solubility: <5 g/L (20 °C)

Safety Data

• Hazard Symbols: GHS07;GHS08;GHS09 Danger
• Risk Statements: H317-H360-H411-H412
• Safety Statements: P203-P261-P272-P273-P280-P302+P352-P318-P321-P333+P317-P362+P364-P391-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Reproductive toxicity	Repr.	1B	H360
Skin sensitization	Skin Sens.	1B	H317
Skin sensitization	Skin Sens.	1	H317
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Skin irritation	Skin Irrit.	2	H315

Discovery and Applications

Aminoguanidine bicarbonate is a chemical compound that has gained significant interest for its diverse applications in pharmaceuticals, agriculture, and materials science. The discovery of aminoguanidine and its derivatives can be traced back to the early 20th century, as researchers explored new types of nitrogen-containing compounds with potential utility in various industries. Aminoguanidine bicarbonate, a salt formed from aminoguanidine and carbonic acid, has since been widely studied for its reactivity and versatility.

The chemical structure of aminoguanidine bicarbonate contains a guanidine group attached to an amino group, combined with a bicarbonate ion. This structure imparts the compound with unique chemical properties, such as its ability to act as a nucleophile, which makes it reactive in a variety of chemical processes. Additionally, the bicarbonate ion gives the compound mild basicity, which can influence its behavior in aqueous solutions and its interactions with other chemicals.

One of the most notable applications of aminoguanidine bicarbonate is in the pharmaceutical industry. It has been widely studied for its potential as a therapeutic agent, particularly in the treatment of conditions associated with advanced glycation end-products (AGEs). AGEs are harmful compounds that form through reactions between sugars and proteins or lipids in the body, contributing to the development of various diseases, including diabetes complications and age-related disorders. Aminoguanidine bicarbonate acts as an inhibitor of AGE formation by reacting with early glycation intermediates, preventing the cross-linking of proteins. This has made it a focus of research for its potential to reduce the progression of diabetic nephropathy, retinopathy, and cardiovascular diseases.

In agriculture, aminoguanidine bicarbonate has been explored as a plant growth regulator and a potential ingredient in fertilizers. Its nitrogen-rich structure can be beneficial in promoting plant growth and improving soil fertility. While not as widely used as other nitrogen-based fertilizers, the compound’s potential for enhancing crop yields under certain conditions has drawn interest in agricultural research.

Aminoguanidine bicarbonate has also found use in materials science, particularly in the development of energetic materials and propellants. Its nitrogen content makes it a candidate for use in high-energy materials, where it can contribute to increased combustion efficiency and energy release. In addition, aminoguanidine derivatives have been studied for their use in synthesizing polymeric materials, where their reactivity allows for the formation of novel compounds with potentially useful properties.

Further applications of aminoguanidine bicarbonate are being investigated in the fields of corrosion inhibition and water treatment. Its ability to interact with metal surfaces and form protective layers has been explored as a way to prevent corrosion in industrial settings. Additionally, it may play a role in reducing the formation of harmful byproducts in water treatment processes, contributing to cleaner and more sustainable industrial practices.

The wide-ranging utility of aminoguanidine bicarbonate across different industries highlights its versatility as a chemical compound. Continued research into its properties and potential applications is likely to lead to new discoveries, particularly in the development of therapeutic agents and advanced materials. Despite its promise, careful consideration of its reactivity and safety is necessary, particularly in pharmaceutical and agricultural contexts.

References

2024. Preparation, Thermal, and Antioxidant Properties of Aminoguanidinium 2,3-Pyrazine Dicarboxylates. Proceedings of the 1st International Conference on Recent Advancements in Materials Science and Technology, Volume II, 2024.
DOI: 10.1007/978-3-031-69966-5_4

2022. Oxidative Stress and Glyoxalase Pathway in Cancer. Handbook of Oxidative Stress in Cancer: Mechanistic Aspects, 2022.
DOI: 10.1007/978-981-15-9411-3_12

2021. ADP-ribosyl transferase activity and gamma radiation cytotoxicity of Pseudomonas aeruginosa exotoxin A. AMB Express, 2021-12-22.
DOI: 10.1186/s13568-021-01332-3