1-Aminohydantoin Hydrochloride: Properties, Uses & Research
1-Aminohydantoin Hydrochloride: Properties, Uses & Research
1-Aminohydantoin Hydrochloride is a hydantoin-derived heterocyclic compound widely used in pharmaceutical and biochemical research as a key metabolite reference standard and synthetic intermediate.
- Chemical Name
- 1-Aminohydantoin Hydrochloride
- SKU
- A115034
- Compound Class
- Hydantoin derivative (heterocyclic)
- Primary Research Use
- Metabolite reference standard and synthetic intermediate
- Relevance
- Known metabolite of nitrofurantoin, an antibiotic
- Physical Form
- Solid (hydrochloride salt)
Chemical Identity and Structure
1-Aminohydantoin Hydrochloride is the hydrochloride salt form of 1-aminohydantoin, a five-membered heterocyclic compound belonging to the hydantoin family. The hydantoin ring system consists of an imidazolidine-2,4-dione core, and the introduction of an amino group at the N-1 position confers additional reactivity and biological relevance to this scaffold.
The hydrochloride salt form improves aqueous solubility and handling stability compared to the free base, making it the preferred form for laboratory use. As a defined, structurally characterized compound, it is suitable for use as an analytical reference standard, a building block in medicinal chemistry, and a tool compound in biological assays.
Biological Significance and Metabolite Context
1-Aminohydantoin is recognized as a metabolite of nitrofurantoin, a synthetic nitrofuran antibiotic used clinically for the treatment of urinary tract infections. During nitrofurantoin metabolism, reductive cleavage of the nitrofuran moiety yields several products, of which 1-aminohydantoin is one of the principal ring-containing metabolites.
Understanding the pharmacokinetics and pharmacodynamics of nitrofurantoin requires characterization of its metabolites. 1-Aminohydantoin Hydrochloride therefore serves as an essential reference standard in studies examining antibiotic metabolism, drug safety, and residue analysis in biological matrices. It may also be explored for its own intrinsic biological activities, consistent with the broader literature on hydantoin-class compounds that exhibit anticonvulsant, antimicrobial, and enzyme-inhibitory properties.
Laboratory Applications and Handling
In the laboratory, 1-Aminohydantoin Hydrochloride finds application across several research domains:
- Analytical Chemistry: Used as a certified or in-house reference standard for HPLC, LC-MS/MS, and other chromatographic methods designed to detect and quantify nitrofurantoin metabolites in urine, tissue, or food matrices.
- Medicinal Chemistry: Serves as a reactive intermediate or building block for the synthesis of more complex hydantoin-containing molecules, including potential drug candidates.
- Biochemical Assays: Applied as a tool compound to investigate enzyme activity, receptor binding, or metabolic pathways involving the hydantoin scaffold.
When handling this compound, standard laboratory precautions should be observed. The material should be stored in a cool, dry environment, protected from moisture and light, and handled in accordance with institutional safety guidelines. Researchers should consult the Safety Data Sheet (SDS) provided by Aladdin Scientific prior to use.
Purity, Quality, and Regulatory Considerations
For use as a reference standard or in sensitive biological assays, the purity of 1-Aminohydantoin Hydrochloride is of critical importance. Aladdin Scientific supplies this compound with documented specifications; researchers are advised to verify purity certificates (CoA) upon receipt and to confirm that the lot-specific data meet the requirements of their intended application.
In the context of food safety and veterinary drug residue analysis, regulatory frameworks in multiple jurisdictions restrict the use of nitrofuran antibiotics in food-producing animals. 1-Aminohydantoin is one of the designated metabolite markers targeted by official residue monitoring programs. Laboratories performing such analyses require reference standards of confirmed identity and purity to achieve valid, defensible results.
Researchers engaged in Good Laboratory Practice (GLP) or regulated studies should confirm whether the supplied grade of this compound meets their specific compliance requirements.
Frequently asked questions
What is 1-Aminohydantoin Hydrochloride used for in research?
1-Aminohydantoin Hydrochloride is primarily used as a reference standard for the detection and quantification of nitrofurantoin metabolites in analytical methods such as LC-MS/MS. It also serves as a synthetic intermediate in medicinal chemistry and as a tool compound in biochemical assays exploring hydantoin-related biological activity.
Is 1-Aminohydantoin a metabolite of nitrofurantoin?
Yes, 1-aminohydantoin is a recognized metabolite of nitrofurantoin, formed through reductive metabolism of the nitrofuran antibiotic. It is one of the principal ring-containing metabolites and is used as a marker in residue analysis programs for nitrofuran antibiotics in food safety contexts.
How should 1-Aminohydantoin Hydrochloride be stored?
This compound should be stored in a cool, dry location away from moisture and direct light. Researchers should consult the product-specific Certificate of Analysis (CoA) and Safety Data Sheet (SDS) from Aladdin Scientific for precise storage temperature and stability data applicable to their lot.
What analytical methods are compatible with this compound as a reference standard?
1-Aminohydantoin Hydrochloride is compatible with HPLC, LC-MS/MS, and related chromatographic techniques commonly used for nitrofuran metabolite detection in biological and food matrices. Method suitability should be confirmed by the analyst based on the specific assay requirements and regulatory guidance applicable to the testing laboratory.
References
- Tyczkowska K, Aronson AL. Nitrofurantoin metabolism and pharmacokinetics in domestic animals. Journal of Veterinary Pharmacology and Therapeutics. General reference for nitrofurantoin metabolite context.
- European Union Commission Regulation on nitrofuran metabolite residue limits in food of animal origin. General regulatory reference for nitrofuran monitoring programs.
- Pinheiro V, et al. Hydantoin derivatives: a review of biological activities and synthetic approaches. General textbook-level reference for hydantoin scaffold bioactivity.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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