2827-56-7

Basic information

• Product Name: 1-Aminohydantoin hydrochloride
• Synonyms: TIMTEC-BB SBB004061;1-AMINO-IMIDAZOLIDINE-2,4-DIONE HYDROCHLORIDE;1-AMINOHYDANTOIN HCL;1-AMINOHYDANTOIN HYDROCHLORIDE;1-AMINO-2,4-IMIDAZOLIDINEDIONE HCL;1-AMINO-2,4-IMIDAZOLIDIONE HCL;1-Amino-2,4-Imidazolinedione;1-Aminoimidazoline-2,4-dione hydrochloride
• CAS NO: 2827-56-7
• Molecular Formula: C3H6ClN3O2
• Molecular Weight: 151.55
• Product Categories: Chemical Amines;Amines;Heterocycles;Building Blocks;Heterocyclic Building Blocks;Imidazolines/Imidazolidines;A;Alphabetic;AM to AQ;Metabolites & Impurities;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Pharmaceutical intermediates;Amines, Heterocycles, Metabolites & Impurities
• Mol File: 2827-56-7.mol

Chemical Properties

• Melting Point: 201-205 °C(lit.)
• Boiling Point: 256.8 °C at 760 mmHg
• Flash Point: 109.1 °C
• Appearance: Pale yellow/Crystalline Powder
• Vapor Pressure: 0.0119mmHg at 25°C
• Storage Temp.: 0-6°C
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• Stability: Unstable in Solution
• BRN: 3699376
• CAS DataBase Reference: 1-Aminohydantoin hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Aminohydantoin hydrochloride(2827-56-7)
• EPA Substance Registry System: 1-Aminohydantoin hydrochloride(2827-56-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2827-56-7(Hazardous Substances Data)

Usage

Uses

1. Used in Pharmaceutical Synthesis:
1-Aminohydantoin hydrochloride is used as a reactant for the synthesis of various pharmaceutical compounds, including ectoparasiticidal drugs, skeletal muscle relaxants, and others. Its chemical properties make it a suitable candidate for creating a wide range of medications.
2. Used in Suzuki-Miyaura Coupling:
In the field of organic chemistry, 1-Aminohydantoin hydrochloride is utilized as a reactant for Suzuki-Miyaura coupling, a widely used method for the formation of carbon-carbon bonds, particularly in the synthesis of complex organic molecules.
3. Used in Lymphoid Specific Tyrosine Phosphatase Inhibition:
1-Aminohydantoin hydrochloride is employed as a reactant for the development of inhibitors targeting lymphoid-specific tyrosine phosphatase, an enzyme with potential implications in the treatment of autoimmune diseases and other conditions.
4. Used in Proteasome Inhibition by Peptide Semicarbazones:
1-Aminohydantoin hydrochloride is also used in the synthesis of peptide semicarbazones, which are known to inhibit the proteasome, a cellular protein degradation system. Inhibition of the proteasome can be beneficial in the treatment of certain cancers and other diseases.
5. Used in the Synthesis of Specific Compounds:
1-Aminohydantoin hydrochloride may be used as one of the reactants in the synthesis of specific compounds such as (E)-1-(2-hydroxybenzylideneamino)imidazolidine-2,4-dione and dantrolene, which includes dantrolene sodium, a medication used to treat malignant hyperthermia and muscle spasms.

InChI:InChI=1/C3H5N3O2.ClH/c4-6-1-2(7)5-3(6)8;/h1,4H2,(H,5,7,8);1H

Upstream product

• 67-20-9 Nitrofurantoin 

Downstream Products

• 100517-88-2 1-(4-acetylamino-benzylidenamino)-imidazolidine-2,4-dione 
• 64748-85-2 1-[5-(4-chloro-phenyl)-oxazol-2-ylmethyleneamino]-imidazolidine-2,4-dione 
• 64748-89-6 <<(2,4-dioxo-1-imidazolidinyl)imino>methyl>formic acid 
• 57661-54-8 N-(2,4-dioxo-imidazolidin-1-yl)-3-(4-fluoro-phenyl)-acrylamide 
• 57661-56-0 N-(2,4-dioxo-imidazolidin-1-yl)-3-(3-fluoro-phenyl)-acrylamide 
• 57661-51-5 3-(4-chloro-phenyl)-N-(2,4-dioxo-imidazolidin-1-yl)-acrylamide 
• 57661-57-1 3-(3-chloro-4-fluoro-phenyl)-N-(2,4-dioxo-imidazolidin-1-yl)-acrylamide 
• 57661-53-7 3-(4-chloro-3-trifluoromethyl-phenyl)-N-(2,4-dioxo-imidazolidin-1-yl)-acrylamide 
• 57661-58-2 3-(3-chloro-4-ethyl-phenyl)-N-(2,4-dioxo-imidazolidin-1-yl)-acrylamide 
• 1057092-58-6 C₄₂H₄₀N₈O₆ 
• 1057092-61-1 [1-benzyl-2-(2,4-dioxo-imidazolin-1-ylimino)-ethyl]-carbamic acid tert-butyl ester 
• 1157852-49-7 ({5-[3-azido-5-(azidomethyl)phenyl]furfurylidene}amino)imidazolidine-2,4-dione 

Relevant articles and documents

Plant Uptake and Metabolism of Nitrofuran Antibiotics in Spring Onion Grown in Nitrofuran-Contaminated Soil

Environmental pollution caused by the discharge of mutagenic and carcinogenic nitrofurans to the aquatic and soil environment is an emerging public health concern because of the potential in producing drug-resistant microbes and being uptaken by food crops. Using liquid chromatography-tandem mass spectrometry analysis and with spring onion (Allium wakegi Araki) as the plant model, we investigated in this study the plant uptake and accumulation of nitrofuran from a contaminated environment. Our study revealed for the first time high uptake and accumulation rates of nitrofuran in the edible parts of the food crop. Furthermore, results indicated highly efficient plant metabolism of the absorbed nitrofuran within the plant, leading to the formation of genotoxic hydrazine-containing metabolites. The results from this study may disclose a previously unidentified human exposure pathway through contaminated food crops.