462-60-2

Basic information

• Product Name: HYDANTOIC ACID
• Synonyms: carbomoylglycine;cb1636;glycoluricacid;n-(aminocarbonyl)-glycin;n-carbamoyl-glycin;N-CARBOXYMETHYLUREA;N-CARBAMOYLGLYCINE;N-CARBAMYLGLYCINE
• CAS NO: 462-60-2
• Molecular Formula: C₃H₆N₂O₃
• Molecular Weight: 118.09
• EINECS: 207-328-5
• Mol File: 462-60-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 179-180 °C
• Boiling Point: 220.6°C (rough estimate)
• Flash Point: 151.5oC
• Appearance: /
• Density: 1.5267 (rough estimate)
• Vapor Pressure: 4.18E-05mmHg at 25°C
• Refractive Index: 1.4715 (estimate)
• PKA: pK1: 3.876 (25°C)
• Water Solubility: 38.85g/L(25 oC)
• CAS DataBase Reference: HYDANTOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: HYDANTOIC ACID(462-60-2)
• EPA Substance Registry System: HYDANTOIC ACID(462-60-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: MB7660000
• Hazardous Substances Data: 462-60-2(Hazardous Substances Data)

Usage

General Description

Hydantoic acid is a chemical compound with the formula C3H4N2O2. It is a white, odorless solid that is soluble in water and ethanol. Hydantoic acid is a derivative of hydantoin, and it is used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also known for its role in the production of the antiepileptic drug, phenytoin. Hydantoic acid is an important building block in organic chemistry and is widely used in the synthesis of various nitrogen-containing compounds. Despite its usefulness in chemical synthesis, hydantoic acid is not widely commercialized, and its production and use are mostly limited to research and specialty chemical applications.

InChI:InChI=1/C3H6N2O3/c4-3(8)5-1-2(6)7/h1H2,(H,6,7)(H3,4,5,8)/p-1

Upstream product

• 97-59-6 Allantoin 
• 7732-18-5 water 
• 5860-63-9 (S)-4-((S)-sec-butyl)oxazolidine-2,5-dione 
• 56-40-6 L-Glycin 
• 72-18-4 L-valine 
• 3190-70-3 L-Leucin-N-carbonsaeureanhydrid 
• 583-47-1 L-Phenylalanin-N-carbonsaeureanhydrid 
• 1676-85-3 L-Valin-N-carbonsaeureanhydrid 
• 590-28-3 potassium cyanate 
• 56-40-6 glycine 
• 556-89-8 nitrourea 
• 57-13-6 urea 
• 108-13-4 malonodiamide 
• 461-72-3 2,4-imidazolidinedione 

Downstream Products

• 124-38-9 carbon dioxide 
• 7664-41-7 ammonia 
• 56-40-6 glycine 
• 461-72-3 2,4-imidazolidinedione 
• 941120-54-3 [6-methyl-5-(morpholin-4-ylcarbonyl)-2-oxo-4-phenyl-3,4-dihydropyrimidin-1(2H)-yl]acetic acid 
• 941172-00-5 [5-(ethoxycarbonyl)-6-methyl-2-oxo-4-phenyl-3,4-dihydropyrimidin-1(2H)-yl]acetic acid 
• 1350618-18-6 (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetic acid 
• 1350618-26-6 isopropyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate 
• 534-13-4 N,N-dimethylthiourea 
• 134-81-6 benzil 
• 1350618-34-6 1,3-diethyl-5,5-diphenyl-2-thioxoimidazolidin-4-one 
• 105-55-5 N,N'-diethylthiourea 
• 1350618-30-2 isopropyl (4,6-diethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate 
• 1350618-20-0 methyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate 

Relevant articles and documents

Quantitative analysis and functional evaluation of zinc ion in the D-hydantoinase from Pseudomonas putida YZ-26

D-Hydantoinase (HDT) is a metal-dependent enzyme that is widely used in industrial bioconversion to D-amino acids as valuable intermediates in the fields of food, pharmaceutical industry and agriculture. In this report, we prepared apo-HDT (metal-removed HDT) and Zn2+-HDT (Zn 2+-added HDT) in vitro from a recombinant HDT (re-HDT) expressed in E. coli. The Zn2+-HDT and re-HDT contain 2.17 and 0.95 mol Zn 2+ per mol subunit, respectively, and they have comparable enzymatic activities. In contrast, the apo-HDT only retains 0.04 mol Zn2+ per mol subunit with less than 10% activity, compared with the re-HDT. When the apo-HDT was reconstituted with ZnCl2, the enzymatic activity recovery was about 75%. Moreover, the fluorescence intensity, circular dichroism spectra and thermo-stability of the apo-HDT and Zn2+-HDT are quite different from those of the re-HDT. These data suggest that the re-HDT may have two Zn2+-binding sites, one is an intrinsic or tight-binding site (zinc-α) essential for its activity and the other is a vacant or loose-binding site (zinc-β) possibly non-essential for the activity. Springer Science+Business Media.

PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS

The invention relates to a process for straightening keratin fibres, comprising: (i) a step in which a straightening composition containing at least two denaturing agents is applied to the keratin fibres, (ii) a step in which the temperature of the keratin fibres is raised, using a heating means, to a temperature of between 110 and 250° C.

The peptide formation mediated by cyanate revisited. N-carboxyanhydrides as accessible intermediates in the decomposition of N-carbamoylamino acids

Similar to many ureas, N-carbamoylamino acids were shown to be hydrolyzed in aqueous solution through elimination mechanisms at close to neutral pH, the nucleophilic attack of water being a minor process. Two competing elimination mechanisms can take place involving either cyanate or isocyanate transient intermediates. Peptide formation was observed and attributed to the latter pathway through the intermediacy of amino acid N-carboxyanhydride (NCA). Eventually, cyanate and its precursors (including urea) unexpectedly behave as amino acid activating agents because of their ability in amino acid carbamoylation. Owing to its ability to generate a background prebiotic production of NCAs on the primitive Earth, this reaction is suggested to have contributed to the origin of life process. Copyright