6851-79-2

Basic information

• Product Name: 3,5-Dimethyl-2,4-imidazolidinedione
• Synonyms: 3,5-Dimethyl-2,4-imidazolidinedione;3,5-dimethylimidazolidine-2,4-dione
• CAS NO: 6851-79-2
• Molecular Formula: C5H8N2O2
• Molecular Weight: 128.13
• Mol File: 6851-79-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,5-Dimethyl-2,4-imidazolidinedione(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dimethyl-2,4-imidazolidinedione(6851-79-2)
• EPA Substance Registry System: 3,5-Dimethyl-2,4-imidazolidinedione(6851-79-2)

Safety Data

• Statements: 43
• Safety Statements: 36/37
• Hazardous Substances Data: 6851-79-2(Hazardous Substances Data)

Upstream product

• 68230-12-6 6-azido-1,3,5-trimethyluracil 
• 74-88-4 methyl iodide 
• 598-50-5 N-Methylurea 
• 78-98-8 2-oxopropanal 
• 67337-69-3 methyl-5 hydantoine 
• 74280-62-9 2-(3-Methyl-ureido)-propionic acid ethyl ester 
• 73198-69-3 1-(Tosyloxy)-3,4,6-trimethyl-2,5-dioxopiperazine 

Relevant articles and documents

Synthesis of glycolurils and hydantoins by reaction of urea and 1, 2-dicarbonyl compounds using etidronic acid as a “green catalyst”

Most of the known methods for the synthesis of heterocyclic compounds have disadvantages, such as a long reaction time and aggressive conditions. We have developed a new, rather simple and efficient method for the synthesis of a number of glycoluryls and hydantoins in water using a etidronic acid (HEDP) as “Green catalyst.” So, for the first time, the condensation reaction of ureas with 1, 2-dicarbonyl compounds was carried out in the presence of HEDP. Also based on NMR studies, a chemism of these reactions, which is stepwise, is proposed. It has been established that the optimal conditions for the synthesis of glycoluryls and hydantoins using HEDP are: temperature 80°C-90°C, 40-20 minutes, and the ratio of urea and HEDP is 1:1. In all cases, the remaining aqueous filtrate containing HEDP after the reaction can be reused for other cycles synthesis of glycoluril and other compounds, because HEDP is not converted during the reaction.

NOVEL AMIDE DERIVATIVE AND USE THEREOF AS MEDICINE

Provided are a novel low-molecular-weight compound that suppresses production of induction type MMPs, particularly MMP-9, rather than production of hemostatic type MMP-2, as well as a prophylactic/therapeutic drug for autoimmune diseases or osteoarthritis. An amide derivative represented by the following formula (I) wherein each symbol is as defined in the specification, or a pharmacologically acceptable salt thereof.

BASE CATALYZED CYCLIZATION OF SUBSTITUTED ESTERS OF HYDANTOIC AND THIOHYDANTOIC ACID

Base catalyzed cyclization rates have been measured of 22 derivatives of hydantoic and thiohydantoic acid esters in water and methanol.The cyclization of methyl and ethyl esters of hydantoic and 5-methylhydantoic acids is accompanied by hydrolysis of the ester group, whereas with the other derivatives the hydrolysis does not take place.Hydrolysis of the cyclization products (hydantoin and thiohydantoin derivatives) is not significant under the kinetic conditions.The cyclization of methyl ester of 5-phenylhydantoic acid in methanol is reversible; the equilibrium mixture contains 30percent of the starting ester.In all the cases the cyclization is subject to specific base catalysis; exceptions are esters of 5-phenylthiohydantoic and 5-phenyl-2-methylthiohydantoic acids whose cyclizations are subject to general base catalysis.Substituents always accelerate the cyclization.The 3-substituents have the greatest effects, the cyclization rate being considerably increased with bulk of the substituents; similarly large effect of 5-phenyl group consists mainly in its polar effects on the pre-equilibrium.The cyclizations are slower in methanol at the same concentration of the lyate ion: the greatest difference (up to 3 orders of magnitude) is observed with the 5-phenyl derivatives.