616-04-6 Usage
Description
1-METHYLHYDANTOIN is an organic compound that serves as a versatile building block in the synthesis of various pharmaceuticals and bioactive molecules. It is characterized by its unique structure, which includes a hydantoin ring with a methyl group attached to one of the nitrogen atoms. This structural feature allows it to participate in a wide range of chemical reactions, making it a valuable intermediate in organic chemistry.
Uses
Used in Pharmaceutical Industry:
1-METHYLHYDANTOIN is used as a reactant for organocatalytic tandem three-component reactions involving aldehyde, alkyl vinyl ketone, and amide. This reaction is crucial for the synthesis of complex molecules with potential pharmaceutical applications.
1-METHYLHYDANTOIN is used as a reactant for the synthesis of selective angiotensin II AT2 receptor agonists. These agonists have reduced CYP 450 inhibition, making them more effective and safer for the treatment of various cardiovascular conditions.
1-METHYLHYDANTOIN is used as a reactant for the synthesis of allosteric glucokinase activators. These activators play a significant role in the regulation of glucose metabolism and have potential applications in the treatment of diabetes.
1-METHYLHYDANTOIN is used as a reactant for the synthesis of hydantoin derivatives with antiproliferative activity. These derivatives have potential applications in cancer therapy, as they can inhibit the growth and proliferation of cancer cells.
1-METHYLHYDANTOIN is used as a reactant for the synthesis of thiohydantoins. Thiohydantoins are a class of compounds with diverse biological activities, including antimicrobial, antiviral, and anticancer properties.
1-METHYLHYDANTOIN is used as a reactant for the synthesis of P2X7 receptor antagonists. These antagonists have potential applications in the treatment of inflammatory and neurodegenerative diseases, as they can modulate the activity of the P2X7 receptor, which is involved in various physiological and pathological processes.
Metabolic pathway
The metabolic pathway of 1-methylhydantoin via
5-hydroxy-1-methylhydantoin, methylparabanic acid,
and 5-N-methyloxaluric acid proves to be a major
and general metabolic pathway in rabbits.
Check Digit Verification of cas no
The CAS Registry Mumber 616-04-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 6 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 616-04:
(5*6)+(4*1)+(3*6)+(2*0)+(1*4)=56
56 % 10 = 6
So 616-04-6 is a valid CAS Registry Number.
InChI:InChI=1/C4H6N2O2/c1-6-3(7)2-5-4(6)8/h2H2,1H3,(H,5,8)
616-04-6Relevant articles and documents
Synthesis of glycolurils and hydantoins by reaction of urea and 1, 2-dicarbonyl compounds using etidronic acid as a “green catalyst”
Bakibaev, Abdigali A.,Uhov, Artur,S. Malkov, Victor,Yu. Panshina, Svetlana
, p. 4262 - 4270 (2020/10/02)
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.
AMIDOALKYLPIPERAZINYL DERIVATIVES FOR THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISEASES
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Page/Page column 29; 30, (2013/03/26)
The invention relates to novel amidoalkylpiperazinyl derivatives of tricyclic heterocyclic systems of general formula (I), wherein Z represents -NH- and X represents -S-, or Z represents -S- and X represents >C=C1 represents H or -CH3, R6 and R7 both represent H, n is an integer from 0 to 4 inclusive, G represents a cyclic amide or imide moiety, and optical isomers, geometric isomers, and pharmaceutically acceptable salts thereof. The compounds may be useful for the treatment and/or prevention of the central nervous system disorders.
Facile synthesis of hydantoins and thiohydantoins in aqueous solution
Baccolini, Graziano,Boga, Carla,Delpivo, Camilla,Micheletti, Gabriele
experimental part, p. 1713 - 1717 (2011/05/05)
A series of hydantoins and thiohydantoins have been synthesized in water at room temperature from urea (or N-methylurea, or thiourea) and simple aldehydes (as glyoxal, and its simple derivatives) in the presence of phosphoric anhydride. The reaction time is 10 min using an equimolar amount of P 4O10 with respect to the other reagents, but the reaction occurs also, even if with longer reaction times, with very small amounts of P4O10. In addition, this method provides a clean and 'green' approach to hydantoins, compounds of great interest in biological and pharmacological fields.
