80258-94-2

Basic information

• Product Name: (2,5-DIOXOIMIDAZOLIDIN-1-YL)ACETIC ACID
• Synonyms: (2,5-dioxoimidazolidin-1-yl)acetic acid(SALTDATA: FREE);2-(2,5-diketoimidazolidin-1-yl)acetic acid;2-(2,5-dioxo-1-imidazolidinyl)acetic acid;2-(2,5-dioxoimidazolidin-1-yl)acetic acid;2-(2,5-dioxoimidazolidin-1-yl)ethanoic acid
• CAS NO: 80258-94-2
• Molecular Formula: C₅H₆N₂O₄
• Molecular Weight: 158.11
• Mol File: 80258-94-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 190-191 °C
• Appearance: /
• Density: 1.565g/cm³
• Refractive Index: 1.544
• Storage Temp.: 2-8°C
• PKA: 3.75±0.10(Predicted)
• CAS DataBase Reference: (2,5-DIOXOIMIDAZOLIDIN-1-YL)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2,5-DIOXOIMIDAZOLIDIN-1-YL)ACETIC ACID(80258-94-2)
• EPA Substance Registry System: (2,5-DIOXOIMIDAZOLIDIN-1-YL)ACETIC ACID(80258-94-2)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 80258-94-2(Hazardous Substances Data)

Usage

Description

(2,5-DIOXOIMIDAZOLIDIN-1-YL)ACETIC ACID is a chemical compound with the molecular formula C5H7N3O4. It is a derivative of imidazolidin-2,4-dione and is used as an intermediate in the synthesis of various pharmaceuticals and organic compounds.
Used in Pharmaceutical Industry:
(2,5-DIOXOIMIDAZOLIDIN-1-YL)ACETIC ACID is used as an intermediate for the production of antimicrobial and antiviral agents, as well as in the synthesis of other biologically active compounds.
It is important to handle this compound with care as it can cause irritation to the skin, eyes, and respiratory system, and it may have harmful effects if ingested or inhaled.

InChI:InChI=1/C5H6N2O4/c8-3-1-6-5(11)7(3)2-4(9)10/h1-2H2,(H,6,11)(H,9,10)

Upstream product

• 2185-00-4 1,3-oxazolidine-2,5-dione 
• 412311-12-7 ureylenedi-malonic acid tetraethyl ester 
• 96943-01-0 N,N'-bis(carboxymethyl)urea 
• 117043-46-6 ethyl 2‐(2,5-dioxoimidazolidin‐1‐yl)acetate 
• 68-12-2 N,N-dimethyl-formamide 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 7150-63-2 diethyl N,N'-carbonylbisglycinate 
• 148240-07-7 2-{[(2-amino-2-oxoethyl)carbamoyl]amino}acetamide 
• 116956-07-1 (2,5-dioxo-imidazolidin-1-yl)acetic acid methyl ester 

Downstream Products

• 117043-46-6 ethyl 2‐(2,5-dioxoimidazolidin‐1‐yl)acetate 
• 857796-52-2 (4-benzylidene-2,5-dioxo-imidazolidin-1-yl)-acetic acid 
• 7150-63-2 diethyl N,N'-carbonylbisglycinate 
• 80265-47-0 2-(2,5-Dioxo-imidazolidin-1-yl)-N-[9-(4-methanesulfonylamino-2-methoxy-phenylamino)-acridin-3-yl]-acetamide; hydrochloride 

Relevant articles and documents

Systematic Evaluation of the Metabolism and Toxicity of Thiazolidinone and Imidazolidinone Heterocycles

The thiazolidine and imidazolidine heterocyclic scaffolds, i.e., the rhodanines, 2,4-thiazolidinediones, 2-thiohydantoins, and hydantoins have been the subject of debate on their suitability as starting points in drug discovery. This attention arose from the wide variety of biological activities exhibited by these scaffolds and their frequent occurrence as hits in screening campaigns. Studies have been conducted to evaluate their value in drug discovery in terms of their biological activity, chemical reactivity, aggregation-based promiscuity, and electronic properties. However, the metabolic profiles and toxicities have not been systematically assessed. In this study, a series of five-membered multiheterocyclic (FMMH) compounds were selected for a systematic evaluation of their metabolic profiles and toxicities on TAMH cells, a metabolically competent rodent liver cell line and HepG2 cells, a model of human hepatocytes. Our studies showed that generally the rhodanines are the most toxic, followed by the thiazolidinediones, thiohydantoins, and hydantoins. However, not all compounds within the family of heterocycles were toxic. In terms of metabolic stability, 5-substituted rhodanines and 5-benzylidene thiohydantoins were found to have short half-lives in the presence of human liver microsomes (t1/2 30 min) suggesting that the presence of the endocyclic sulfur and thiocarbonyl group or a combination of C5 benzylidene substituent and thiocarbonyl group in these heterocycles could be recognition motifs for P450 metabolism. However, the stability of these compounds could be improved by installing hydrophilic functional groups. Therefore, the toxicities and metabolic profiles of FMMH derivatives will ultimately depend on the overall chemical entity, and a blanket statement on the effect of the FMMH scaffold on toxicity or metabolic stability cannot and should not be made.

LATENT INHIBITORS. PART 4. IRREVERSIBLE INHIBITION OF DIHYDRO-OROTATE DEHYDROGENASE BY HYDANTOINS DERIVED FROM AMINO ACIDS

Hydantoins and ureas derived from α-amino acids are shown to interact with dihydro-orotate dehydrogenase from Clostridium (Zymobacterium) oroticum, chiefly as weak competitive inhibitors but that the hydantoin derived from phenylalanine, 5-benzyl-3-(1-car