20763-91-1

Basic information

• Product Name: 1,3-Dihydro-2,4-dioxopyrimidine-5-acetic acid
• Synonyms: 5CmUra;(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetic acid(SALTDATA: FREE);(2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)acetic acid;1,3-Dihydro-2,4-dioxopyrimidine-5-acetic acid;5-Carboxymethyluracil;(2,4-Dihydroxy-pyrimidin-5-yl)-acetic acid
• CAS NO: 20763-91-1
• Molecular Formula: C6H6N2O4
• Molecular Weight: 170
• Mol File: 20763-91-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 302 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.479g/cm³
• Refractive Index: 1.536
• PKA: 3.86±0.10(Predicted)
• CAS DataBase Reference: 1,3-Dihydro-2,4-dioxopyrimidine-5-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dihydro-2,4-dioxopyrimidine-5-acetic acid(20763-91-1)
• EPA Substance Registry System: 1,3-Dihydro-2,4-dioxopyrimidine-5-acetic acid(20763-91-1)

Safety Data

• Hazardous Substances Data: 20763-91-1(Hazardous Substances Data)

Usage

General Description

1,3-Dihydro-2,4-dioxopyrimidine-5-acetic acid, also known as uracil-5-acetic acid, is a chemical compound with the molecular formula C6H6N2O4. It is a derivative of uracil, a heterocyclic organic compound. 1,3-Dihydro-2,4-dioxopyrimidine-5-acetic acid is an intermediate in the biosynthesis of several important natural products, including the amino acids histidine and tryptophan. It is also used as a building block in the synthesis of pharmaceuticals and agrochemicals. 1,3-Dihydro-2,4-dioxopyrimidine-5-acetic acid is a versatile compound with a wide range of applications in the fields of medicine, agriculture, and chemical industry.

InChI:InChI=1/C6H6N2O4/c9-4(10)1-3-2-7-6(12)8-5(3)11/h2H,1H2,(H,9,10)(H2,7,8,11,12)

Upstream product

• 57-13-6 urea 
• 5472-38-8 diethyl 2-formylbutanedioate 
• 64-19-7 acetic acid 
• 66-22-8 uracil 
• 29571-39-9 ethyl 2-(4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetate 

Downstream Products

• 57346-43-7 5-methoxymethyluracil 
• 189069-52-1 2',3',5'-tri-O-benzoyl-5-carboxymethyluridine 
• 189069-54-3 2',3',5'-tri-O-benzoyl-5-[(N-hydroxy)-carboxamidomethyl]uridine 
• 189069-53-2 N-succinimidyl-2',3',5'-tri-O-benzoyl-5-carboxymethyluridine 
• 917024-99-8 ethyl 2-(2,4-dichloropyrimidin-5-yl)acetate 

Relevant articles and documents

5-carboxymethyluridine, a novel nucleoside derived from yeast and wheat embryo transfer ribonucleates.

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Linked peptide nucleic acids

Novel peptide nucleic acids and novel linked peptide nucleic acids, form triple stranded structures with nucleic acids. The peptide nucleic acids include ligands such as naturally occurring nucleobases attached to the peptide backbone through a suitable linker. Other nucleobases including C-pyrimidines and iso-pyrimidines can be used as the ligands in Hoogsteen strands to increase binding affinity. Two peptide nucleic acid strands are joined together with a linker to form a bis-peptide nucleic acid. The individual strands of the peptide nucleic acids in the bis compounds can be oriented either parallel or antiparallel to each other.

Free Radical Carboxymethylation of Uracils with Benzoyl Peroxide in Acetic Acid

Acetic acid solutions of the uracils and benzoyl peroxide were heated at 80 deg C to give 5-carboxymethyluracils.Similar treatment of caffeine and benzothiazole gave 8-methylcaffeine and 2-methylbenzothiazole, respectively.